GB924526A - Neopentyl glycol alkyl phthalates - Google Patents
Neopentyl glycol alkyl phthalatesInfo
- Publication number
- GB924526A GB924526A GB4556/61A GB455661A GB924526A GB 924526 A GB924526 A GB 924526A GB 4556/61 A GB4556/61 A GB 4556/61A GB 455661 A GB455661 A GB 455661A GB 924526 A GB924526 A GB 924526A
- Authority
- GB
- United Kingdom
- Prior art keywords
- neopentyl glycol
- mixture
- butanol
- alkyl group
- polyvinyl chloride
- 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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Polyvinyl chloride compositions contain as plasticizer a neopentyl glycol alkyl phthalate ester of the general formula <FORM:0924526/IV(a)/1> in which n is 0 or 1 and R is an alkyl group of one to five carbon atoms. The ester may be derived from ortho-, iso-, or tere-phthalic acid, and the alkyl group R may be derived from ethanol, propanol, isopropanol, or n-, iso-, or tert.-butanol. In examples, neopentyl glycol ni-butyl phthalate or the corresponding n-propyl compound is incorporated into polyvinyl chloride or vinyl chloride vinyl acetate copolymer together with a stabilizer such as barium cadmium laurate in a heated roller mill. The plasticized compositions have high resistance to staining by asphalt, shoe-polish, lipstick, ball-point ink, and other materials.ALSO:The invention comprises neopentyl glycol alkyl phthalate esters of the general formula <FORM:0924526/IV(a)/1> in which R represents an alkyl group having 1-5 carbon atoms and n is 0 or 1. These compounds may be used as plasticizers for polyvinyl chloride resins. In an example, a mixture was made of o-phthalic anhydride, neopentyl glycol, n-butanol, p-toluene sulphonic acid as esterification catalyst, and hexane for azeotropic distillation of water formed in the subsequent esterification. The mixture was heated under reflux, finally to a temperature of 125 DEG C. in the esterification mixture. After about ten hours, the mixture was neutralised with potassium carbonate and the volatile components were removed by steam distillation. The hot liquid was then separated from solid salts by filtration, and the product obtained was essentially neopentyl glycol n-butyl phthalate of average molecular weight 550. In another example n-propanol was used instead of n-butanol, and the corresponding n-propyl compound was obtained. The corresponding isophthalate and terephthalate esters may be obtained in a similar manner.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US67953857A | 1957-08-21 | 1957-08-21 | |
US40180A US3028352A (en) | 1960-07-01 | 1960-07-01 | Neopentyl glycol alkyl phthalates and polyvinyl chloride compositions plasticized therewith |
Publications (1)
Publication Number | Publication Date |
---|---|
GB924526A true GB924526A (en) | 1963-04-24 |
Family
ID=26716803
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB26175/58A Expired GB833867A (en) | 1957-08-21 | 1958-08-14 | Neopentyl glycol alkyl phthalates |
GB4556/61A Expired GB924526A (en) | 1957-08-21 | 1961-02-07 | Neopentyl glycol alkyl phthalates |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB26175/58A Expired GB833867A (en) | 1957-08-21 | 1958-08-14 | Neopentyl glycol alkyl phthalates |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE570394A (en) |
DE (2) | DE1182809B (en) |
FR (2) | FR1242842A (en) |
GB (2) | GB833867A (en) |
NL (3) | NL105368C (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1989010345A1 (en) * | 1988-04-18 | 1989-11-02 | The Lubrizol Corporation | Thermal oxidatively stable synthetic fluid composition |
US5164122A (en) * | 1988-04-18 | 1992-11-17 | The Lubrizol Corporation | Thermal oxidatively stable synthetic fluid composition |
CN111621255B (en) * | 2020-06-05 | 2021-01-29 | 美邦(黄山)胶业有限公司 | Medium-resistant bi-component solvent-free polyurethane adhesive |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2617779A (en) * | 1949-05-28 | 1952-11-11 | Gen Electric | Plasticized vinyl halide resins and electrical conductors insulated therewith |
GB734115A (en) * | 1952-04-01 | 1955-07-27 | Distillers Co Yeast Ltd | Plasticised composition |
-
0
- NL NL230545D patent/NL230545A/xx unknown
-
1958
- 1958-08-14 GB GB26175/58A patent/GB833867A/en not_active Expired
- 1958-08-15 NL NL230545A patent/NL105368C/xx active
- 1958-08-16 BE BE570394D patent/BE570394A/xx unknown
- 1958-08-19 FR FR772756A patent/FR1242842A/en not_active Expired
- 1958-08-20 DE DEA30126A patent/DE1182809B/en active Pending
-
1960
- 1960-10-19 NL NL257018A patent/NL106657C/xx active
- 1960-10-24 DE DEA35872A patent/DE1186621B/en active Pending
- 1960-10-25 FR FR842127A patent/FR78599E/en not_active Expired
-
1961
- 1961-02-07 GB GB4556/61A patent/GB924526A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
NL106657C (en) | 1963-11-15 |
NL105368C (en) | 1963-07-15 |
GB833867A (en) | 1960-05-04 |
NL230545A (en) | |
FR78599E (en) | 1962-08-10 |
FR1242842A (en) | 1961-01-09 |
DE1182809B (en) | 1964-12-03 |
DE1186621B (en) | 1965-02-04 |
BE570394A (en) | 1958-09-15 |
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