JPH0721049B2 - 芳香族ポリエステル類の製造方法 - Google Patents
芳香族ポリエステル類の製造方法Info
- Publication number
- JPH0721049B2 JPH0721049B2 JP58100369A JP10036983A JPH0721049B2 JP H0721049 B2 JPH0721049 B2 JP H0721049B2 JP 58100369 A JP58100369 A JP 58100369A JP 10036983 A JP10036983 A JP 10036983A JP H0721049 B2 JPH0721049 B2 JP H0721049B2
- Authority
- JP
- Japan
- Prior art keywords
- phosphite
- prepolymer
- polyester
- wholly aromatic
- iii
- 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 - Lifetime
Links
- 229920000728 polyester Polymers 0.000 title claims description 33
- 125000003118 aryl group Chemical group 0.000 title claims description 23
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 238000000034 method Methods 0.000 claims description 34
- -1 phosphite compound Chemical class 0.000 claims description 22
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 18
- 230000004580 weight loss Effects 0.000 claims description 18
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 16
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 16
- 238000006116 polymerization reaction Methods 0.000 claims description 14
- ZJIPHXXDPROMEF-UHFFFAOYSA-N dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O ZJIPHXXDPROMEF-UHFFFAOYSA-N 0.000 claims description 11
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 10
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 10
- 239000002243 precursor Substances 0.000 claims description 10
- 239000011541 reaction mixture Substances 0.000 claims description 10
- 238000012662 bulk polymerization Methods 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 claims description 7
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 5
- 150000008065 acid anhydrides Chemical class 0.000 claims description 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 5
- 150000002009 diols Chemical class 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 238000000465 moulding Methods 0.000 claims 4
- PZRWFKGUFWPFID-UHFFFAOYSA-N 3,9-dioctadecoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C1OP(OCCCCCCCCCCCCCCCCCC)OCC21COP(OCCCCCCCCCCCCCCCCCC)OC2 PZRWFKGUFWPFID-UHFFFAOYSA-N 0.000 claims 2
- 125000001589 carboacyl group Chemical group 0.000 claims 1
- IMHDGJOMLMDPJN-UHFFFAOYSA-N dihydroxybiphenyl Natural products OC1=CC=CC=C1C1=CC=CC=C1O IMHDGJOMLMDPJN-UHFFFAOYSA-N 0.000 claims 1
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 11
- 229920005989 resin Polymers 0.000 description 10
- 239000011347 resin Substances 0.000 description 10
- 238000007792 addition Methods 0.000 description 9
- 239000000654 additive Substances 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 5
- 238000002411 thermogravimetry Methods 0.000 description 5
- 229920001634 Copolyester Polymers 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 150000008301 phosphite esters Chemical class 0.000 description 3
- 229920001225 polyester resin Polymers 0.000 description 3
- 239000004645 polyester resin Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000012216 screening Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- HQTRGFZLVRBFPT-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)-3-octadecylhenicosane-1,3-diol Chemical compound CCCCCCCCCCCCCCCCCCC(O)(C(CO)(CO)CO)CCCCCCCCCCCCCCCCCC HQTRGFZLVRBFPT-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 1
- GDBUZIKSJGRBJP-UHFFFAOYSA-N 4-acetoxy benzoic acid Chemical compound CC(=O)OC1=CC=C(C(O)=O)C=C1 GDBUZIKSJGRBJP-UHFFFAOYSA-N 0.000 description 1
- IPXDGHZTUBSPSG-UHFFFAOYSA-N 4-hydroxy-2-phenylbenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1C1=CC=CC=C1 IPXDGHZTUBSPSG-UHFFFAOYSA-N 0.000 description 1
- 150000005168 4-hydroxybenzoic acids Chemical class 0.000 description 1
- SGPZSOQUJLFTMQ-UHFFFAOYSA-N 4-o-ethyl 1-o-methyl benzene-1,4-dicarboxylate Chemical compound CCOC(=O)C1=CC=C(C(=O)OC)C=C1 SGPZSOQUJLFTMQ-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- CHMXWTZNALXTIB-UHFFFAOYSA-N CC(C)CC1=CC(OC(C)=O)=CC=C1C(O)=O Chemical compound CC(C)CC1=CC(OC(C)=O)=CC=C1C(O)=O CHMXWTZNALXTIB-UHFFFAOYSA-N 0.000 description 1
- RLIPARRCKPWOIA-UHFFFAOYSA-N P(O)(O)O.C(CCCCCCCCCCCCCCCCC)C(O)(C(CO)(CO)CO)CCCCCCCCCCCCCCCCCC Chemical group P(O)(O)O.C(CCCCCCCCCCCCCCCCC)C(O)(C(CO)(CO)CO)CCCCCCCCCCCCCCCCCC RLIPARRCKPWOIA-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000010933 acylation Effects 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 229920003232 aliphatic polyester Polymers 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- JLVWYWVLMFVCDI-UHFFFAOYSA-N diethyl benzene-1,3-dicarboxylate Chemical compound CCOC(=O)C1=CC=CC(C(=O)OCC)=C1 JLVWYWVLMFVCDI-UHFFFAOYSA-N 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- QZRGTJIYHRVRGK-UHFFFAOYSA-N dihydroxyphosphanyl dioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OP(O)O QZRGTJIYHRVRGK-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Natural products C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 1
- QEDNBHNWMHJNAB-UHFFFAOYSA-N tris(8-methylnonyl) phosphite Chemical compound CC(C)CCCCCCCOP(OCCCCCCCC(C)C)OCCCCCCCC(C)C QEDNBHNWMHJNAB-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
- C08G63/60—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from the reaction of a mixture of hydroxy carboxylic acids, polycarboxylic acids and polyhydroxy compounds
- C08G63/605—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from the reaction of a mixture of hydroxy carboxylic acids, polycarboxylic acids and polyhydroxy compounds the hydroxy and carboxylic groups being bound to 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
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
-
- 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
-
- 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
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/87—Non-metals or inter-compounds thereof
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 (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US38645282A | 1982-06-08 | 1982-06-08 | |
| US386452 | 1982-06-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS594622A JPS594622A (ja) | 1984-01-11 |
| JPH0721049B2 true JPH0721049B2 (ja) | 1995-03-08 |
Family
ID=23525637
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58100369A Expired - Lifetime JPH0721049B2 (ja) | 1982-06-08 | 1983-06-07 | 芳香族ポリエステル類の製造方法 |
Country Status (27)
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI842150A7 (fi) * | 1983-11-30 | 1985-05-31 | Amoco Corp | Menetelmä aromaattisten polyestereiden valmistamiseksi. |
| JPS60208325A (ja) * | 1984-04-02 | 1985-10-19 | Polyplastics Co | ポリエステルの製造方法 |
| DE3542832A1 (de) * | 1985-12-04 | 1987-06-11 | Basf Ag | Vollaromatische fluessigkristalline polykondensate, deren herstellung und verwendung |
| DE3542815A1 (de) * | 1985-12-04 | 1987-06-11 | Basf Ag | Vollaromatische polyester, deren herstellung und verwendung |
| US4680371A (en) * | 1986-02-25 | 1987-07-14 | Celanese Corporation | Preparation of aromatic polyester with improved stability by addition of phosphite during preparation |
| EP0240300A3 (en) * | 1986-04-01 | 1989-03-15 | Celanese Corporation | Process for incorporating phosphite stabilizer in aromatic polyesters |
| US4952663A (en) * | 1988-06-17 | 1990-08-28 | Amoco Corporation | Wholly aromatic polyesters with reduced char content |
| JPH02276819A (ja) * | 1988-12-29 | 1990-11-13 | Kawasaki Steel Corp | 芳香族ポリエステルおよび芳香族ポリエステルアミドならびにそれらを用いた繊維、樹脂組成物 |
| US5221705A (en) * | 1990-06-21 | 1993-06-22 | Toray Industries, Inc. | Flame-retardant thermotropic polyester composition and its shaped article |
| US20050215426A1 (en) * | 2004-03-26 | 2005-09-29 | Putzig Donald E | Esterification catalyst and process therewith |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2437046A (en) * | 1943-10-15 | 1948-03-02 | Resinous Prod & Chemical Co | Stabilization of polyesters |
| US2728747A (en) * | 1952-10-22 | 1955-12-27 | Gen Mills Inc | Polyester resins |
| GB791283A (en) * | 1955-01-21 | 1958-02-26 | Ici Ltd | Process for the manufacture of highly polymeric polymethylene terephthalates |
| BE629270A (enrdf_load_stackoverflow) * | 1962-03-07 | |||
| FR1541000A (fr) * | 1966-07-27 | 1968-10-04 | Eastman Kodak Co | Nouveau procédé de préparation des polyesters |
| DE1953706C3 (de) * | 1968-10-25 | 1978-10-26 | Kanebo, Ltd., Tokio | Verfahren zur Herstellung von Polyestern |
| BE774721A (fr) * | 1970-11-02 | 1972-02-14 | Fiber Industries Inc | Polyesters thermo-stabilises et leur procede de fabrication |
| DE2259043C3 (de) * | 1971-12-04 | 1980-04-24 | Toray Industries, Inc., Tokio | Verwendung Lithium und Phosphor enthaltender Polyesterteilchen in faseru.iii- filmbildenden Polyestermassen |
| JPS5517786B2 (enrdf_load_stackoverflow) * | 1972-06-23 | 1980-05-14 | ||
| JPS4961244A (enrdf_load_stackoverflow) * | 1972-10-18 | 1974-06-13 | ||
| JPS5232914B2 (enrdf_load_stackoverflow) * | 1974-05-11 | 1977-08-24 | ||
| JPS602334B2 (ja) * | 1976-01-26 | 1985-01-21 | ユニチカ株式会社 | 芳香族ポリエステル共重合体の安定化方法 |
| CH594006A5 (enrdf_load_stackoverflow) * | 1976-02-02 | 1977-12-30 | Ciba Geigy Ag | |
| EP0005858B1 (en) * | 1978-06-01 | 1983-05-11 | Union Carbide Corporation | Preparation of polyarylates |
| IE50008B1 (en) * | 1979-09-10 | 1986-01-22 | Dart Ind Inc | Improvements in or relating to plastics ovenware |
| DE2945729C2 (de) * | 1979-11-13 | 1982-06-09 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur Herstellung von hochmolekularen, linearen Polyestern |
-
1983
- 1983-05-19 CA CA000428508A patent/CA1220889A/en not_active Expired
- 1983-05-24 IE IE1227/83A patent/IE54907B1/en unknown
- 1983-05-24 AU AU14925/83A patent/AU548153B2/en not_active Ceased
- 1983-05-25 LU LU84818A patent/LU84818A1/fr unknown
- 1983-05-25 BE BE0/210835A patent/BE896826A/fr not_active IP Right Cessation
- 1983-05-26 ZA ZA833836A patent/ZA833836B/xx unknown
- 1983-05-26 FI FI831883A patent/FI74028C/fi not_active IP Right Cessation
- 1983-05-27 GR GR71485A patent/GR78268B/el unknown
- 1983-05-27 NZ NZ204378A patent/NZ204378A/en unknown
- 1983-05-30 MA MA20028A patent/MA19806A1/fr unknown
- 1983-06-03 FR FR8309280A patent/FR2528053B1/fr not_active Expired
- 1983-06-03 DE DE3320188A patent/DE3320188C2/de not_active Expired - Lifetime
- 1983-06-04 KR KR1019830002503A patent/KR910007550B1/ko not_active Expired
- 1983-06-06 CH CH3105/83A patent/CH656885A5/de not_active IP Right Cessation
- 1983-06-06 NO NO832044A patent/NO832044L/no unknown
- 1983-06-07 DK DK258783A patent/DK258783A/da not_active Application Discontinuation
- 1983-06-07 ES ES523061A patent/ES523061A0/es active Granted
- 1983-06-07 PT PT76833A patent/PT76833B/pt unknown
- 1983-06-07 SE SE8303210A patent/SE8303210L/ not_active Application Discontinuation
- 1983-06-07 JP JP58100369A patent/JPH0721049B2/ja not_active Expired - Lifetime
- 1983-06-07 IT IT21506/83A patent/IT1170147B/it active
- 1983-06-08 PH PH29028A patent/PH20492A/en unknown
- 1983-06-08 GB GB08315764A patent/GB2121422B/en not_active Expired
- 1983-06-08 MX MX197577A patent/MX162012A/es unknown
- 1983-06-08 PL PL24241683A patent/PL242416A1/xx unknown
- 1983-06-08 BR BR8303040A patent/BR8303040A/pt unknown
- 1983-06-08 NL NL8302041A patent/NL8302041A/nl not_active Application Discontinuation
Also Published As
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