GB956206A - Improvements in or relating to polyesters - Google Patents
Improvements in or relating to polyestersInfo
- Publication number
- GB956206A GB956206A GB35113/62A GB3511362A GB956206A GB 956206 A GB956206 A GB 956206A GB 35113/62 A GB35113/62 A GB 35113/62A GB 3511362 A GB3511362 A GB 3511362A GB 956206 A GB956206 A GB 956206A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diphenol
- cyclohexylmethylene
- diphenyl
- reacting
- diol
- 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
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/04—Aromatic polycarbonates
- C08G64/06—Aromatic polycarbonates not containing aliphatic unsaturation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
- C07C45/50—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide by oxo-reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/69—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to carbon-to-carbon double or triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/28—Saturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings
- C07C47/32—Saturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings with a six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/38—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings
- C07C47/42—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings with a six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/38—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings
- C07C47/453—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings containing six-membered aromatic rings
-
- 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
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/199—Acids or hydroxy compounds containing cycloaliphatic rings
-
- 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
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/682—Polyesters containing atoms other than carbon, hydrogen and oxygen containing halogens
- C08G63/6824—Polyesters containing atoms other than carbon, hydrogen and oxygen containing halogens derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/6826—Dicarboxylic acids and dihydroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
4,41-(cyclohexylmethylene) diphenols are prepared by reacting butadiene or a substituted butadiene with an alpha, beta-unsaturated aldehyde, reducing the double bond in the product to obtain a saturated aldehyde which is then reacted with a phenol. The reactions may be represented as follows: <FORM:0956206/C2/1> <FORM:0956206/C2/2> <FORM:0956206/C2/3> <FORM:0956206/C2/4> where R, R1, R2 and R3 are hydrogen or chlorine atoms or alkyl groups having up to four carbon atoms, and R2 also may be a phenyl group. Alternatively the saturated aldehyde above may be obtained by carrying out an oxo reaction on cyclohexene or a substituted cyclohexene as follows: <FORM:0956206/C2/5> In examples, cyclohexanecarboxaldehyde is obtained from cyclohexene, or by reacting butadiene and acrolein followed by hydrogenation, and is reacted with phenol to give 4,41-(cyclohexylmethylene)diphenol; 1-methyl-3-cyclohexene -1- carboxaldehyde is obtained by reacting butadiene and methacrolein followed by hydrogenation, and is reacted with phenol to give 4, 41-(1-methylcyclohexylmethylene) diphenol; 4,41-(2-methylcyclohexylmethylene) diphenol and 4, 41-(2-phenylcyclohexylmethylene) diphenol are prepared similarly; and 4, 41-(cyclohexylmethylene) bis (2, 6-dichlorophenol) is prepared by reacting 4, 41-(cyclohexylmethylene) diphenol with clorine.ALSO:The invention comprises polyesters derived from dicarboxylic acids or carbonic acid and diols in which at least 10% of the diol units have the formula: <FORM:0956206/C3/1> where R, R1, R2 and R3 are hydrogen or chlorine atoms or alkyl groups containing up to four carbon atoms and R2 also may be a phenyl group. The polymers are prepared (a) by ester interchange of the diol with a phenyl or cresyl ester of a dicarboxylic acid, (b) by reacting the diol with a dicarboxylic acid chloride, (c) by reacting an acid ester of the diol with a dicarboxylic acid, or (d) by adding phosgene and/or a bischloroformate of a diol to a cooled aqueous mixture containing sodium hydroxide, the diphenoyl, a catalyst and methylene chloride. In examples the starting materials used to obtain polymers are 4, 41-(cyclohexyl-methylene) diphenol, 4, 41-(1-methylcyclo-hexylmethylene) diphenol, 4, 41-(2-methylcyclohexylmethylene) diphenol, 4, 41-(2-phenyl cyclohexylmethylene) diphenol, 4, 41-(cyclohexylmethylene) bis-(2, 6-dichlorophenol), diphenyl terephthalate, diphenyl trans-cyclohexane-1, 4-dicarboxylate, diphenyl dimethylmalonate, diphenyl isophthalate, diphenyl sebacate and diphenyl azelate.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US137972A US3220977A (en) | 1961-09-14 | 1961-09-14 | Linear polyesters from 4,4'-(cyclohexylmethylene)diphenols |
FR909487A FR1333560A (en) | 1961-09-14 | 1962-09-14 | New linear polyesters of bis-phenols |
Publications (1)
Publication Number | Publication Date |
---|---|
GB956206A true GB956206A (en) | 1964-04-22 |
Family
ID=26197535
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB35113/62A Expired GB956206A (en) | 1961-09-14 | 1962-09-14 | Improvements in or relating to polyesters |
Country Status (2)
Country | Link |
---|---|
FR (1) | FR1333560A (en) |
GB (1) | GB956206A (en) |
-
1962
- 1962-09-14 FR FR909487A patent/FR1333560A/en not_active Expired
- 1962-09-14 GB GB35113/62A patent/GB956206A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR1333560A (en) | 1963-07-26 |
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