GB429915A - Improvements in and relating to esters of dicarboxylic acids and compositions containing these esters - Google Patents
Improvements in and relating to esters of dicarboxylic acids and compositions containing these estersInfo
- Publication number
- GB429915A GB429915A GB25134/33A GB2513433A GB429915A GB 429915 A GB429915 A GB 429915A GB 25134/33 A GB25134/33 A GB 25134/33A GB 2513433 A GB2513433 A GB 2513433A GB 429915 A GB429915 A GB 429915A
- Authority
- GB
- United Kingdom
- Prior art keywords
- esters
- ethylene glycol
- diphthalate
- cellulose acetate
- dicarboxylic acid
- 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
- C07C69/34—Esters of acyclic saturated polycarboxylic acids having an esterified carboxyl group bound to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Non-resinous dicarboxylic acid esters of polyhydroxy compounds having only one of the carboxylic groups esterified, are prepared by reacting upon the polyhydroxy compound with an anhydride of a dicarboxylic acid in the presence of a tertiary base in the proportion of one molecule of base per molecule of anhydride. Suitable tertiary bases include pyridine, quinoline, a -picoline, dialkylaniline, hexahydrodialkylaniline, dimethyl - n - hexylamine and iso - amyldiethylamine and suitable dicarboxylic acid anhydrides include the anhydrides of phthalic, succinic, diglycollic and glutaric acids and other dicarboxylic acid whether aliphatic or aromatic, saturated or unsaturated, substituted or unsubstituted. In examples ethylene glycol is esterified with phthalic anhydride in the presence of pyridine, or quinoline or with succinic anhydride in the presence of pyridine or hydroquinone or glycerol is esterified with phthalic anhydride in the presence of pyridine. The products may be esterified with monohydric alcohols such as methyl or ethyl alcohol preferably in the presence of an esterifying catalyst such as dry hydrogen chloride to yield mixed esters such as glycerol trimethyl triphthalate, ethylene glycol dimethyl diphthalate, hydroquinone diethyl diphthalate, glycerol trimethyl succinate, ethylene glycol diethyl diphthalate, or hydroquinone dimethyl disuccinate. The mixed esters are suitable plasticizers for cellulose esters and in examples (1) a film is prepared from a solution of cellulose acetate in acetone containing hydroquinone diethyl diphthalate; a moulding composition from cellulose acetate and ethylene glycol dimethyl diphthalate; a paste suitable for extrusion and the manufacture of rods from cellulose acetate, ethyl alcohol, acetone and ethylene glycol diethyl disuccinate; and artificial leather from cloth coated with a solution of cellulose acetate propionate in a mixture of ethylene chloride and methyl alcohol containing pigmented glycerol trimethyl triphthalate. Specification 316,324, [Class 2 (iii)], is referred to. The Specification as open to inspection under Sect. 91 refers also to the esterification of the acid esters with cellulose or cellulose esters such as cellulose acetate or aceto-propionate to yield mixed esters suitable for use in moulding compositions. The mixed esters of dicarboxylic acids, polyhydroxy compounds and monohydric alcohol may also be prepared by reacting upon an acid monobasic alcohol ester of a dicarboxylic acid with a polyhydroxy compound such as interacting ethylene glycol with ethyl acid phthalate. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US429915XA | 1932-09-10 | 1932-09-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB429915A true GB429915A (en) | 1935-06-11 |
Family
ID=21924864
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25134/33A Expired GB429915A (en) | 1932-09-10 | 1933-09-11 | Improvements in and relating to esters of dicarboxylic acids and compositions containing these esters |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB429915A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3120560A (en) * | 1961-03-14 | 1964-02-04 | Goodyear Tire Cie | purification of bis beta hydroxyethyl terephtalate |
| US10617617B1 (en) | 2018-12-04 | 2020-04-14 | Momentive Performance Materials Inc. | Polycarboxylic acid compounds for the treatment of fibrious amino acid based substrates, especially hair |
| US11090255B2 (en) | 2018-12-04 | 2021-08-17 | Momentive Performance Materials Inc. | Use of polycarboxylic acid compounds for the treatment of fibrious amino acid based substrates, especially hair |
| US11179312B2 (en) | 2017-06-05 | 2021-11-23 | Momentive Performance Materials Inc. | Aqueous compositions for the treatment of hair |
-
1933
- 1933-09-11 GB GB25134/33A patent/GB429915A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3120560A (en) * | 1961-03-14 | 1964-02-04 | Goodyear Tire Cie | purification of bis beta hydroxyethyl terephtalate |
| US11179312B2 (en) | 2017-06-05 | 2021-11-23 | Momentive Performance Materials Inc. | Aqueous compositions for the treatment of hair |
| US10617617B1 (en) | 2018-12-04 | 2020-04-14 | Momentive Performance Materials Inc. | Polycarboxylic acid compounds for the treatment of fibrious amino acid based substrates, especially hair |
| WO2020117509A1 (en) | 2018-12-04 | 2020-06-11 | Momentive Performance Materials Inc. | Polycarboxylic acid compounds for the treatment of fibrous amino acid based substrates, especially hair |
| US11090255B2 (en) | 2018-12-04 | 2021-08-17 | Momentive Performance Materials Inc. | Use of polycarboxylic acid compounds for the treatment of fibrious amino acid based substrates, especially hair |
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