GB923847A - Citric acid esters and method for their preparation - Google Patents
Citric acid esters and method for their preparationInfo
- Publication number
- GB923847A GB923847A GB3749261A GB3749261A GB923847A GB 923847 A GB923847 A GB 923847A GB 3749261 A GB3749261 A GB 3749261A GB 3749261 A GB3749261 A GB 3749261A GB 923847 A GB923847 A GB 923847A
- Authority
- GB
- United Kingdom
- Prior art keywords
- citric acid
- acids
- carbon atoms
- varnishes
- esters
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/80—Phthalic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/14—Preparation of carboxylic acid esters from carboxylic acid halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/675—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids of saturated hydroxy-carboxylic acids
- C07C69/704—Citric acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/80—Phthalic acid esters
- C07C69/82—Terephthalic acid esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Citric acid esters of formula <FORM:0923847/IV(a)/1> in which R1 to R6 are alkyl groups with 1 to 18 carbon atoms and Y is the residue of an aliphatic saturated or unsaturated, or aromatic dicarboxylic acid, are used as plasticisers and prevent blocking in emulsion and/or suspension polymers, e.g. polyvinyl chloride, vinyl chloridevinyl acetate copolymer, polyvinylidene chloride, vinyl chloridevinylidene chloride copolymer, polyvinyl acetate, and butadiene-acrylonitrile, polyamides of, e.g. caprolactam or hexamethylene diamine and adipic acid, varnishes based on polymethane, chlororubber and chlororubber varnishes, rubber hydrochloride and rubber hydrochloride foils, regenerated cellulose products, and foils formed from polyvinyl chloride emulsion, used for the packing of foods, or edible oils and fats.ALSO:The invention comprises citric acid esters of formula <FORM:0923847/IV(a)/1> in which R1 to R6 are alkyl groups with 1 to 18 carbon atoms and Y is the residue of an aliphatic saturated or unsaturated, or aromatic dicarboxylic acid, which are prepared by reacting the t-hydroxyl group of citric acid acid esterified to the triester with alcohols having 1 to 18 carbon atoms, with dicarboxylic acid halides. Oxalic, malonic, succinic, glutaric, adipic, pimelic, suberic, azelaic and sebacic acids, fumaric, citraconic and itaconic acids, phthalic, isophthalic, and terephthalic acids are examples of the above dicarboxylic acids. Examples describe the preparation of bis-citric acid trimethyl, triethyl, tripropyl, tributyl, triisooctyl, trinonyl, tricyclohexyl esters with the above acids, by the reaction of di-carboxylic acid halide with citric acid triesters, esterified with alcohols of 1-18 groups, using the tert. alcohol group. The esters may be used as plasticisers in plastisols or organosols or nitro-cellulose varnishes, as dyeing auxiliaries in the textile industry or as anti-blocking agents in varnishes or vinyl polymers.ALSO:Citric acid esters of formula <FORM:0923847/IV(a)/1> in which R1 to R6 are alkyl groups with 1 to 18 carbon atoms and Y is the residue of an aliphatic saturated or unsaturated or aromatic dicarboxylic acid, are used as softeners p in the finishing of regenerated cellulose which has been impregnated with resins such as methylol urea, dimethylol urea, and methylolamine condensates with formaldehyde, and formaldehyde condensation products with 2,6 diamino-4-methyl1,3,5 triazine or pentamethylol and triamino-triazine or 2,4,6-triamino-1,3,5-triazine.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEB60417A DE1143502B (en) | 1960-12-09 | 1960-12-09 | Process for the production of bis-citric acid esters |
DEB0060418 | 1960-12-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB923847A true GB923847A (en) | 1963-04-18 |
Family
ID=25965807
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3749261A Expired GB923847A (en) | 1960-12-09 | 1961-10-19 | Citric acid esters and method for their preparation |
Country Status (2)
Country | Link |
---|---|
BE (1) | BE611397A (en) |
GB (1) | GB923847A (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4710532A (en) * | 1985-03-13 | 1987-12-01 | Morflex Chemical Company, Inc. | Medical article and method |
US4711922A (en) * | 1985-05-17 | 1987-12-08 | Morflex Chemical Company, Inc. | Citrate esters and methods |
US4789700A (en) * | 1984-06-11 | 1988-12-06 | Morflex Chemical Company, Inc. | Citrate esters and method |
US4824893A (en) * | 1984-06-11 | 1989-04-25 | Morflex Chemical Company, Inc. | Citrate esters and methods |
US4870204A (en) * | 1984-06-11 | 1989-09-26 | Morflex Chemical Company, Inc. | Method for preparing citrate esters |
US4883905A (en) * | 1984-06-11 | 1989-11-28 | Morflex Chemical Company, Inc. | Process for preparing citrates using organic titanates |
US4892967A (en) * | 1984-06-11 | 1990-01-09 | Morflex Chemical Company, Inc. | Citrate esters |
US4954649A (en) * | 1984-06-11 | 1990-09-04 | Morflex Chemical Company, Inc. | Method for producing citrates |
US5055609A (en) * | 1984-06-11 | 1991-10-08 | Morflex, Inc. | Method for producing citrates by esterification in the presence of organic titanates |
-
1961
- 1961-10-19 GB GB3749261A patent/GB923847A/en not_active Expired
- 1961-12-11 BE BE611397A patent/BE611397A/en unknown
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4789700A (en) * | 1984-06-11 | 1988-12-06 | Morflex Chemical Company, Inc. | Citrate esters and method |
US4824893A (en) * | 1984-06-11 | 1989-04-25 | Morflex Chemical Company, Inc. | Citrate esters and methods |
US4870204A (en) * | 1984-06-11 | 1989-09-26 | Morflex Chemical Company, Inc. | Method for preparing citrate esters |
US4883905A (en) * | 1984-06-11 | 1989-11-28 | Morflex Chemical Company, Inc. | Process for preparing citrates using organic titanates |
US4892967A (en) * | 1984-06-11 | 1990-01-09 | Morflex Chemical Company, Inc. | Citrate esters |
US4954649A (en) * | 1984-06-11 | 1990-09-04 | Morflex Chemical Company, Inc. | Method for producing citrates |
US5055609A (en) * | 1984-06-11 | 1991-10-08 | Morflex, Inc. | Method for producing citrates by esterification in the presence of organic titanates |
US4710532A (en) * | 1985-03-13 | 1987-12-01 | Morflex Chemical Company, Inc. | Medical article and method |
US4711922A (en) * | 1985-05-17 | 1987-12-08 | Morflex Chemical Company, Inc. | Citrate esters and methods |
Also Published As
Publication number | Publication date |
---|---|
BE611397A (en) | 1962-03-30 |
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