GB999242A - Esterification of isophthalic acid with alkylene oxides - Google Patents
Esterification of isophthalic acid with alkylene oxidesInfo
- Publication number
- GB999242A GB999242A GB1998164A GB1998164A GB999242A GB 999242 A GB999242 A GB 999242A GB 1998164 A GB1998164 A GB 1998164A GB 1998164 A GB1998164 A GB 1998164A GB 999242 A GB999242 A GB 999242A
- Authority
- GB
- United Kingdom
- Prior art keywords
- isophthalic acid
- oxide
- alkylene oxides
- esterification
- specified
- 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
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 title abstract 10
- 125000002947 alkylene group Chemical group 0.000 title abstract 4
- 230000032050 esterification Effects 0.000 title 1
- 238000005886 esterification reaction Methods 0.000 title 1
- 239000003054 catalyst Substances 0.000 abstract 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 1
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 229920006337 unsaturated polyester resin Polymers 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/40—Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds, other than from esters thereof
- C08G63/42—Cyclic ethers; Cyclic carbonates; Cyclic sulfites; Cyclic orthoesters
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0239—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/24—Preparation of carboxylic acid esters by reacting carboxylic acids or derivatives thereof with a carbon-to-oxygen ether bond, e.g. acetal, tetrahydrofuran
- C07C67/26—Preparation of carboxylic acid esters by reacting carboxylic acids or derivatives thereof with a carbon-to-oxygen ether bond, e.g. acetal, tetrahydrofuran with an oxirane ring
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
- B01J2231/48—Ring-opening reactions
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
- B01J2231/49—Esterification or transesterification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Esters of isophthalic acid are made by reacting isophthalic acid with an alkylene oxide in the presence of a quaternary ammonium salt as a catalyst. The reaction may be effected at 70-120 DEG C under autogenous pressure, and the molar ratio of alkylene oxide to isophthalic acid may be from 1:1 to 4:1. An example is given in which isophthalic acid is esterified with 2 mols of propylene oxide in the presence of benzyl trimethyl ammonium chloride. Other suitable catalysts are also specified. Other specified alkylene oxides are ethylene oxide and butylene oxide. The products are useful as intermediates for the manufacture of unsaturated polyester resins.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US28402263A | 1963-05-29 | 1963-05-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB999242A true GB999242A (en) | 1965-07-21 |
Family
ID=23088559
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1998164A Expired GB999242A (en) | 1963-05-29 | 1964-05-13 | Esterification of isophthalic acid with alkylene oxides |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE648476A (en) |
DE (1) | DE1229063B (en) |
ES (1) | ES300328A1 (en) |
GB (1) | GB999242A (en) |
NL (1) | NL6405899A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998058009A1 (en) * | 1997-06-18 | 1998-12-23 | Cook Composites And Polymers Company | Polyester synthesis using catalysts having low decomposition temperatures |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL67041C (en) * | 1947-05-09 | 1950-07-15 | Ici Ltd | Preparation of terephthalic acid glycol esters |
ES217092A2 (en) * | 1953-08-31 | 1955-09-16 | Ici Ltd | Procedure for obtaining glycolic esters of terephthalic acid (Machine-translation by Google Translate, not legally binding) |
NL113424C (en) * | 1958-08-01 | |||
US3052711A (en) * | 1960-04-20 | 1962-09-04 | Du Pont | Production of di(beta-hydroxyethyl) terephthalate |
US3062862A (en) * | 1961-02-02 | 1962-11-06 | Du Pont | Production of di-hydroxyethyl terephthalate |
-
1964
- 1964-05-13 GB GB1998164A patent/GB999242A/en not_active Expired
- 1964-05-27 ES ES300328A patent/ES300328A1/en not_active Expired
- 1964-05-27 BE BE648471A patent/BE648476A/xx unknown
- 1964-05-27 DE DEA46149A patent/DE1229063B/en active Pending
- 1964-05-27 NL NL6405899A patent/NL6405899A/xx unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998058009A1 (en) * | 1997-06-18 | 1998-12-23 | Cook Composites And Polymers Company | Polyester synthesis using catalysts having low decomposition temperatures |
Also Published As
Publication number | Publication date |
---|---|
BE648476A (en) | 1964-09-16 |
NL6405899A (en) | 1964-11-30 |
DE1229063B (en) | 1966-11-24 |
ES300328A1 (en) | 1966-04-01 |
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