cas 77-99-6, Trimethylolpropane | Articles data

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METHOD FOR PREPARING TRIMETHYLOLPROPANE
A method for preparing trimethylolpropane, the method including: subjecting dimethylolbutanal (DMB) to a hydrogenation reaction in the presence of a metal catalyst and an alcohol solvent. During the hydrogenation reaction, a weight ratio of the alcohol solvent based to dimethylolbutanal is 2 to 10.
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Paragraph 0064-0066

(2020/07/07)

SEPARATION METHOD OF DIMETHYLOLBUTANAL AND PREPARATION METHOD OF TRIMETHYLOLPROPANE
The present specification relates to a separation method of dimethylolbutanal comprising: a step (A) of making n-butylaldehyde (n-BAL) react with formaldehyde (FA) under an alkylamine catalyst, thereby obtaining a dimethylolbutanal mixed product including dimethylolbutanal (DMB) and trimethylolpropane (TMP); and a step (B) of extracting 95% or more of DMB and 80% or more of TMP from the dimethylolbutanal mixed product by using a counter flow type extraction method using an organic solvent. In the step (B), the organic solvent has a flow rate of 70 to 110 g/min, the DMB mixed product has a flow rate of 40 to 70 g/min, and a weight ratio of the organic solvent to the DMB mixed product is 1.2 to 3. According to an embodiment of the present specification, the separation method can obtain DMB, at a high efficiency, which is used as a raw material for producing TMP. TMP can be obtained at a high efficiency by using the obtained DMB as a raw material for hydrogenation.COPYRIGHT KIPO 2019
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Paragraph 0100-0106

(2019/07/03)

Method for continuous preparation of trimethylolpropane
A method for continuous preparation of trimethylolpropane includes: taking a mixture of formaldehyde and butyraldehyde as a raw material, absolute ethyl alcohol as a solvent and sodium hydroxide solution as chemical agent, allowing the mixture and a catalyst to flow and mix in capillaries to form a reaction mixture therein, performing aldol condensation and disproportionated reaction on the reaction mixture in the capillaries to obtain a product comprising trimethylolpropane, wherein the temperature of the reaction mixture is controlled to be 25 to 75 DEG C, and the reaction standing time ranges from 2 to 25 minutes by prolonging the capillaries and/or increasing volume thereof or reducing flow rate of the reaction mixture. Synthesis reaction time of trimethylolpropane is shortened as compared with that of the prior art (4-6 hours), and the yield is increased to 90% from about 75%.
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Paragraph 0018-0027

(2019/04/09)

Method For The Combined Production of Polyols In The Presence Of An Inorganic Base
The present invention relates to a process for simultaneously consecutive preparation of polyols by base-catalysed reaction of at least two different mid-chain aldehydes with formaldehyde. The simultaneous consecutive mode of operation makes it possible to achieve high conversions and high selectivities for both aldehydes, with additional achievement of a distinct reduction in the amount of unreacted formaldehyde remaining. This leads to improved process economics, since the energy costs for workup of the formaldehyde stream are distinctly reduced.
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Paragraph 0049; 0050

(2019/08/20)

Precise Steric Control over 2D versus 3D Self-Assembly of Antimony(III) Alkoxide Cages through Strong Secondary Bonding Interactions
Antimony(III) alkoxide cages were designed as building blocks for predictable supramolecular self-assembly. Supramolecular synthons featuring two Sb···O secondary bonding interactions (SBIs), each SBI stronger than 30 kJ/mol, were used to drive the formation of the supramolecular architectures. Judicious choice of pendant groups provided predictable control over the formation of self-assembled 3D columnar helices, which crystallized with hollow morphologies, or a self-assembled 2D bilayer. The Sb-O stretching frequency provides a spectroscopic signature of Sb···O SBI formation.
Moaven, Shiva,Yu, Jingze,Yasin, Jason,Unruh, Daniel K.,Cozzolino, Anthony F.
supporting information
p. 8372 - 8380
(2017/07/22)

PROCESS FOR PRODUCTION OF DITRIMETHYLOLPROPANE
Provided is a method for producing di-TMP by reacting n-butyl aldehyde (NBD), formaldehyde and a base, said method including a first step of reacting the NBD, formaldehyde (1) and a base (I) to obtain a reaction mixture solution containing trimethylolpropane (TMP), di-TMP and 2-ethyl-2-propenal (ECR); a second step of distilling the reaction mixture solution to recover the ECR therefrom; and a third step of sequentially adding the ECR recovered by distillation, and adding at least one of a base (II) and formaldehyde (2), to the reaction mixture solution from which the ECR has been recovered by distillation, and thereby allowing a reaction for production of the di-TMP to proceed gradually, in which TMP is added in any one of the first to third steps or in plural steps of the first to third steps.
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Paragraph 0088-0089

(2014/05/20)

METHOD FOR PRODUCING DITRIMETHYLOLPROPANE
The present invention provides a method for producing ditrimethylolpropane which is characterized by the following (1) and (2): (1) a distillation still residue separated from purified trimethylolpropane is subjected to re-distillation under specific conditions to obtain a ditrimethylolpropane-containing solution having given contents of bis-TMP and tri-TMP; and (2) when subjecting the ditrimethylolpropane-containing solution to crystallization with an organic solvent, the crystallization is initiated under pressure at a temperature exceeding a boiling point of the organic solvent as measured under normal pressures, and the resulting crystallization product solution is cooled at a temperature drop rate of 2° C./min or less. According to the above method, it is possible to produce a high-purity ditrimethylolpropane from a distillation still residue obtained upon production of trimethylolpropane in a simple, industrially useful manner.
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Paragraph 0146; 0147; 0148; 0149; 0150

(2013/07/25)

Method for improving the color number of trimethylolpropane
The present invention relates to a method for producing trimethylolpropane having a low color number by processing a raw reaction solution obtained according to the inorganic Cannizarro process while adhering to precisely defined pH values.
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Page/Page column 3-4

(2012/07/27)

PROCESS FOR PRODUCTION OF DITRIMETHYLOLPROPANE
The present invention provides a method for producing ditrimethylolpropane including reacting n-butyraldehyde with formaldehyde in the presence of a base catalyst to thereby produce trimethylolpropane and ditrimethylolpropane, wherein the method includes (I) a step of reacting n-butyraldehyde with formaldehyde (1) in the presence of a base catalyst (1), to thereby produce a reaction mixture containing trimethylolpropane, ditrimethylolpropane, and 2-ethyl-2-propenal; (II) a step of recovering 2-ethyl-2-propenal through distillation of the produced reaction mixture; and (III) a step of adding, to a distillation residue obtained through recovery of 2-ethyl-2-propenal, the recovered 2-ethyl-2-propenal and formaldehyde (2), and optionally a base catalyst (2), to thereby allow reaction for production of ditrimethylolpropane to proceed, wherein the amounts of formaldehyde (I) and the base catalyst (1) supplied in step I and formaldehyde (2) and the base catalyst (2) supplied in step II are controlled to specific amounts, to thereby effectively produce ditrimethylolpropane. According to the present invention, the yield of di-TMP is considerably increased, and the amount of bis-TMP by-produced can be considerably reduced with respect to the amount of di-TMP (i.e., a product of interest) produced; that is, di-TMP can be effectively produced in an industrially advantageous manner.
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Page/Page column 9

(2010/07/10)

PROCESS FOR HYDROGENATING METHYLOLALKANALS
A process for catalytically hydrogenating methylolalkanals of the general formula in which R1 and R2 are each independently a further methylol group or an alkyl group having from 1 to 22 carbon atoms or an aryl or aralkyl group having from 6 to 33 carbon atoms, in the liquid phase over a hydrogenation catalyst, which comprises setting a pH of from 7.0 to 9.0 in the hydrogenation effluent by adding at least one tertiary amine, an inorganic base or an inorganic or organic acid to the hydrogenation feed.
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Page/Page column 3-4

(2009/04/24)

BIOOCOMPATIBLE POLYMER COMPOSITIONS
The present invention provides a biocompatible prepolymer comprising hydrophilic and hydrophobic segments, wherein the hydrophobic segments have at least one ethylenically unsaturated functional group and at least 5% of the segments have two or more ethylenically unsaturated functional groups and water. The invention further provides a biocompatible prepolymer composition comprising hydrophilic and hydrophobic prepolymers, wherein at least one of the hydrophobic prepolymers has at least one ethylenically unsaturated functional group and at least 5% of the prepolymers have two or more ethylenically unsaturated functional groups and water. The invention further provides use of the prepolymer or prepolymer compositions of the invention in biomedical applications such as tissue engineering, as bone substitutes or scaffolds, and in wound treatment.
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(2010/01/31)

Hydrogenation of methylolalkanals
Process for the catalytic hydrogenation of methylolalkanals of the general formula where R1 and R2 are each, independently of one another, a further methylol group or an alkyl group having from 1 to 22 carbon atoms or an aryl or aralkyl group having from 6 to 33 carbon atoms, in the liquid phase by means of hydrogen over a hydrogenation catalyst, wherein hydrogen is used in a molar ratio to methylolalkanal of greater than 1.
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Page/Page column 4

(2008/06/13)

METHOD FOR PREPARING TRIMETHYLOLPROPANE
The present invention relates to a method for preparing trimethylolpropane (TMP) comprising the steps of: 1) synthesizing trimethylolpropane by using n-butyl aldehyde, an aqueous solution of formaldehyde and an aqueous solution of alkali metal hydroxide through aldol condensation reaction and Cannizzaro reaction; 2) extracting trimethylolpropane from a resultant mixture of the step 1) by contacting the resultant mixture with an alcohol having 6 to 10 carbons; 3) removing alkali metal ion from a resultant extract of the step 2) by contacting the resultant extract with water; and 4) distilling the alkali metal ion-removed extract obtained from the step 3). According to the present invention, a separate formaldehyde recovery process can be omitted, the extraction efficiency of TMP can be maximized with using a relatively small amount of extraction solvent, the separation and recovery processes for extraction solvent can be simplified since a mixture of solvents is not used for TMP extraction, and the yield of TMP can be maximized while the amount of generated waste water can be minimized, thereby producing TMP economically with good efficiency.
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Page/Page column 8; 10; 11

(2008/06/13)

Method for preparing trimethylolproane
The present invention relates to a method for preparing trimethylolpropane (TMP) comprising the steps of: 1) synthesizing trimethylolpropane by using n-butyl aldehyde, an aqueous solution of formaldehyde and an aqueous solution of alkali metal hydroxide through aldol condensation reaction and Cannizzaro reaction; 2) extracting trimethylolpropane from a resultant mixture of the step 1) by contacting the resultant mixture with an alcohol having 6 to 10 carbons; 3) removing alkali metal ion from a resultant extract of the step 2) by contacting the resultant extract with water; and 4) distilling the alkali metal ion-removed extract obtained from the step 3). According to the present invention, a separate formaldehyde recovery process can be omitted, the extraction efficiency of TMP can be maximized with using a relatively small amount of extraction solvent, the separation and recovery processes for extraction solvent can be simplified since a mixture of solvents is not used for TMP extraction, and the yield of TMP can be maximized while the amount of generated waste water can be minimized, thereby producing TMP economically with good efficiency.
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Page/Page column 6; 8

(2008/06/13)

Compositions, systems and methods for treatment of defects in blood vessels
Methods and systems are provided for treating a vascular structure having a defect, for example, a cerebral artery having a weakened wall that has formed an aneurysm. The methods include substantially entrapping a quantity of blood within a vascular defect, and introducing a quantity of a crosslinking agent, for example as a liquid solution, into the entrapped blood. The crosslinking agent is a compound in which each molecule of the compound has at least two nucleophilic-reactive functional groups. The crosslinking agent is allowed to combine with and react with the substantially entrapped blood, and a substantially solid mass made of crosslinked blood is formed within the defect.
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(2008/06/13)

METHOD FOR THE HYDRODECOMPOSITION OF AMMONIUM FORMATES IN POLYOL-CONTAINING REACTION MIXTURES
Disclosed is a method for removing trialkylammonium formate from methylolalkanes obtained by condensing formaldehyde with a higher aldehyde. The inventive method is characterized in that trialkylammonium formate is decomposed at an increased temperature on a catalyst which is placed on a titanium dioxide support and contains ruthenium in the presence of a gas containing hydrogen. Said method makes it possible to separate the trialkylammonium formate from methylolalkanes produced according to the organic Cannizzaro method and the hydration method.
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Page/Page column 6; 7

(2008/06/13)

Method for producing ditrimethylolpropane
In the method of producing ditrimethylolpropane of the present invention, the distillation still residue obtained in the production of trimethylolpropane is subjected to crystallizing treatment while strictly regulating the amount of organic solvent to be used, the crystallization temperature and the crystallization time within the specific ranges. With the method of the present invention, a highly pure di-TMP is obtained only by a single operation of the crystallization.
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Page 2-3

(2008/06/13)

METHOD FOR INCREASING YIELD IN THE PRODUCTION OF POLYVALENT ALCOHOLS BY SPLITTING BY-PRODUCTS CONTAINING ACETAL
The invention relates to a method for increasing yield in the production of polyvalent alcohols, especially trimethylolpropane, obtained by condensing formaldehyde with a higher aldehyde. According to the inventive method, acid treatment is carried out on a mixture (high-boiling fraction) that is obtained by reprocessing, contains derivatives of said alcohols and has a higher boiling point than the respective alcohol, and the polyvalent alcohol is recovered from the acid-treated high-boiling fraction. The inventive method is characterised in that the water content of the high-boiling fraction amounts to between 20 and 90 wt. % in relation to the entire mixture of the high-boiling fraction and water.
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Page/Page column 11-13

(2008/06/13)

Colour index of multivalent alcohols by hydrogenation
A process is provided for improving the color number of polyhydric alcohols, especially trimethylolpropane, by catalytic hydrogenation, the polyhydric alcohol used in the hydrogenation having been purified by distillation following its preparation, wherein the hydrogenation is carried out in the presence of a macroporous supported heterogeneous catalyst containing, as the active metal, at least one metal of subgroups VII to X of the Periodic Table.
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(2008/06/13)

PROCESS FOR PREPARING TRIMETHYLOL COMPOUNDS AND FORMIC ACID
The present invention relates to a process for preparing trimethylol compounds and formic acid by reaction of formaldehyde and aldehydes in the presence of a nitrogen base and distillation of the resulting reaction mixture in the presence of an auxiliary.
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(2008/06/13)

Process for recovering ditrimethylolpropane
The present invention provides processes for recovering ditrimethylolpropane from a still residue obtained by extracting and then distilling off trimethylolpropane from a reaction solution obtained by reacting n-butyraldehyde with formaldehyde in the presence of a basic catalyst.One process comprises acid decomposition of formals in the still residue.A second process comprises removal from the still residue of components having a higher boiling point than that of ditrimethylolpropane followed by crystallization of the resultant product.
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Page 7

(2008/06/13)

Process for producing a polyol
A process for producing a polyol by reacting an aliphatic aldehyde with formaldehyde in the presence of a basic catalyst, which comprises a step of concentration which comprises removing water and unreacted formaldehyde from a reaction liquid by distillation; a step of extraction which comprises extracting the polyol from a concentrated reaction liquid with an extracting reagent; a step of washing with water which comprises washing an extract liquid with water and separating the liquid into an oil layer containing the polyol and an aqueous layer; wherein by useing an specific aliphatic aldehyde as the extracting agent and recovering the extracting reagent from the oil layer containing the polyol after adjusting pH of the oil layer, a high purity polyhydric alcohol can be obtained at a high yield with suppressed formation of byproducts such as acetal compounds and aldol compounds.
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Page 8

(2008/06/13)

Method of producing highly pure trimethylolpropane
A method of producing a highly pure trimethylolpropane from a crude trimethylolpropane obtained by a reaction of n-butyl aldehyde and formaldehyde in the presence of a basic catalyst in a two-stage process of an aldol condensation and a crossed Cannizzaro reaction. Since a high-boiling component and an inorganic salt are removed in advance from the crude trimethylolpropane, hardly removable impurities such as condensation products in the crude trimethylolpropane are changed in the subsequent heat treatment under acidic conditions to components easily removable by distillation. By distilling the heat-treated crude trimethylolpropane, a highly pure trimethylolpropane with a low content of remaining formaldehyde and a low coloring degree is easily obtained.
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Example 1

(2008/06/13)

Process for intermolecular etherification and ether cleavage
The acid-catalyzed intermolecular etherification of mono- or polyhydric alcohols and acid-catalyzed ether cleavage in the presence of water may be improved if etherification or ether cleavage is carried out in the presence of an acid catalyst and, additionally, a hydrogenation catalyst under a hydrogen atmosphere. The process relates in particular to the etherification of diols, triols and tetrols with the formation of hydroxyethers.
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(2008/06/13)

Producing method for trimethylolalkane
High quality trimethylolalkane can be easily and efficiently produced at a high yield through a reaction between n-alkanal and formaldehyde in the presence of tertiary amine and water, in which a reaction mixture obtained after the reaction is heated up to a temperature at which a salt of tertiary amine with formic acid produced as a by-product can be thermally dissociated so as to distill tertiary amine and water from the reaction mixture, and a formate of trimethylolalkane produced in the distillation of tertiary amine and contained in a residue is reacted with water, ammonia, primary amine or secondary amine; and the tertiary amine distilled from the reaction mixture is reused in producing trimethylolalkane.
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(2008/06/13)

Process for producing polyhydric alcohol
There is disclosed a process for producing a polyhydric alcohol which comprises reacting an aliphatic aldehyde with formaldehyde in the presence of a base compound consisting essentially of a hydrogencarbonate and a carbonate which have been formed by the oxidation or hydrolysis of a formic acid salt, in particular, the process according to the above process wherein a formic acid salt which has been by-produced by the reaction of an aliphatic aldehyde with formaldehyde is oxidized or hydrolyzed in the presence of a noble metal catalyst or a nickel catalyst in a reductive state to form a base compound consisting essentially of a hydrogencarbonate and a carbonate and this base compound is circulated through the reaction of the aldehyde and formaldehyde and is reused as the base compound. The above process enables easy and highly efficient production of high quality polyhydric alcohols substantially without by-producing a formic acid salt with a low value-added.
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(2008/06/13)

High oleic polyol esters, compositions and lubricants functional fluids and greases containing the same
A polyol ester is described which is derived from: (A) an aliphatic or alicyclic polyol: and (B) an aliphatic monocarboxylic mixture derived from a natural vegetable oil, said acid mixture comprising at least about 72% by weight of oleic acid. The invention also relates to compositions comprising the polyol esters and at least one antioxidant, and lubricating oil compositions comprising an oil of lubricating viscosity and the polyol esters of the invention. Lubricating oil compositions comprising polyol esters of the invention, at least one antioxidant, and an oil of lubricating viscosity also are described and are particularly useful.
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(2008/06/13)

Optically active phenoxypropionic esters
Optically active compounds of the formula I STR1 where R is C1 -C12 -alkyl or -perfluoroalkyl in which one or two non-adjacent CH2 or CF2 groups can also be replaced by --O-- and/or --CO-- and/or --CO--O-- and/or --CH=CH-- and/or --CH-halogen-- and/or --CHCN-- and/or --0--CO--CH-halogen-- and/or --O--CO--CHCN--, or is C1 -C12 -alkyl which can have a terminal chemically reactive group and in which a CH2 group can be replaced by --O--, A1 and A2 are each, independently of one another, 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl and/or Br atoms and/or CH3 groups and/or CN groups and in which one or two CH groups can also be replaced by N, 1,4-cyclohexylene in which one or two non-adjacent CH2 groups can also be replaced by --O-- and/or --S--, 1,4-piperidinediyl, 1,4-bicyclo[2.2.2]octylene, 2,6-naphthalenediyl, decahydro-2,6-naphthalenediyl or 1,2,3,4-tetrahydro-2,6-naphthalenediyl, A3 is unsubstituted or substituted phenyl, Z is --CO--O--, --O--CO--, --CH2 CH2 --, --OCH2 --, --CH2 O--, --C C-- or a single bond and m is 0, 1, 2 or 3.
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(2008/06/13)

Stabilizers for color photography recording materials
Tetrahydrothiopyran compound of the formula I STR1 in which R1, R2, R3, R4, R5, R6, X and n are as defined in claim 1, are effective stabilizers for dyes and dye couplers in photographic layers. In particular, they provide protection from damage by light. They are preferably used in combination with a phenolic antioxidant.
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(2008/06/13)

Transesterification of alkoxyesters
Method for the highly selective transesterification of alkyl 3-alkoxypropionates, as well as several novel alkoxypropionate compounds, are provided. Transesterification catalyzed by titanium alkoxides or tin compounds does not catalyze the Michael reaction, and therefore, provide highly selective transesterification reactions of these reactive materials.
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(2008/06/13)

Photosensitive solubilization inhibition agents, and deep ultra-violet lithographic resist compositions
Photosensitive solubilization inhibitor compounds of the formula STR1 wherein: x is an integer equal to the valence or functionality of the radical R, and R is a radical selected from the group consisting of the residue of a mono-, di-, tri- or polyfunctional alkanol or silicon-containing alkanol and is attached to the oxy atom of the carboxyl group through a carbon atom. Positive deep ultra-violet photoresists which are base developable comprise base soluble polymers and the photosensitive solubilization inhibition agents. Lithographic resist images are formed with the deep ultra-violet photoresists upon exposure to deep ultra-violet light.
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(2008/06/13)

Preparation of trimethylolalkanes from alkanals and formaldehyde
Trimethylolalkanes are prepared by reacting an n-alkanal with formaldehyde and a trialkylamine in aqueous solution and then hydrogenating the product, by a method in which from 2.2 to 4.5 moles of formaldehyde and from 0.6 to 3 moles of trialkylamine are used per mole of the alkanal, and the reaction mixture is worked up by distillation either before or after the hydrogenation.
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(2008/06/13)

Catalysts for alkoxylation reactions
Catalysts producing a sharply peaked alkoxylation distribution during the alkoxylation of organic materials comprise mixtures of BF3 and metal alkyls or metal alkoxides, SiF4 and metal alkyls or metal alkoxides, or mixtures of these catalysts.
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(2008/06/13)

Methods of alkoxylation
Catalysts comprising mixtures of HF and metal alkoxides and mixed metal alkoxides produce a sharply peaked alkoxylation distribution during the alkoxylation of organic materials.
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(2008/06/13)

Catalysts for alkoxylation reactions
Catalysts and a method of using said catalysts for the alkoxylation of a variety of materials is disclosed. Catalysts so described produce alkoxylates having a very sharp alkoxylate distribution. The catalysts are supported and unsupported dialkoxy and dialkyl metal fluorides and halides and alkyl metal difluorides and dihalides.
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(2008/06/13)

Process for the preparation of trimethylolalkanes
An improved process for the preparation of a trimethylolalkane of the formula STR1 wherein R1 denotes an aliphatic radical by reacting formaldehyde with an aldehyde of the formula STR2 wherein R1 has the meaning indicated above and thereafter hydrogenating the resultant 2,2-dimethylolalkanal, the improvement residing in employing formaldehyde in a molar ratio of at least 8:1 to the aldehyde reactant, carrying out the aldehyde-formaldehyde reaction in the presence of an aldol condensation base at a temperature between -20 and 5° C, optionally in the presence of an ion of an element of group VII and/or VIII and/or sub-group I or II of the periodic system.
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(2008/06/13)

Isoindolinone pigments and process for their manufacture
Isoindolinone pigments of the formula STR1 WHEREIN R represents an aliphatic or cycloaliphatic radical, a cycloaliphatic, aromatic or heterocyclic radical to which the oxygen atoms are attached through alkyl or alkoxy groups, V1 and V2 represent hydrogen or halogen atoms, alkyl or alkoxy groups of 1 to 4 carbon atoms, X represents a halogen atom, Y and Z represent halogen atoms, alkoxy or alkylmercapto groups of 1 to 6 carbon atoms, cycloalkoxy groups of 5 to 6 carbon atoms, aralkoxy, aryloxy or arylmercapto groups, and n is an integer from 2 to 6, are valuable pigments coloring plastics, lacquers and printing inks in various yellow shades of excellent fastness properties and high color strength.
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(2008/06/13)

Stabilized acrylic acid esters of polyhydric alcohols and a process for their preparation
Acrylic acid esters of polyhydric alcohols can be stabilized by the addition of allyl compounds.
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(2008/06/13)

Antioxidant composition for stabilizing polyols
Synergistic antioxidant compositions consisting of certain hindered phenols such as 2,4-dimethyl-6-octyl phenol and 4,4'-bis (α,α-dimethylbenzyl) diphenyl amine are useful to stabilize polyether polyols against oxidative degradation and prevent scorch in polyurethane foams prepared from the polyether polyols.
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(2008/06/13)