DE1495335B2 - Verfahren zur herstellung linearer, thermoplastischer polyester mit einfriertemperaturen ueber 100 grad c - Google Patents
Verfahren zur herstellung linearer, thermoplastischer polyester mit einfriertemperaturen ueber 100 grad cInfo
- Publication number
- DE1495335B2 DE1495335B2 DE19631495335 DE1495335A DE1495335B2 DE 1495335 B2 DE1495335 B2 DE 1495335B2 DE 19631495335 DE19631495335 DE 19631495335 DE 1495335 A DE1495335 A DE 1495335A DE 1495335 B2 DE1495335 B2 DE 1495335B2
- Authority
- DE
- Germany
- Prior art keywords
- mol
- polyesters
- aryl esters
- percent
- 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.)
- Pending
Links
- 229920000728 polyester Polymers 0.000 title claims 14
- 238000000034 method Methods 0.000 title claims 5
- 238000004519 manufacturing process Methods 0.000 title claims 4
- 229920001169 thermoplastic Polymers 0.000 title claims 4
- 239000004416 thermosoftening plastic Substances 0.000 title claims 4
- 230000008014 freezing Effects 0.000 title 1
- 238000007710 freezing Methods 0.000 title 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 8
- 238000006068 polycondensation reaction Methods 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 4
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 claims description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims 16
- 150000007860 aryl ester derivatives Chemical class 0.000 claims 11
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims 10
- 239000000203 mixture Substances 0.000 claims 10
- 239000002253 acid Substances 0.000 claims 8
- 150000007513 acids Chemical class 0.000 claims 6
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims 4
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 claims 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 3
- 239000003054 catalyst Substances 0.000 claims 3
- 238000010438 heat treatment Methods 0.000 claims 3
- 150000001298 alcohols Chemical class 0.000 claims 2
- 235000005911 diet Nutrition 0.000 claims 2
- 230000000378 dietary effect Effects 0.000 claims 2
- 125000004185 ester group Chemical group 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 230000009477 glass transition Effects 0.000 claims 2
- 150000002989 phenols Chemical class 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims 2
- -1 polyethylene terephthalate Polymers 0.000 claims 2
- 239000000376 reactant Substances 0.000 claims 2
- SCMJJGWRVSLYLK-UHFFFAOYSA-N 4-phenoxycarbonylbenzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C(=O)OC1=CC=CC=C1 SCMJJGWRVSLYLK-UHFFFAOYSA-N 0.000 claims 1
- MNYWRACLEJUFMG-UHFFFAOYSA-N OC1=CC=CC=C1.OC1=CC=CC=C1.OC(=O)OC1=CC=CC=C1 Chemical class OC1=CC=CC=C1.OC1=CC=CC=C1.OC(=O)OC1=CC=CC=C1 MNYWRACLEJUFMG-UHFFFAOYSA-N 0.000 claims 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 1
- 238000009825 accumulation Methods 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- 239000004305 biphenyl Substances 0.000 claims 1
- 125000006267 biphenyl group Chemical group 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 238000002845 discoloration Methods 0.000 claims 1
- 238000009826 distribution Methods 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 229960003750 ethyl chloride Drugs 0.000 claims 1
- 150000002334 glycols Chemical class 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 239000012535 impurity Substances 0.000 claims 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims 1
- 229920000139 polyethylene terephthalate Polymers 0.000 claims 1
- 239000005020 polyethylene terephthalate Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 108090000623 proteins and genes Proteins 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 230000035484 reaction time Effects 0.000 claims 1
- 238000007086 side reaction Methods 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 6
- 229910000410 antimony oxide Inorganic materials 0.000 description 3
- FHESUNXRPBHDQM-UHFFFAOYSA-N diphenyl benzene-1,3-dicarboxylate Chemical compound C=1C=CC(C(=O)OC=2C=CC=CC=2)=CC=1C(=O)OC1=CC=CC=C1 FHESUNXRPBHDQM-UHFFFAOYSA-N 0.000 description 3
- HPGJOUYGWKFYQW-UHFFFAOYSA-N diphenyl benzene-1,4-dicarboxylate Chemical compound C=1C=C(C(=O)OC=2C=CC=CC=2)C=CC=1C(=O)OC1=CC=CC=C1 HPGJOUYGWKFYQW-UHFFFAOYSA-N 0.000 description 3
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 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
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/19—Hydroxy compounds containing aromatic rings
- C08G63/193—Hydroxy compounds containing aromatic rings containing two or more aromatic rings
- C08G63/195—Bisphenol A
-
- 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
- C08G63/64—Polyesters containing both carboxylic ester groups and carbonate groups
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC0031659 | 1963-12-12 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1495335A1 DE1495335A1 (de) | 1969-02-27 |
| DE1495335B2 true DE1495335B2 (de) | 1972-12-07 |
Family
ID=7019940
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19631495335 Pending DE1495335B2 (de) | 1963-12-12 | 1963-12-12 | Verfahren zur herstellung linearer, thermoplastischer polyester mit einfriertemperaturen ueber 100 grad c |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS4945315B1 (enrdf_load_stackoverflow) |
| AT (1) | AT263372B (enrdf_load_stackoverflow) |
| BE (1) | BE657009A (enrdf_load_stackoverflow) |
| CH (1) | CH454460A (enrdf_load_stackoverflow) |
| DE (1) | DE1495335B2 (enrdf_load_stackoverflow) |
| GB (1) | GB1073580A (enrdf_load_stackoverflow) |
| NL (1) | NL6409884A (enrdf_load_stackoverflow) |
| SE (1) | SE321351B (enrdf_load_stackoverflow) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51109112U (enrdf_load_stackoverflow) * | 1975-02-25 | 1976-09-01 | ||
| JPS5279341U (enrdf_load_stackoverflow) * | 1975-12-09 | 1977-06-14 | ||
| JPS5281949U (enrdf_load_stackoverflow) * | 1975-12-17 | 1977-06-18 | ||
| EP0156103A1 (en) * | 1984-01-24 | 1985-10-02 | General Electric Company | Process for the polymerization of polyester-carbonates |
| KR101326916B1 (ko) * | 2012-11-09 | 2013-11-11 | 아주대학교산학협력단 | 고분자량의 지방족 폴리카보네이트 공중합체 및 이의 제조 방법 |
-
1963
- 1963-12-12 DE DE19631495335 patent/DE1495335B2/de active Pending
-
1964
- 1964-08-06 CH CH1031364A patent/CH454460A/de unknown
- 1964-08-26 NL NL6409884A patent/NL6409884A/xx unknown
- 1964-09-11 AT AT784364A patent/AT263372B/de active
- 1964-12-08 SE SE1482564A patent/SE321351B/xx unknown
- 1964-12-11 BE BE657009D patent/BE657009A/xx unknown
- 1964-12-11 GB GB5058064A patent/GB1073580A/en not_active Expired
- 1964-12-12 JP JP6981664A patent/JPS4945315B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE1495335A1 (de) | 1969-02-27 |
| AT263372B (de) | 1968-07-25 |
| SE321351B (enrdf_load_stackoverflow) | 1970-03-02 |
| JPS4945315B1 (enrdf_load_stackoverflow) | 1974-12-03 |
| BE657009A (enrdf_load_stackoverflow) | 1965-04-01 |
| NL6409884A (enrdf_load_stackoverflow) | 1965-06-14 |
| CH454460A (de) | 1968-04-15 |
| GB1073580A (en) | 1967-06-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| SH | Request for examination between 03.10.1968 and 22.04.1971 |