- Method for synthesizing 4, 4 '-dichlorodiphenyl sulfone by using sulfoxide oxidation method
-
The invention relates to a method for synthesizing 4, 4 '-diaminodiphenyl sulfone by a sulfoxide oxidation method. The method is characterized by comprising the following steps: putting 4, 4 '-dichlorodiphenyl sulfone, dichloropropane, water and a phase transfer catalyst into a reactor, heating to 50-95 DEG C after feeding is finished, slowly dropwise adding hydrogen peroxide, continuously reacting for 3-7 hours, cooling to 0-5 DEG C, filtering, washing a filter cake with water, and drying to obtain the finished product 4, 4'-dichlorodiphenyl sulfone. The method is short in reaction time, thorough in material reaction, high in product yield and low in production cost.
- -
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Paragraph 0024-0026
(2021/04/07)
-
- PROCESS FOR PRODUCING 4,4'-DICHLORODIPHENYL SULFONE
-
The invention relates to a process for producing 4,4'-dichlorodiphenyl sulfone comprising reacting a solution comprising 4,4'-dichlorodiphenyl sulfoxide and at least one linear C6-C10 carboxylic acid as solvent with an oxidizing agent to obtain a crude reaction product comprising 4,4'- dichlorodiphenyl sulfone, wherein the concentration of water in the reaction mixture is kept below 5 wt%, the process comprising: (a) adding 0.9 to 1.05 mol oxidizing agent per mol 4,4'-dichlorodiphenyl sulfoxide uniformly distributed to the solution at a temperature in the range from 80 to 105 °C over a period from 1.5 to 5 h in a first step to obtain the reaction mixture; (b) agitating the reaction mixture after completion of the first step at the temperature of the first step for 5 to 30 min without adding oxidizing agent; (c) adding 0.05 to 0.2 mol oxidizing agent per mol 4,4'-dichlorodiphenyl sulfoxide to the reaction mixture at a temperature in the range from 80 to 105 °C over a period of less than 40 min in a second step; (d) agitating the reaction mixture after completion of the second step at the temperature of the second step for 10 to 30 min without adding oxidizing agent, (e) heating the reaction mixture to a temperature in the range from 95 to 110°C and hold this temperature for 10 to 90 min to obtain a crude reaction product comprising 4,4'- dichlorodiphenyl sulfone.
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Page/Page column 10
(2021/03/05)
-
- PROCESS FOR PRODUCING 4,4'-DICHLORODIPHENYL SULFONE
-
The invention relates to a process for producing 4,4'-dichlorodiphenyl sulfone, comprising: (I) reacting thionyl chloride, chlorobenzene and aluminum chloride forming an intermediate reaction product and hydrogen chloride; (II) mixing aqueous hydrochloric acid and the intermediate reaction product to obtain an organic phase comprising 4,4'-dichlorodiphenyl sulfoxide and an aqueous phase; (III) cooling the organic phase to a temperature below the saturation point of 4,4'- dichlorodiphenyl sulfoxide to obtain a suspension; (IV) solid-liquid-separation of the suspension to obtain crystallized 4,4'-dichlorodiphenyl sulfoxide, and mother liquor; (V) washing the crystallized 4,4'-dichlorodiphenyl sulfoxide with a carboxylic acid to obtain carboxylic acid-wet 4,4'-dichlorodiphenyl sulfoxide; (VI) reacting the washed 4,4'-dichlorodiphenyl sulfoxide and an oxidizing agent in a carboxylic acid as solvent to obtain a reaction mixture comprising 4,4'-dichlorodiphenyl sulfone and carboxylic acid; (VII) separating the reaction mixture comprising 4,4'-dichlorodiphenyl sulfone and carboxylic acid into a residual moisture comprising 4,4'-dichlorodiphenyl sulfone as crude product and a liquid phase comprising carboxylic acid.
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Page/Page column 32-33
(2021/03/05)
-
- (C)CRYSTAL COMPOSITION (CC) COMPRISING 4,4'-DICHLORODIPHENYLSULFONE CRYSTALS (C)
-
The invention relates to crystals (C) consisting of at least 98 % by weight of 4,4'- dichlorodiphenylsulfone, 0 to 2 % by weight of impurities and 0 to 2 % by weight of at least one solvent (c). Moreover, the present invention relates to a crystal composition (CC) comprising crystals (C) and a process for the production of the crystal composition (CC) and the crystals (C).
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Page/Page column 12-13
(2021/03/05)
-
- A PROCESS FOR OBTAINING 4,4'-DICHLORODIPHENYL SULFONE
-
The invention relates to a process for obtaining 4,4'-dichlorodiphenyl sulfone from an organic mixture comprising 4,4'-dichlorodiphenyl sulfone and a linear C6 to C10 carboxylic acid as organic solvent, comprising: (a) cooling the organic mixture by (a1a) mixing the organic mixture with water in a crystallization vessel to obtain a liquid mixture; (a1b) cooling the liquid mixture obtained in (a1a) to a temperature below the saturation point of 4,4'-dichlorodiphenyl sulfone by (i) reducing the pressure in the crystallization vessel to a pressure at which the water starts to evaporate, (ii) condensing the evaporated water by cooling, (iii) mixing the condensed water into the liquid mixture in the crystallization vessel, to obtain a suspension comprising crystallized 4,4'-dichlorodiphenyl sulfone; or by (a2) bringing the organic mixture into contact with at least one coolable surface and thereby reducing the temperature in the organic mixture with a cooling rate in the range from 5 to 50 K/h until a temperature in the range from 10 to 30°C is reached, wherein the organic mixture and the at least one coolable surface have a temperature difference which is kept during the whole cooling process in the range from 1 to 30 K to obtain a suspension comprising crystallized 4,4'-dichlorodiphenyl sulfone. (b) carrying out a solid-liquid-separation of the suspension obtained in (a1b) or in (a2) to obtain a residual moisture containing solid 4,4'-dichlorodiphenyl sulfone as product and mother liquor comprising the organic solvent and water.
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Page/Page column 22; 23
(2021/03/05)
-
- Selective synthesis of sulfoxides and sulfonesviacontrollable oxidation of sulfides withN-fluorobenzenesulfonimide
-
A practical and mild method for the switchable synthesis of sulfoxides or sulfonesviaselective oxidation of sulfides using cheapN-fluorobenzenesulfonimide (NFSI) as the oxidant has been developed. These highly chemoselective transformations were simply achieved by varying the NFSI loading with H2O as the green solvent and oxygen source without any additives. The good functional group tolerance makes the strategy valuable.
- Cao, Zhong-Yan,Li, Xiaolong,Lu, Hao,Wang, Panpan,Wang, Shengqiang,Xu, Xiaobo,Yan, Leyu,Yang, A-Xiu
-
supporting information
p. 8691 - 8695
(2021/10/22)
-
- Preparation method for catalytic synthesis 4 and 4 ’ -dichlorophenylsulfone (by machine translation)
-
A catalyst, chlorobenzene and thionyl chloride 4 are 4 ’ - subjected to a Fourier reaction under the action of catalyst, chlorobenzene and thionyl chloride are subjected to a Fourier reaction under the action of a catalyst pH value is poured into reaction liquid to obtain '- dichlorodiphenyl sulfoxide, then the reaction solution is cooled down to devitrification and filtered to obtain' - dichlorodiphenyl sulfone 4,4 . 0 - 5 °C 4,4The product has the advantages of simple process, low cost, less impurities, high purity of the obtained product, less than 99.2percent, 2 and 4 ’ isomer content, more than 0.1percent, good economic benefit and suitability for industrial production 90percent. (by machine translation)
- -
-
Paragraph 0021-0038
(2020/07/13)
-
- Selective oxidation of (hetero)sulfides with molecular oxygen under clean conditions
-
The development of eco-friendly and switchable catalytic systems for the conversion of a sole raw-material into distinct high-value products is a particularly attractive concept and a daunting synthetic challenge. In the present work, the first example of efficient and selective oxidation of sulfides to sulfones and sulfoxides using molecular oxygen under clean conditions was established.
- Liu, Kai-Jian,Deng, Ji-Hui,Yang, Jie,Gong, Shao-Feng,Lin, Ying-Wu,He, Jun-Yi,Cao, Zhong,He, Wei-Min
-
supporting information
p. 433 - 438
(2020/02/13)
-
- Facile synthesis of diarylsulfones from arenes and 3CdSO4·xH2O via mechanochemistry
-
A variety of substituted diarylsulfones could be synthesized by simple arenes and 3CdSO4·xH2O in the presence of P2O5 under high-speed ball milling. It was suggest the aromatic sulfonation was performed by arene and in situ generated H2SO4, following-up by electrophilic substitution with another arene to give diarylsulfone.
- Qin, Shuai,Zhang, Pu,Qin, Yu-Jun,Guo, Zhi-Xin
-
supporting information
(2020/01/06)
-
- Synthetic method of diarylsulfone compound
-
The invention relates to a synthetic method of a diarylsulfone compound. The method is characterized in that a copper complex and aryl sulfonyl hydrazide are dissolved in an organic solvent, air serves as an oxidizing agent, a reaction is conducted at the room temperature, separation and purification are conducted to obtain the corresponding diarylsulfone compound, the molar ratio of the copper complex to the aryl sulfonyl hydrazide is (0.01-0.03):1.0, and the reaction time is 2-5 h. Compared with the prior art, the synthesis process provided by the invention has excellent selectivity and highyield, the catalyst copper complex in the reaction can catalyze the self-coupling of aryl sulfonyl hydrazide to synthesize the diarylsulfone compound at room temperature, and the reaction has the characteristics of mild and simple conditions, wide substrate range, convenient product separation, high reaction efficiency and the like.
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-
Paragraph 0029; 0033-0037
(2020/10/04)
-
- PROCESS FOR PRODUCING 4,4'-DICHLORODIPHENYL SULFOXIDE
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The invention relates to a process for producing 4,4'-dichlorodiphenyl sulfoxide comprising: (a) reacting thionyl chloride, chlorobenzene and aluminum chloride in a molar ratio of thionyl chloride : chlorobenzene : aluminum chloride of 1 : (6 to 9) : (1 to 1.5) at a temperature in the range from 0 to below 20°C, forming an intermediate reaction product and hydrogen chloride, (b) mixing aqueous hydrochloric acid and the intermediate reaction product at a temperature in the range from 70 to 110°C to obtain a crude reaction product comprising 4,4'-dichlorodiphenyl sulfoxide, (c) separating the crude reaction product into an organic phase comprising the 4,4'-dichlorodiphenyl sulfoxide and an aqueous phase, (d) washing the organic phase with an extraction liquid.
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Page/Page column 10;11
(2020/08/22)
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- Method used for preparing 4, 4'-dichlorophenyl sulfone through sulfoxide oxidation
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The invention relates to a method used for preparing 4, 4'-dichlorophenyl sulfone, and more specifically relates to a method used for preparing 4, 4'-dichlorophenyl sulfone through sulfoxide oxidation. The method comprises following steps: chlorobenzene and thionyl chloride are subjected to Friedel-Crafts reaction in the presence of a catalyst so as to obtain 4, 4'-dichlorodiphenyl sulfoxide; theobtained 4, 4'-dichlorodiphenyl sulfoxide is dissolved with a solvent, hydrogen peroxide is added for oxidation reaction so as to obtain a 4, 4'-dichlorophenyl sulfone crude product; and the 4, 4'-dichlorophenyl sulfone crude product is subjected to secondary oxidation refining so as to obtain 4, 4'-dichlorophenyl sulfone at last. The catalyst is a mixture of aluminium chloride anhydrous and tetrabutylammonium bromide. According to the method, the composite catalyst and secondary oxidation refining method are adopted, the purity of the prepared 4, 4'-dichlorophenyl sulfone is larger than 99.5%, and the refining yield is larger than 99.0%.
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Paragraph 0022; 0025-0028; 0031-0033
(2019/07/04)
-
- Preparation 4, 4' - two chlorine benzoin sulphone process (by machine translation)
-
The invention belongs to the field of organic synthesis, in particular to a process for preparing 4, 4' - two chlorine benzoin sulphone process. The thionyl chloride and chlorobenzene in the catalyst under the action of the Friedel-crafts reaction, reaction reducing the temperature after hydrolysis, further heating up to dissolve, then cooling, crystals, filtering to obtain 4, 4 '- two chlorine benzoin asia sulphone, then dissolved in glacial acetic acid, hydrogen peroxide oxidation reaction, after the reaction cooling, filtering, to obtain the 4, 4' - two chlorine benzoin sulphone; for the catalyst is anhydrous aluminum trichloride and benzyl triethyl ammonium chloride mixture. The process of the invention is simple, low cost, little impurity, using composite catalyst, and does not additionally adding solvent, the product purity is high, the content of 99.4% or more, the yield of 92% or more, good economic benefit, to industrial production. (by machine translation)
- -
-
Paragraph 0017; 0020; 0021; 0022; 0025; 0026
(2019/07/04)
-
- Synthesis and nano-Pd catalyzed chemoselective oxidation of symmetrical and unsymmetrical sulfides
-
A highly chemoselective, efficient and nano-Pd catalyzed protocol for the rapid construction of sulfoxides and sulfones via the oxidation of symmetrical and unsymmetrical sulfides using H2O2 as an oxidant has been developed, respectively. The ready availability of starting materials, easy recovery and reutilization of the catalyst, wide substrate scope, and high yields make this protocol an attractive alternative. The process also involves the metal-free and microwave-promoted synthesis of symmetrical diarylsulfides, and FeCl3-mediated preparation of symmetrical diaryldisulfides through the reaction of arenediazonium tetrafluoroborates with Na2S·9H2O as a sulfur source. In addition, unsymmetrical sulfides were generated via the K2CO3-mediated reaction of arenediazonium tetrafluoroborates with symmetrical disulfides.
- Li, Xing,Du, Jia,Zhang, Yongli,Chang, Honghong,Gao, Wenchao,Wei, Wenlong
-
p. 3048 - 3055
(2019/03/21)
-
- Palladium-catalyzed one-step synthesis of symmetrical diaryl sulfones from aryl halides and a sulfur dioxide surrogate
-
A convenient method for the one-step synthesis of symmetrical diaryl sulfones from aryl halides has been developed. A keystone of the method is the use of K2S2O5, which can be easily and safely handled, as a sulfur dioxide surrogate. The palladium catalyst bearing P(t-Bu)3 as a ligand enables formation of the desired sulfones without significant formation of byproducts.
- Tanaka, Hiromichi,Konishi, Hideyuki,Manabe, Kei
-
supporting information
p. 760 - 763
(2019/08/02)
-
- Regiospecific Cleavage of S-N Bonds in Sulfonyl Azides: Sulfonyl Donors
-
Sulfonyl azides have been widely used as sulfonamido, diazo, and azido donors, as well as all-nitrogen 1,3-dipoles donors in synthetic chemistry. Here, the sulfonyl azides were used as efficient sulfonyl donors, which is very unusual. Trifluoromethanesulfonic acid-induced formation of the sulfonyl cation reactive species from sulfonyl azides was developed and used for the first time to couple various inactivated arenes to prepare sulfones at ambient temperature.
- Zhang, Zhiguo,Wang, Songnan,Zhang, Yong,Zhang, Guisheng
-
p. 3919 - 3926
(2019/03/29)
-
- NEW CYCLOADDUCT PRECURSORS OF DIHALODIPHENYLSULFONES AND PREPARATIONS THEREOF
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The invention relates to new compounds of formula (I) wherein X represents a halogen atom selected from the group consisting of fluorine, chlorine, bromine and iodine, which are useful for the preparation of 4,4'dihalodiphenylsulfones of formula (III) wherein X is as defined above.
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Page/Page column 17
(2019/02/25)
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- Preparation process of 4,4'-dichlorodiphenyl sulfone
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The invention discloses a preparation process of 4,4'-dichlorodiphenyl sulfone and belongs to the technical field of synthesis of organic chemical raw materials. The preparation process is characterized in that diethyl sulfate or/and dimethyl carbonate is selected as a greener and more environmentally-friendly raw material, boric acid or trifluoromethanesulfonic acid is adopted as a reaction catalyst, and a crude product is obtained by full reaction with sulfur trioxide and chlorobenzene; a high-purity DDS product can be obtained after the crude product is subjected to precipitation, filtration, washing, extraction, re-crystallization, drying and other purifying steps. The preparation process disclosed by the invention has the benefits that that reaction steps are simple, and the operationis safer; and meanwhile, the cost is relatively low, and the raw material is relatively green and environmentally-friendly; therefore, the preparation process is very suitable for current industrialproduction and application.
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Paragraph 0032; 0034-0037; 0039-0042; 0044-0047; 0049-0052;
(2019/07/04)
-
- Preparation method for 4,4'-dichlorodiphenyl sulfone
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The invention provides a preparation method for 4,4'-dichlorodiphenyl sulfone. According to the invention, 4,4'-dichlorodiphenyl sulfoxide is used as a raw material; formic acid or glacial acetic acidis used as a reaction medium; and an acid peroxide oxidizing agent corresponding to the composition of the reaction medium is used for an oxidation reaction so as to prepare 4,4'-dichlorodiphenyl sulfone. The preparation method has better effect than traditional methods using hydrogen peroxide as an oxidizing agent, and is simple and easily practicable.
- -
-
Paragraph 0018; 0022-0026
(2018/04/01)
-
- Synthetic process for efficiently and continuously producing 4,4-dichlorodiphenyl sulfone
-
The invention discloses a synthetic process for efficiently and continuously producing 4,4-dichlorodiphenyl sulfone, which comprises the following steps: carrying out Friedel-Crafts acylation on thionyl chloride and excessive chlorobenzene under the action of a lewis acid catalyst, carrying out pyrohydrolysis and adding chlorobenzene to carry out layering after the reaction is finished, adding anoxidizing agent into a sulfoxide organic layer to carry out oxidization, adding activated carbon to carry out decoloration and filtering; cooling filtrate and carrying out rejection filtration to obtain 4,4-dichlorodiphenyl sulfone. The synthetic process has the advantage that chlorobenzene not only is a raw material, but also is a reaction solvent, so that cross use of various solvents is avoided. Particularly, use of a great amount of acetic acid used as an oxidation reaction solvent is avoided, and corrosion to equipment and environmental pollution are avoided. In the integral process flow,separation and extraction of an intermediate 4,4-dichlorodiphenyl sulfoxide are avoided, so that production time of the product is greatly shortened, and production cost is saved. By using hydrogen peroxide, acetic acid and concentrated sulfuric acid as mixed oxidizing agents, oxidization capacity of hydrogen peroxide is greatly improved, yield and purity of the product are greatly improved, yield of the product reaches 90% or more, and purity of the product is greater than 99.8%.
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-
Paragraph 0016
(2018/06/28)
-
- Method for preparing 4,4'-dichloro sulfobenzide
-
The invention discloses a method for preparing 4,4'-dichloro sulfobenzide. 4,4'-dichloro diphenyl sulfoxide is taken as a raw material, sulfuric acid is taken as a catalyst and propylene dichloride and glacial acetic acid are taken as solvents. Under the reaction temperature at 60-90 DEG C, hydrogen peroxide is taken as an oxidizing agent and is used for oxidizing 4,4'-dichloro diphenyl sulfoxide and preparing 4,4'-dichloro sulfobenzide, wherein the concentration of hydrogen peroxide is 30%-50% and the dosage of the catalyst sulfuric acid is 6%-12% of the quantity of 4,4'-dichloro diphenyl sulfoxide, the dosage of the dissolvent propylene dichloride is 80%-120% of the quantity of 4,4'-dichloro diphenyl sulfoxide, the dosage of the glacial acetic acid is 15%-20% of the quantity of 4,4'-dichloro diphenyl sulfoxide and the reaction time is 90-120 minutes. The method provided by the invention has the advantages of mild reaction condition, high reaction yield, high catalytic efficiency and recoverable catalytic system and reaction solvent.
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-
Paragraph 0015; 0016; 0017; 0018
(2017/04/29)
-
- Synthesis method for dapsone
-
The invention belongs to the field of medical chemistry, and discloses a preparation method for dapsone, wherein the method comprises the following steps: with chlorobenzene as a raw material and sulfuric acid as a solvent, carrying out a dehydration reaction to obtain dichlorodiphenyl sulfone, and then adding an ammoniation reagent into the reaction system, to prepare dapsone. The dilute sulphuric acid is used as the solvent, no any ligand, no protection with inert gas or no separation is required, sodium hydrosulfite is added as a reducing agent, and dapsone can be prepared. The method can obviously improve the yield and quality of dapsone.
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-
Paragraph 0010
(2017/08/05)
-
- Preparation method of 4,4'-dichlorodiphenyl sulfone
-
The invention discloses a preparation method of 4,4'-dichlorodiphenyl sulfone.The method comprises the step that 4,4'-dichlorodiphenyl sulfoxide is oxidized into 4,4'-dichlorodiphenyl sulfone by taking 4,4'-dichlorodiphenyl sulfoxide as a raw material, taking quaternary ammonium heteropolyphosphatotungstate as a catalyst, taking benzene as solvent and taking hydrogen peroxide as an oxidizing agent at the reaction temperature of 70 DEG C-90 DEG C, wherein the concentration of hydrogen peroxide is 30%-50%, the mole ratio of hydrogen peroxide to 4,4'-dichlorodiphenyl sulfoxide is (4-6):1, the dosage of the catalyst accounts for 5%-10% of the mass of 4,4'-dichlorodiphenyl sulfoxide, and the reaction time is 90-120 minutes.The preparation method has the advantages that the reaction conditions are mild, the reaction yield is high, the catalyzing efficiency is high, and the catalyst and the reaction solvent can be recycled.
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-
Paragraph 0020
(2016/12/01)
-
- The highly selective metal-free oxidation of sulfides, tellurides and phosphines using sodium bromate in the presence of recyclable ionic liquid [bmim]HSO4, at 80°C
-
The metal-free oxidation of sulfides to sulfones using sodium bromate (NaBrO3) in [bmim]HSO4:H2O (3:1, v/v) at 80°C is reported. Phenylalkyl, phenylbenzyl, diaryl and heteroaryl sulfides were transformed to the corresponding sulfones. Aryl tellurides and phosphines were oxidised to the corresponding telluroxides and phosphine oxides. All the reactions proceeded smoothly and gave high yields in 20-55 min. The ionic liquid [bmim]HSO4 was easily recovered and recycled.
- Rajeswari,Lumb, Anshika,Khurana, Jitender M.
-
p. 442 - 444
(2016/07/21)
-
- IMPROVED PROCESS FOR MAKING DIARYL SULFONES
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A process for preparing diaryl sulfones, such as 4,4'-dichlorodiphenylsulfone is disclosed. The process comprises contacting an aryl compound with sulfur trioxide to provide a benzene sulfonic acid. The benzene sulfonic acid is coupled to additional aryl compound in the presence of a catalyst. During the coupling step, the additional aryl compound is continuously added while water is removed.
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Page/Page column 25
(2016/12/26)
-
- Preparation method of 4,4-dichlorodiphenyl sulfone
-
The invention discloses a preparation method of 4,4-dichlorodiphenyl sulfone. The preparation method of the 4,4-dichlorodiphenyl sulfone comprises the following steps of adopting dimethyl sulfoxide as a catalyst, adopting liquid sulfur trioxide and dimethyl sulfate as reaction raw materials, and carrying out esterification reaction for 2 to 3h at the temperature of 10 to 50 DEG C to obtain an esterification material; dropwise adding the esterification material into chlorobenzene, stirring and reacting for 3 to 6h at the temperature of 20 to 50 DEG C to obtain a condensation material; warming the condensation material to be 50 to 70 DEG C, dropwise adding the warmed condensation material into alkali solution to hydrolyze, warming to be 70 to 100 DEG C, stirring, backflowing for 1 to 1.5h, cooling to be 10 to 60 DEG C, centrifuging, washing a filter cake to be neutral, and obtaining the 4,4-dichlorodiphenyl sulfone. The technological method provided by the invention has the comprehensive advantages of smaller raw material unit consumption, high yield, stable production quality, simple preparation process, moderate reaction condition, easiness in operation and control, less three industrial wastes, energy conservation and environmental protection and the like compared with the prior art, and is very suitable for popularization and application of the current industrial production.
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-
Paragraph 0035
(2016/12/22)
-
- Synthesis process of 4,4'-dichlorodiphenyl sulfone
-
The invention belongs to the technical field of organic synthesis, in particular relates to a synthesis process of 4,4'-dichlorodiphenyl sulfone. The synthesis process comprises the steps of adding chlorobenzene and chlorosulfuric acid into a reactor; adding a catalyst for reaction after uniformly mixing; cooling and hydrolyzing after reaction completion, then heating and dissolving, and filtering after cooling, so as to obtain the 4,4'-dichlorodiphenyl sulfone. Through the invention, a product can be obtained by one step reaction, the process is simple, the cost is low, impurities are less, the obtained product is high in purity, the content reaches 99 percent or more, the yield reaches 92 percent or more, the economic benefit is good, the industrial production is liable to implement; the chlorobenzene is a reaction raw material and is used as a solvent, no other solvent impurities are mixed, and the postprocessing is more easy while the cost is saved.
- -
-
Paragraph 0029; 0030; 0031
(2016/10/08)
-
- 4,4 the process for synthesizing two chlorine benzoin sulphone[...] -
-
The invention belongs to the field of organic synthesis, and in particular relates to a synthesis process of 4, 4'-dichlorodiphenyl sulfone. The synthesis process comprises the following steps: firstly, performing a Friedel-Crafts reaction on sulfoxide chloride and chlorobenzene under the action of a catalyst; cooling and hydrolyzing -after the reaction; heating and dissolving ; cooling, separating out crystals and filtering so as to obtain 4, 4'-dichlorodiphenyl sulfoxide; dissolving 4, 4'-dichlorodiphenyl sulfoxide in glacial acetic acid, adding hydrogen peroxide for an oxidizing reaction; lowering the temperature and cooling after the reaction is completed, and filtering so as to obtain 4, 4'-dichlorodiphenyl sulfone. Chlorobenzene is used both as a reaction material and a solvent, and other solvent impurities are not mixed in chlorobenzene, so that after-treatment is easier when the cost is saved, and the product is high in purity. The synthesis process has the advantages of simple process, low cost and few impurities. The obtained product has high purity and has the content of above 99.2% and the yield of above 90%, so that the product is good in economic benefit and is suitable for industrial production.
- -
-
Paragraph 0023; 0024
(2017/03/08)
-
- PROCESS FOR THE OXIDATION OF SULFOXIDES
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The present invention relates to a process for oxidizing a sulfoxide to the respective sulfone, said process comprising reacting the sulfoxide with hydrogen peroxide in the presence of a catalyst, obtaining a mixture (M) comprising the sulfone and the catalyst, wherein the catalyst comprises a porous titanium-containing silicate as a catalytically active material.
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Page/Page column 34-35
(2014/12/12)
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- Selective synthesis of sulfoxides and sulfones from sulfides using silica bromide as the heterogeneous promoter and hydrogen peroxide as the terminal oxidant
-
Silica bromide as a heterogeneous promoter and reagent is prepared from the reaction of silica gel with PBr3as a non-hydroscopic, filterable, cheap, and stable yellowish powder that can be stored for months. The results show that silica bromide is a suitable and efficient promoter for the chemoselective oxidation of sulfides to the corresponding sulfoxides or sulfones in the presence of 30% H2O2in acetonitrile. The excellent yields, heterogeneous conditions, simplicity, compatibility with a variety of functionalities, and ease of isolation of the products make our procedure a practical alternative.
- Maleki, Behrooz,Hemmati, Saba,Sedrpoushan, Alireza,Ashrafi, Samaneh Sedigh,Veisi, Hojat
-
p. 40505 - 40510
(2015/02/03)
-
- Synthesis of symmetrical diaryl sulfone by homocoupling of sodium arylsulfinate
-
An efficient practical homocoupling reaction of sodium arylsulfinate promoted by Cu(II) is reported whereby symmetrical diaryl sulfone derivatives are obtained with high selectivity and reactivity by intermolecular cross-coupling. This homocoupling reacti
- Peng, Yao
-
p. 265 - 268
(2014/06/09)
-
- The synthesis of diarylsulfones with simple arenes and K2S2O8 through double C-S bond formation
-
An unprecedented double C-S bond formation method has been developed to prepare both symmetric and unsymmetric diarylsulfones with simple arenes in a single step. This represents the first example that K2S2O8 can be employed as a highly effective sulfonating agent to synthesize diarylsulfones. The reaction demonstrates excellent reactivity, good functional group tolerance and high yields.
- Yang, Yiqing,Chen, Zhang,Rao, Yu
-
supporting information
p. 15037 - 15040
(2014/12/11)
-
- A PROCESS FOR MANUFACTURING HALOARYL COMPOUNDS FROM MIXTURES OF ISOMERS OF DIHALODIARYLSULFONES
-
A process for the manufacture of a haloaryl compound which comprises contacting a mixture of dihalodiarylsulfone isomers [mixture (M)] with sulfuric acid to provide a mixture of haloarylsulfonic acid isomers [mixture (M1)] and reacting mixture (M1) in the presence of water. The process is independent on the manufacturing process of mixture (M) and is advantageous in that the obtained haloaryl compound can be recycled to the first step of a dihalodiarylsulfone manufacturing process.
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-
Page/Page column 18; 19
(2013/07/05)
-
- Highly efficient rhenium-catalyzed deoxygenation of sulfoxides without adding any reducing agent
-
This work reports a novel method for the deoxygenation of aromatic and aliphatic sulfoxides catalyzed by oxo-rhenium complexes without adding any reducing agent. The oxo-rhenium complex ReOCl3(PPh3) 2 proved to be very efficient for the deoxygenation of several sulfoxides with tolerance of different functional groups.
- Sousa, Sara C.A.,Bernardo, Joana R.,Rom?o, Carlos C.,Fernandes, Ana C.
-
experimental part
p. 8194 - 8197
(2012/09/22)
-
- PROCESS FOR THE MANUFACTURE OF DIHALODIPHENYLSULFONES
-
A process for the preparation of dihalodiphenylsulfones_such as 4,4'-dichlorodiphenyl sulfone or 4,4'-bis-(4-chlorophenylsulfonyl)biphenyl with high regioselectivity, at low temperature and in the absence of toxic reagents by reacting together at least one acid, at least one fluorinated anhydride and at least one halobenzene. The invented process is particularly suited for the manufacture of 4,4'-dichlorodiphenyl sulfone.
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Page/Page column 15
(2012/11/07)
-
- PROCESS FOR THE PRODUCTION OF A SULFONE MONOMER
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The present invention provides a method for the preparation of polymer grade 4,4′-dichlorodiphenyl sulfone in steps comprising reacting dimethyl sulfate and sulfur trioxide optionally containing a catalyst; reacting the formed dimethyl pyrosulfate with the unreacted sulfur trioxide optionally in the presence of a catalyst; reacting the reaction mixture with monochlorobenzene optionally containing a catalyst; optionally removing unreacted dimethyl sulfate; isolating crude 4,4′-dichlorodiphenyl sulfone using an organic solvent/organic solvent-water mixture; recovering the solvent from mother liquor; optionally recovering the isomeric mixture of dichlorodiphenyl sulfones from mother liquor; optionally, conversion of residual isomeric mixture of dichlorodiphenyl sulfones to a product selected from diphenyl sulfone, 2-aminodiphenyl sulfone; 2,4′-dihydroxydiphenyl sulfone, 4,4′-dihydroxydiphenyl sulfone; optionally recovering monochlorobenzene sulfonic acid and/or monochlorobenzene from the mother liquor; optionally recovering sulfuric acid from the residual liquor; optionally recycling the solvent; and purifying 4,4′-dichlorodiphenyl sulfone from crude followed by crystallization. Further the present invention discloses a process in which isomeric mixture of 4,4′-, 3,4′-, and 2,4′-dichlorodiphenyl sulfone produced during the preparation of 4,4′-dichlorodiphenyl sulfone is converted to value added products such as diphenyl sulfone, 2,4′-dihydroxydiphenyl sulfone, 4,4′-dihydroxydiphenyl sulfone and 2-aminodiphenyl sulfone.
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Page/Page column 12
(2012/12/13)
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- PROCESS FOR THE MANUFACTURE OF DIHALODIPHENYLSULFONES STARTING FROM ORGANIC ACIDS
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A process for the preparation of dihalodiphenylsulfones_such as 4,4'-dichlorodiphenyl sulfone or 4,4'-bis-(4-chlorophenylsulfonyl)biphenyl with high regioselectivity, at low temperature and in the absence of toxic reagents by reacting together at least one acid, sulfur trioxide and at least one halobenzene. The invented process is particularly suited for the manufacture of 4,4'-dichlorodiphenyl sulfone.
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Page/Page column 14; 15
(2012/11/07)
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- PROCESS FOR PREPARING 4,4'-DICHLORODIPHENYL SULFONE
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The invention relates to a process for preparing 4,4′-dichlorodiphenyl sulfone, comprising the reaction of monochlorobenzene and liquid sulfur trioxide, wherein the liquid sulfur trioxide used has a boron content of at most 100 ppm based on the total weight of the sulfur trioxide used, including all secondary components.
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Page/Page column 4
(2011/11/06)
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- PROCESS FOR THE PRODUCTION OF A SULFONE MONOMER
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The present invention provides an economic and environmentally friendly method for the preparation of polymer grade 4,4'-dichlorodiphenyl sulfone which is substantially free of 2,4' and 3,4'-isomers of dichlorodiphenyl sulfone with yield of over 90%, with substantially reduced reaction times without the use of impregnated catalysts. Further no toxic byproducts such as dimethyl pyrosulfate are formed thereby reducing the load on effluent treatment with the added advantage of substantially recycling the reactants and byproducts. Further the present invention discloses a process is disclosed in which isomeric mixture of 4,4'-, 3,4'-, and 2,4'-dichlorodiphenyl sulfone produced during the preparation of 4,4'-dichlorodiphenyl sulfone is converted to value added products such as diphenyl sulfone, 2,4'- dihydroxydiphenyl sulfone, 4,4'-dihydroxydiphenyl sulfone and 2-aminodiphenyl sulfone.
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Page/Page column 36-37
(2011/06/25)
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- PROCESS FOR PREPARING 4,4'-DICHLORODIPHENYL SULFONE
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The invention relates to a process for preparing 4,4′-dichlorodiphenyl sulfone proceeding from monochlorobenzene, wherein the content in the monochlorobenzene used of hydrocarbons having from 5 to 8 carbon atoms is at most 100 ppm; based on the total weight of the monochlorobenzene used, including the secondary components. The present invention further relates to the use of monochlorobenzene with the properties mentioned for preparation of 4,4′-dichlorodiphenyl sulfone.
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Page/Page column 4
(2011/11/06)
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- Flow-vacuum pyrolysis of polycyclic compounds. 251. Pyrolysis of some 3-mercapto-5-substituted-1,2,4-triazoles
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The flow-vacuum pyrolysis (FVP) of the 3-mercapto-5-substituted-1,2,4- triazoles 5a-c, between 475°C - 750°C, at 2 mm Hg, in inert atmosphere (4mL/min argon flow rate) and quartz pyrolysis tube (60 cm length, 1 cm internal diameter, quartz chips filling 30 mm long) afforded a complex mixture with cyano-diphenyl-sulphones 12a-c and corresponding diphenylsulphones 13a-c as main products. The reaction products were identified by GC/MS. A radical mechanism is suggested in order to explain the formation of the main reaction products.
- Istrati, Daniela,Popescu, Angela,Mihaiescu, Dan,Saramet, Ioana,Bala?u, Mihaela C.
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experimental part
p. 497 - 503
(2009/05/11)
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- Chlorotrimethylsilane-nitrate salts as oxidants: Direct oxidative conversion of thiols and disulfides to sulfonyl chlorides
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(Chemical Equation Presented) A mixture of nitrate salt and chlorotrimethylsilane is found to be a mild and efficient reagent for the direct oxidative conversion of thiols (1) and disulfides (2) to the corresponding sulfonyl chlorides (3) in excellent yields through oxidative chlorination. Sulfides and sulfoxides were also found to undergo oxidation to sulfones under similar reaction conditions. In most cases these reactions are highly selective, simple, and clean, affording products in high yield and purity.
- Prakash, G. K. Surya,Mathew, Thomas,Panja, Chiradeep,Olah, George A.
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p. 5847 - 5850
(2008/02/09)
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- Oxidation kinetics of some sulfoxides with N,N-dibromobenzene sulfonamide
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The kinetics of oxidation of some sulfoxides with dibromamine-B yielding sulfones was investigated in presence of HgII, and the rate equation, kobs = k3K2K′h[S]/[RNH 2] + K′h was found to be valid. The reaction involves two distinct pathways namely initial fast step and a subsequent slow step. The chloride ions have no effect on the reactivity of sulfoxides. Sulfoxides containing electron-attracting substituents retard the reactivity while those containing electron-releasing constituents accelerate the rate of oxidation. Exner plot confirms the operation of same mechanism in all the sulfoxides studied. Electrophilic addition of Br+ to sulfur atom results in an electron-deficient sulfonium centre which decomposes in a slow rate-limiting step. The rate coefficients are treated in terms of multiparametric extensions of the Hammett equation to have more insight into the mechanistic aspects.
- Meenakshisundaram, Subbiah,Amutha
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p. 679 - 682
(2008/09/18)
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- Os(VIII) - Catalysis on the oxidation of some diaryl sulphoxides with bromamine-B in alkaline medium
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The effect of substituents reveals the electronic character of Os(VIII)- catalysed N-bromobenzene sulphonamide (bromamine-B) oxidation of some diaryl sulphoxides to sulphones in a strongly alkaline (pH-11.5) t-butanol-water (1:1 v/v) medium and the conversion appears to be nucleophilic for bromamine-B (BAB). High dielectric constant of the medium favours the reactivity. The kinetic studies reveal that electron-withdrawing groups enhance the reactivity while electron-releasing ones inhibit the rate. It appears that the anion RNBr is the reactive species of bromamine-B. The possibility of the formation of Os(VI)-BAB complex causing a retarding effect on the pseudo-first-order rate coefficients is discussed. Contrary to expectations there is a marked depression in the catalytic activity of Os(VIII) in the presence of other transition metals and pyridine bases such as 2, 2′-bipyridyl and 1,10-phenanthroline. The probable reaction mechanisms are discussed on the basis of above results.
- Meenakshisundaram, Subbiah,Markkandan, Ramakrishnan
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- Ionic liquid-accelerated arylation of sodium arenesulfinates with diaryliodonium salts used for the synthesis of diaryl sulfones
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Arylation of sodium arenesulfinates with diaryliodonium salts can be performed with good yields in the room-temperature ionic liquid, 1-butyl-3-methylimidazolium tetrafluoroborate ([BMim]BF4), which provides an efficient method for the synthesis of diaryl sulfones; the ionic liquid can be recycled and reused.
- Wang, Feng-Yan,Chen, Zhen-Chu,Zheng, Qin-Guo
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p. 620 - 621
(2007/10/03)
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- Method for acylation or sulphonylation of an aromatic compound
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The present invention relates to a process for the acylation or sulphonylation of an aromatic compound. More particularly, the invention relates to a process for the acylation or sulphonylation of an activated or deactivated aromatic compound. The invention is applied to the preparation of aromatic ketones or sulphones. The process for the acylation or sulphonylation of an aromatic compound which consists in reacting at least one aromatic compound with an acylating or sulphonylating agent, in the presence of a Friedel-Crafts catalyst is characterized in that the acylation or sulphonylation reaction is carried out in liquid phase under microwave irradiation.
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Page column 25
(2008/06/13)
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- Polymer electrolyte and process for producing the same
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A polymer electrolyte having, in a main chain, a structural unit represented by the following formula (1):-[Ar1-(SO2-N-(X+)-SO2-Ar2)m-SO2-N-(X+)-SO2-Ar1-O]- wherein Ar1 and Ar2 independently represent a divalent aromatic groups, m represents an integer of 0 to 3, and X+ represents an ion selected from hydrogen ion, an alkali metal ion and ammonium ion, which is excellent in proton conductivity, thermal resistance and strength. The polymer electrolyte is soluble in solvents and has excellent film forming property and recycling efficiency.
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- Mechanism of oxygenation of aryl methyl and diaryl sulphoxides by peroxomonophosphoric acid
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The kinetics of oxygenation of the title sulphoxides by peroxomonophosphoric acid in aqueous acetic acid follows an overall second-order kinetics, first-order in each reactant. An analysis of the influence of [H+] reveals that H3PO5 is the active species in the oxidation. The structure - reactivity studies with different substituents on the phenyl ring give evidence for the formation of an electron deficient sulphonium ion intermediate as the correlation between log k2 and σ gives a negative ρ value (ρ=-0.47±0.09, r=0.988, s=0.03 at 35°C for aryl methyl sulphoxides and ρ=-0.54±0.11, r=0.983, s=0.07 at 35°C for diaryl sulphoxides). It is proposed that the mechanism involves the nucleophilic attack of the sulphoxide sulphur on the peroxo-oxygen of H3PO5 in the rate-limiting step.
- Suthakaran,Rajagopal,Srinivasan
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p. 1369 - 1374
(2007/10/03)
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- Acylation and related reactions under microwaves. 4. Sulfonylation reactions of aromatics
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Solvent-free sulfonylation of benzene and its activated or deactivated derivatives were carried out under microwave (MW) irradiation and a catalytic amount of iron(III) chloride, which, under these conditions, is more, active than other metallic salts. With more reactive and/or nonvolatile reagents (anisole, xylenes, mesitylene) expeditious conditions (short reaction time at constant MW power without control of the temperature) were used. With less reactive and/or low-boiling reagents (benzene, toluene, halobenzenes), the rise in temperature and the increase of reaction time were controlled either by sequential MW irradiation or by a temperature order. It was shown that MWs cause preferential interactions with polar species present in the reaction, especially the aryl sulfone and its FeCl3-complexed form. A MW nonthermal effect was not observed when identical temperature gradients were produced by classical heating and MW irradiation, and if reaction temperature was strictly controlled.
- Marquie,Laporterie,Dubac,Roques,Desmurs
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p. 421 - 425
(2007/10/03)
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- Catalysis of the oxone oxidation of some sulphoxides by Ru(III)
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The kinetics of oxidation of some sulphoxides with oxone in the presence of Ru(III) has been described. The catalytic activity of Ru(III) has been demonstrated with several diaryl, dialkyl and alkyl aryl sulphoxides, all of which are found to undergo oxidation under homogenous conditions. Homolytic fission of the peroxide bond is ruled out. The reaction exhibits first-order dependence on the concentration of Ru(III) is observed. Reactions have small substituent effects with ρ = -0.3. The rates increase substantially with increasing water content in aqueous acetic acid. The rate data are consistent with the mechanism involving electron transfer from electrophilic perhydroxyl oxygen of oxone to sulphoxide. The rate coefficients are treated in terms of multiparameter extensions of the Hammett equation to have more insight into the mechanistic aspects.
- Meenakshisundaram, Subbiah,Sathiyendiran, V.
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p. 1118 - 1133
(2007/10/03)
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