- Alcoholysis of polyethylene terephthalate to produce dioctyl terephthalate using choline chloride-based deep eutectic solvents as efficient catalysts
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Dioctyl terephthalate (DOTP) is a new kind of green and non-toxic plasticizer. The traditional process to prepare DOTP is costly and complicated, thus it is very necessary to find an efficient and environmentally-friendly way to obtain DOTP. In this study, we prepared DOTP from the alcoholysis of polyethylene terephthalate (PET) by using 2-ethyl-1-hexanol (2-EH) as the solvent, and used choline chloride-based deep eutectic solvents (ChCl-based DESs) as the catalysts due to their cheapness, low toxicity and ease of preparation. Under the optimized conditions (ChCl/Zn(Ac)2 1:1, 5 wt%, 180 °C, 60 min, PET:2-EH 1:5 molar ratio), the conversion of PET and the yield of DOTP were 100% and 84.7%, respectively. Furthermore, the possible mechanism was proposed through density functional theory (DFT) calculations and experimental results. It revealed that the hydrogen bonds (H-bonds) formed between 2-EH and DESs played a key role in accelerating the degradation process. Furthermore, the kinetics of the reaction was also investigated, and the results indicated that the alcoholysis of PET is a first-order reaction with an activation energy of 95.05 kJ mol-1. This work confirmed that ChCl-based DESs are favorable for the degradation of PET to prepare DOTP under mild conditions, which can also be used for other polymer degradation strategies.
- Zhou, Lei,Lu, Xingmei,Ju, Zhaoyang,Liu, Bo,Yao, Haoyu,Xu, Junli,Zhou, Qing,Hu, Yufeng,Zhang, Suojiang
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Read Online
- Production of Copolyester Monomers from Plant-Based Acrylate and Acetaldehyde
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PCTA is an important copolyester that has been widely used in our daily necessities. Currently, its monomers are industrially produced from petroleum-derived xylene. To reduce the reliance on fossil energy, we herein disclose an alternative route to acces
- Yuan, Lin,Hu, Yancheng,Zhao, Zhitong,Li, Guangyi,Wang, Aiqin,Cong, Yu,Wang, Feng,Zhang, Tao,Li, Ning
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supporting information
(2021/12/14)
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- A Method for Manufacturing Diester-based Composition
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A method for preparing a diesterase-based composition is provided to improve energy usage and economics of a reaction process by maintaining a portion of alcohol re-fed into a reactor before a reaction completion time.
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Paragraph 0044-0049
(2021/03/23)
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- ESTER COMPOUNDS AND THEIR APPLICATION AS PLASTICISER
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The present invention relates to a novel ester-based compound and a use thereof and, especially, to a use of a novel ester-based compound as a plasticizer to improve heat resistance and compatibility. The use of the ester-based compound according to the present invention as a plasticizer for a heat-resistant resin composition can contribute to the improvement in properties of a molded product by offering synergistic effects in the improvement of properties, such as migration resistance and a weight loss on heating, and can improve the processability of a heat-resistant resin composition through a fast absorption rate and a short melting time.
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Paragraph 0167-0168
(2021/06/01)
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- METHOD FOR PREPARING PLASTICZER OF LOW MIGRATION DIOCTYL TEREPHTHALATE
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A method for preparing a plasticzer of low migration di-2-ethylhexyl terephthalate includes, in the esterification reaction between terephthalic acid (PTA) and 2-ethyl-hexanol (2-EH), adding at least one short-chain alcohol and at least one long-chain alcohol to graft-modify di-2-ethylhexyl terephthalate. The reaction temperature is between 30 oC and 225 oC, and the reaction pressure is between 80 mbar and 1033 mbar. The modified di-2-ethylhexyl terephthalate prepared by the method can serve as an environmentally friendly plasticizer and have low migration and good processing characteristics.
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Paragraph 0055-0074
(2021/09/28)
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- METHODS FOR MANUFACTURING AND DECOLORIZING DIOCTYL TEREPHTHALATE
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A method for manufacturing and a method for decolorizing dioctyl terephthalate are provided. The decolorizing dioctyl terephthalate includes: providing an unpurified dioctyl terephthalate; mixing the unpurified dioctyl terephthalate with a reducing agent and an adsorption medium to obtain a first decolorizing product; and mixing the first decolorizing product with a decolorizing adsorbent material to obtain a second decolorizing product. The method for manufacturing dioctyl terephthalate includes: a transesterification step, an alkaline washing and neutralization step, a redox step, a decolorization step and a stripping step; the decolorizing adsorbent material has an acid value between 0.1 and 2 mg KOH/g, a relative humidity between 2 and 10%, and a fineness between 80 and 100 cm2 /g.
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Paragraph 0046-0047
(2021/04/30)
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- A Method for Manufacturing Dialkyl Terephthalate-based Composition
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The present invention relates to a process for preparing dialkyl terephtalate based compositions. To the present invention, the temperature of 1 st alcohol re-fed is kept relatively high, thereby reducing energy consumption which is additionally consumed for heating the alcohol. (by machine translation)
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Paragraph 0063-0070
(2020/09/01)
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- Synthesis method of plasticizer
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The invention discloses a synthesis method of a plasticizer. By taking terephthalic acid and isooctyl alcohol as raw materials and taking one of imidazole ionic liquids such as 1-methyl-3-butylimidazole nitrate, 4-methyl-5-hydroxymethyl imidazole hydrochloride, 1-dodecyl-3-methylimidazole nitrate, 4-amino-5-formamide imidazole hydrochloride, 1,5-dimethyl-4-amino imidazole hydrochloride and the like as an ionic liquid catalyst, and esterifying is carried out to synthesize diisooctyl terephthalate. The synthesis method disclosed by the invention has the advantages of high conversion rate, high catalyst recycling frequency, simple process, environmental friendliness and the like.
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Paragraph 0016-0025
(2020/09/20)
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- Method for synthesizing dioctyl terephthalate through rapid esterification without alkali washing and water washing
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The invention discloses a method for synthesizing dioctyl terephthalate through rapid esterification without alkali washing and water washing. According to the method, dioctyl terephthalate is synthesized from terephthalic acid and 2-ethylhexanol through esterification by taking polystyrene-supported 1-methylene-3-butylimidazolium chloride stannate ionic liquid as a catalyst. The method has the characteristics that the acid value of a product can be directly lower than the national standard, namely 1mgKOH/g, the alkali washing and the water washing are not required, the reaction speed is high,the conversion rate is high, the catalyst can be repeatedly used, the emission of wastewater is avoided, and the method is environment-friendly.
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Paragraph 0021; 0027-0030; 0032; 0038-0041; 0043; 0049-0052
(2019/01/22)
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- PLASTICIZER COMPOSITION AND RESIN COMPOSITION INCLUDING THE SAME
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The present invention relates to a plasticizer composition and a resin composition including the same, and can provide a plasticizer composition in which three types of terephthalate-based materials and three types of cyclohexane 1,4-diester-based materials are mixed, and by which environmental friendliness can be secured, mechanical properties such as tensile strength and an elongation rate, physical properties such as migration properties and volatile loss can be improved to levels equal to or higher than those of existing products, and effects of improving processability and plasticizing efficiency can be expected, and a resin composition including the same.
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Paragraph 0082; 0083
(2019/02/24)
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- PLASTICIZER COMPOSITION, RESIN COMPOSITION AND METHODS OF PREPARING THE SAME
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The present invention relates to a plasticizer composition, a resin composition and methods of preparing the same, and provides a plasticizer which is environmentally friendly so as to be suitable for use, exhibits excellent transparency and adhesiveness, and can be improved in basic properties such as tensile strength, an elongation rate, hardness and the like when used as a plasticizer for a resin composition, and a resin composition including the same.
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Paragraph 0090-0091
(2018/06/16)
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- ESTER-BASED COMPOUND, COMPOSITION COMPRISING THE SAME, METHOD FOR PREPARING THE SAME AND RESIN COMPOSITION COMPRISING THE SAME (AS AMENDED)
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The present invention relates to an ester-based plasticizer composition, a method for preparing the same and a resin composition comprising the same. The ester-based plasticizer composition according to one embodiment of the present invention is a novel terephthalate-based ester compound for a plasticizer prepared through transesterification. When the ester-based plasticizer composition is used in a resin composition, it is capable of providing excellent resistance for stress, and excellent physical properties such as migration resistance and volatility resistance as well as tensile strength and elongation rate.
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Paragraph 0019; 0020
(2018/02/03)
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- Plasticizer composition and resin composition including same
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The present invention relates to a plasticizer composition, which includes a terephthalate-based material in which alkyl groups bonded to a diester group have a weight average carbon number of greater than 7 and less than 9 and a monobenzoate-based material including one or more compounds represented by Chemical Formula 1, wherein a weight ratio of the terephthalate-based material and the monobenzoate-based material is 99:1 to 1:99. Such a plasticizer composition is environmentally friendly, and can also improve properties such as tensile strength, elongation rate, hardness, and the like and migration resistance to stress so as to be suitable for use.
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Page/Page column 14
(2020/12/18)
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- METHOD OF MAKING DIALKYL TEREPHTHALATE FROM TEREPHTHALIC ACID
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A method for the manufacture of a diester of terephthalic acid includes reacting terephthalic acid and a C6-18 alkyl monohydric alcohol in the presence of a catalyst having the formula MO[CH3COCH=C(0-)CH3]2 wherein M = Ti, Zr, or Hf, under conditions effective to form a reaction mixture comprising the di(C6-18 alkyl) terephthalate.
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Paragraph 0034-0040
(2018/10/19)
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- A LIFTING TEREPHTHALIC ACID ESTER PLASTICIZER THE REACTION EFFICIENCY OF THE METHOD
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A method for enhancing reaction efficiency of a terephthalate plasticizer involves using a homogenizer to fine PTA to slurry having a particle size of 80-110 μm, and esterifying the PTA slurry with a C6-C10 alcohol in the presence of a titanium-based catalyst. The reactivity is enhanced by more than 37.5%, and the terephthalate plasticizer so synthetized is low-odor and has a purity of more than 99.5% as well as good physical properties such as acid value, color, and index of refraction.
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Paragraph 0015-0034
(2018/09/02)
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- PROCESS FOR THE PRODUCTION OF CARBOXYLIC ESTERS AND USE OF THESE AS PLASTICIZERS
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The invention relates to a method for producing carboxylic acid esters by reacting carboxylic acids and/or carboxylic acid anhydrides with at least one alcohol having at least 5 carbon atoms, selected from alkanols and cycloalkanols, in the presence of an ionic liquid and an acidic esterification catalyst. The invention also relates to the use of the thus obtained carboxylic acid esters as a plasticizer or in a plasticizer composition for thermoplastic polymers and elastomers.
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Paragraph 0275
(2017/04/11)
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- PROCESS FOR THE PREPARATION OF A DIALKYL ARYLATE
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A process for the preparation of a dialkyl arylate includes reacting an aromatic acid, anhydride, or di(C1-3alkyl)ester thereof with a C5-13 alcohol in the presence of an acid catalyst to provide a reaction mixture comprising the dialkyl arylate. The acid catalyst can include sulfuric acid, a sulfonic acid, or a combination including at least one of the foregoing, and can be present in an amount of 0.1 to 0.5 mole percent, based on the moles of the aromatic acid, anhydride, or di(C1-3alkyl)ester thereof. The aromatic acid, anhydride, or di(C1-3alky l)ester thereof and the C5-13 alcohol are present in a molar ratio of at least 1:2.2.
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Paragraph 0028-0032
(2017/07/25)
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- PROCESS FOR PREPARING CARBOXYLIC ACID ESTERS IN THE PRESENCE OF A TITANIUM-CONTAINING CATALYST
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?The present invention relates to a process for preparing carboxylic acid esters, comprising esterification of a carboxylic acid with an alcohol in the presence of a titanium-containing catalyst selected from compounds of a general formula, Tin(OR)x(OR')xOy, wherein n is an integer from 1 to 4; у is an integer from 0 to 6; x can be the same or different and is an integer from 2 to 8; R is a linear or branched C1-C18alkyl, C3-C18cycloalkyl, R' is aryl optionally comprising an electron-donor substituent; or a mixture thereof, with the proviso that if n is 1, then x is 2 and у is 0; and if n>1, then the compounds comprise at least two alkoxy groups and two aryloxy groups. The present invention also relates to a process for preparing carboxylic acid esters, wherein a compound of general formula (I) or (II), wherein q represents an integer of 1 to 4; Y is independently R or R'; or a mixture thereof, with the proviso that the compounds comprise at least two alkoxy groups and two aryloxy groups, is used as a catalyst. The claimed process allows to reduce the amount of a used catalyst and the time of the process duration, while increasing the conversion rate of initial reagents and the yield of a target product.
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Page/Page column 14; 15; 16
(2016/04/09)
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- METHOD FOR PRODUCING CARBOXYLIC ACID ESTERS AND THE USE THEREOF AS PLASTICIZERS
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The present invention relates to a process for the production of carboxylic esters by reaction of carboxylic acids and/or carboxylic anhydrides with at least one alcohol selected from alkanols having at least 5 carbon atoms, cycloalkanols, and alkoxy-alkanols, in the presence of an acidic esterification catalyst. The invention further relates to the use of the resultant carboxylic esters as plasticizers or in a plasticizer composition for thermoplastic polymers and elastomers.
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Paragraph 0208; 0209
(2016/10/04)
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- Terephthalic acid (2-ethylhexyl) manufacturing method
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The invention relates to a manufacturing method of bis(2-ethylhexyl) terephthalate, which comprises: performing an esterification reaction of terephthalic acid and 2-ethyl hexanol in the presence of a chelating catalyst. The method of the invention can increase the reaction speed, improve the filtering efficiency of the esterified product, and prepare bis(2-ethylhexyl) terephthalate with low hue (APHA).
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Paragraph 0035; 0036
(2016/11/21)
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- A composite catalytic synthesis method of environment-friendly plasticizer (by machine translation)
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The invention discloses a composite catalytic synthesis method of an environment-friendly plasticizer. The method comprises the following steps: adding isooctanol and a terephthalic acid to a reactor according to the molar ratio of (2.1:1) to (3:1), and then adding an organic titanium catalyst which accounts for 0.1-1% of the mass of the terephthalic acid and an auxiliary catalyst which accounts for 10-90% of the mass of the organic titanium catalyst; agitating and heating to 180-240 DEGC; carrying out thermal reaction for 1-3 hours until the acid value is lower than 1, so as to obtain diisooctyl terephthalate. By adopting a novel process in which composite catalytic synthesis is carried out on a plurality of liquid catalysts which have good water resistance and efficient esterification effects at a high temperature and the organic titanium, so as to form the environment-friendly plasticizer. Thus, the transformation efficiency can be improved only by adding a little amount of high-efficiency catalyst for compounding, the product is colorless basically, and the equipment and the production technology do not need to be changed basically.
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Paragraph 0017-0019
(2017/01/31)
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- Production of Terephthalic Acid Di-Esters Using Alcohol-Amine Promoters
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The invention is directed to a process for preparing a terephthalic acid di-ester. The process includes contacting terephthalic acid with a C6-C10 alcohol in the presence of an organo-titanium catalyst and an alcohol-amine promoter under conditions effective to form a corresponding terephthalic acid di-ester. The promoter can improve the reaction time by as much as 50%.
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Paragraph 0028-0030
(2015/05/26)
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- A PLASTICIZER COMPOSITION COMPRISING DI(2-ETHYLHEXYL) TEREPHTHALATE
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A plasticizer composition is disclosed that includes di(2-ethylhexyl) terephthalate, and which is substantially free of a di-ester according to Formula I: (I), where R1 is a straight-chain or branched alkyl group having from 1 to 13 carbon atoms, and where R1 is different than 2-ethylhexane. The plasticizer composition may be used in a plastisol composition, a powder coating composition, a molding composition, and various other compositions. A method of preparing an aromatic di- ester is also disclosed. The method may prepare the plasticizer composition.
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Paragraph 00103-00106
(2015/09/23)
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- METHOD OF PRODUCING ESTER COMPOUND
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PROBLEM TO BE SOLVED: To provide a method of producing an ester compound which is reduced in reaction time and increased in amount of production per unit time. SOLUTION: A method of producing an ester compound is for producing an ester compound by reacting an acid with an alcohol and includes a step of using, as raw materials, (A) an alcohol liquid at the reaction temperature and (B) a carboxylic acid which is solid at the reaction time and has solubilities each in the alcohol and the ester compound product at the reaction temperature of 1% or smaller, carrying out an esterification reaction to an esterification ratio, expressed by general equation (1), of 55-95%, and removing the carboxylic acid, an unreacted solid ingredient. Equation (1): esterification ratio=100-(A/B)×100. COPYRIGHT: (C)2015,JPOandINPIT
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Paragraph 0041; 0042
(2016/12/16)
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- Plasticizer, plasticizer composition, heat-resistant resin composition, and method for preparing thereof
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The present invention relates to a plasticizer, a plasticizer composition, a heat-resistant resin composition, and a method for manufacturing the same. The plasticizer of a heat-resistant resin composition has improved aging resistance and heat resistance by improving residual elongation when being used, and improving properties of a heat-resistant resin by having excellent tensile strength, residual tensile rate, and loss on heating before and after heating.COPYRIGHT KIPO 2016
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Paragraph 0120 - 0123
(2016/12/22)
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- PLASTICIZERS, RESIN COMPOSITION, AND METHOD FOR MANUFACTURING PLASTICIZERS AND RESIN COMPOSITION
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Provided are a plasticizer and a resin composition including the plasticizer, and a method of preparing the same. The plasticizer may improve physical properties, such as light resistance required for a compound formulation or viscosity, bleeding phenomenon, and gelling property required for a sheet formulation, when used as a plasticizer of a resin composition, by improving poor physical properties that have been ascribed to structural limitations although having environmental friendliness.
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Paragraph 0059; 0060; 0061
(2015/11/09)
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- METHOD FOR PRODUCING DI(2-ETHYLYHEXYL) TEREPHTHALATE
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Disclosed is a method for producing di(2-ethylhexyl)terephthalate (DOTP), which comprises subjecting terephthalic acid and 2-ethylhexanol to esterification in the presence of a chelate catalyst. The method of the present invention increases the reaction rate, improves the filtration efficiency of the ester product and yields DOTP with low APHA.
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Paragraph 0027
(2014/09/30)
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- METHOD OF PREPARING ESTER PLASTICIZER AND ESTER PLASTICIZER PREPARED THEREFROM
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Provided is a method of preparing an ester plasticizer, more particularly, a method of preparing an ester plasticizer including conducting a transesterification reaction of a compound of Chemical Formula 1 with a first alcohol of Chemical Formula 2. According to the preparation method according to an embodiment of the present invention, an ester plasticizer having high purity, yield, and process efficiency as well as excellent plasticizer properties such as processability and absorption rate may be easily prepared even under no catalyst.
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- Production of di-(2-ethylhexyl) terephthalate
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Disclosed is a process for the preparation of di-(2-ethylhexyl) terephthalate by the esterification of terephthalic acid with 2-ethylhexanol at elevated temperature and pressure while the water of reaction is removed from the reaction mixture.
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Page/Page column 2
(2008/06/13)
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