TW200400980A - Bis-hydroxyphenyl menthane polyesters and polyester/polycarbonates and methods for making same - Google Patents
Bis-hydroxyphenyl menthane polyesters and polyester/polycarbonates and methods for making same Download PDFInfo
- Publication number
- TW200400980A TW200400980A TW092116824A TW92116824A TW200400980A TW 200400980 A TW200400980 A TW 200400980A TW 092116824 A TW092116824 A TW 092116824A TW 92116824 A TW92116824 A TW 92116824A TW 200400980 A TW200400980 A TW 200400980A
- Authority
- TW
- Taiwan
- Prior art keywords
- patent application
- copolymer
- item
- scope
- residues
- Prior art date
Links
- 229920000728 polyester Polymers 0.000 title claims abstract description 33
- 238000000034 method Methods 0.000 title claims description 21
- -1 Bis-hydroxyphenyl menthane Chemical compound 0.000 title claims description 5
- 239000004417 polycarbonate Substances 0.000 title abstract description 17
- 229920000515 polycarbonate Polymers 0.000 title abstract description 14
- 125000005498 phthalate group Chemical class 0.000 claims abstract description 10
- 229920001577 copolymer Polymers 0.000 claims description 35
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 33
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 21
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 21
- LJROKJGQSPMTKB-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)-pyridin-2-ylmethyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1N=CC=CC=1)C1=CC=C(O)C=C1 LJROKJGQSPMTKB-UHFFFAOYSA-N 0.000 claims description 18
- 239000011541 reaction mixture Substances 0.000 claims description 17
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 16
- 239000002253 acid Substances 0.000 claims description 14
- 230000009477 glass transition Effects 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical group OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- 238000005886 esterification reaction Methods 0.000 claims description 7
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical group OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical group C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 230000032050 esterification Effects 0.000 claims description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 3
- 125000001142 dicarboxylic acid group Chemical group 0.000 claims description 2
- MILSYCKGLDDVLM-UHFFFAOYSA-N 2-phenylpropan-2-ylbenzene Chemical group C=1C=CC=CC=1C(C)(C)C1=CC=CC=C1 MILSYCKGLDDVLM-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 150000007857 hydrazones Chemical class 0.000 claims 1
- IFXCFXBIEFACDX-UHFFFAOYSA-N 4-[5-(4-hydroxyphenyl)-5-methyl-2-propan-2-ylcyclohexyl]phenol Chemical compound CC(C)C1CCC(C)(C=2C=CC(O)=CC=2)CC1C1=CC=C(O)C=C1 IFXCFXBIEFACDX-UHFFFAOYSA-N 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 description 17
- 238000006243 chemical reaction Methods 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 239000000052 vinegar Substances 0.000 description 7
- 235000021419 vinegar Nutrition 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 239000000376 reactant Substances 0.000 description 5
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical group ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 4
- 239000003518 caustics Substances 0.000 description 4
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- QBDSZLJBMIMQRS-UHFFFAOYSA-N p-Cumylphenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=CC=C1 QBDSZLJBMIMQRS-UHFFFAOYSA-N 0.000 description 4
- NKTOLZVEWDHZMU-UHFFFAOYSA-N p-cumyl phenol Natural products CC1=CC=C(C)C(O)=C1 NKTOLZVEWDHZMU-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- 101100424627 Caenorhabditis elegans mec-12 gene Proteins 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 125000003963 dichloro group Chemical group Cl* 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- LXNHXLLTXMVWPM-UHFFFAOYSA-N pyridoxine Chemical compound CC1=NC=C(CO)C(CO)=C1O LXNHXLLTXMVWPM-UHFFFAOYSA-N 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- IRHVLQMEQPABHG-ZLYSWTFPSA-N (3r,4r,5r,6r,7r,8r,9s,10r,13r,14r,17r)-3,4,6,7-tetrahydroxy-17-[(1s)-1-[(2s,4s)-6-hydroxy-4-propan-2-yloxan-2-yl]ethyl]-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,16,17-tetradecahydrocyclopenta[a]phenanthren-15-one Chemical compound C1[C@H](C(C)C)CC(O)O[C@@H]1[C@@H](C)[C@@H]1[C@@]2(C)CC[C@@H]3[C@@]4(C)CC[C@@H](O)[C@H](O)[C@@H]4[C@@H](O)[C@H](O)[C@H]3[C@H]2C(=O)C1 IRHVLQMEQPABHG-ZLYSWTFPSA-N 0.000 description 1
- OHVLMTFVQDZYHP-UHFFFAOYSA-N 1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-2-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]ethanone Chemical compound N1N=NC=2CN(CCC=21)C(CN1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)=O OHVLMTFVQDZYHP-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical group OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- YARRYELVFRQCHH-UHFFFAOYSA-N C(C1=CC=CC=C1)(=O)O.C(=O)(O)Cl Chemical group C(C1=CC=CC=C1)(=O)O.C(=O)(O)Cl YARRYELVFRQCHH-UHFFFAOYSA-N 0.000 description 1
- 241001164374 Calyx Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000000712 assembly Effects 0.000 description 1
- 238000000429 assembly Methods 0.000 description 1
- 238000011021 bench scale process Methods 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000002981 blocking agent Substances 0.000 description 1
- MMCOUVMKNAHQOY-UHFFFAOYSA-N carbonoperoxoic acid Chemical group OOC(O)=O MMCOUVMKNAHQOY-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- CFJYNSNXFXLKNS-UHFFFAOYSA-N p-menthane Chemical compound CC(C)C1CCC(C)CC1 CFJYNSNXFXLKNS-UHFFFAOYSA-N 0.000 description 1
- 230000003071 parasitic effect Effects 0.000 description 1
- AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical compound ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 235000008160 pyridoxine Nutrition 0.000 description 1
- 239000011677 pyridoxine Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000000807 solvent casting Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 238000005406 washing Methods 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
-
- 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
-
- 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
- C08G63/88—Post-polymerisation treatment
-
- 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
- C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G2650/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterized by the type of post-polymerisation functionalisation
- C08G2650/04—End-capping
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)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/064,323 US6713592B2 (en) | 2002-07-02 | 2002-07-02 | Bis-hydroxyphenyl menthane polyesters and polyester/polycarbonates and methods for preparing same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW200400980A true TW200400980A (en) | 2004-01-16 |
Family
ID=29998835
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW092116824A TW200400980A (en) | 2002-07-02 | 2003-06-20 | Bis-hydroxyphenyl menthane polyesters and polyester/polycarbonates and methods for making same |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6713592B2 (enExample) |
| EP (1) | EP1519976B1 (enExample) |
| JP (1) | JP4468808B2 (enExample) |
| KR (1) | KR100980517B1 (enExample) |
| CN (1) | CN1678657A (enExample) |
| AT (1) | ATE399807T1 (enExample) |
| AU (1) | AU2003238858A1 (enExample) |
| DE (1) | DE60321912D1 (enExample) |
| TW (1) | TW200400980A (enExample) |
| WO (1) | WO2004005367A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6689862B2 (en) * | 2002-07-03 | 2004-02-10 | General Electric Company | Polyestercarbonates and methods of manufacture |
| US8497343B2 (en) * | 2005-04-06 | 2013-07-30 | Sabic Innovative Plastics Ip B.V. | Polyarylate compositions and articles therefrom |
| JP4832559B2 (ja) * | 2009-09-14 | 2011-12-07 | ニッタ株式会社 | ポリエステル及びその製造法 |
| JP2011084638A (ja) * | 2009-10-15 | 2011-04-28 | Muroran Institute Of Technology | 芳香族ポリエステル |
| JP2011190334A (ja) * | 2010-03-13 | 2011-09-29 | Muroran Institute Of Technology | 芳香族ポリエステル用改質剤及びそれを含む芳香族ポリエステル樹脂組成物 |
| WO2012017540A1 (ja) * | 2010-08-05 | 2012-02-09 | 国立大学法人室蘭工業大学 | 芳香族ポリエステル及びその製造方法 |
| KR200487739Y1 (ko) | 2018-06-27 | 2018-10-26 | 심동욱 | 기능성 구이팬 |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3380965A (en) | 1964-02-10 | 1968-04-30 | Union Carbide Corp | Process of preparing acetylenically unsaturated polycarbonates |
| JPS529048A (en) | 1975-07-11 | 1977-01-24 | Matsushita Electric Ind Co Ltd | A flame-retardant thermoplastic resin composition |
| JPS6256488A (ja) | 1985-09-05 | 1987-03-12 | Mitsui Petrochem Ind Ltd | キナゾリン誘導体および医薬用途 |
| JP2845475B2 (ja) | 1989-02-16 | 1999-01-13 | 王子製紙株式会社 | 染料熱転写画像受容シート |
| JPH073002A (ja) | 1992-09-15 | 1995-01-06 | Yasuhara Chem Kk | ポリカーボネート樹脂の製造方法 |
| US5480959A (en) | 1993-05-17 | 1996-01-02 | General Electric Company | Substantially pure bisphenols and polymers comprising bisphenols |
| JPH0726126A (ja) * | 1993-07-13 | 1995-01-27 | Unitika Ltd | 樹脂組成物 |
| JPH08198791A (ja) | 1995-01-26 | 1996-08-06 | Yasuhara Chem Kk | 新規テルペンジフェノール化合物 |
| JP3608865B2 (ja) | 1995-03-30 | 2005-01-12 | 三井化学株式会社 | 高耐熱性、低誘電率の積層板用エポキシ樹脂組成物 |
| JP3973239B2 (ja) * | 1995-04-06 | 2007-09-12 | 日本ジーイープラスチックス株式会社 | ジヒドロキシ化合物混合物および重合体 |
| JPH0962007A (ja) | 1995-08-25 | 1997-03-07 | Yasuhara Chem Kk | ポジ型フォトレジスト組成物 |
| JPH0961999A (ja) | 1995-08-25 | 1997-03-07 | Yasuhara Chem Kk | ポジ型フォトレジスト組成物 |
| JPH0962000A (ja) | 1995-08-25 | 1997-03-07 | Yasuhara Chem Kk | ポジ型フォトレジスト組成物 |
| JP3468935B2 (ja) | 1995-09-01 | 2003-11-25 | 出光興産株式会社 | 電子写真感光体 |
| JPH0990636A (ja) | 1995-09-26 | 1997-04-04 | Yasuhara Chem Kk | ポジ型フォトレジスト組成物 |
| JPH09160234A (ja) | 1995-12-08 | 1997-06-20 | Fuji Photo Film Co Ltd | ポジ型フォトレジスト組成物 |
| JPH09255770A (ja) | 1996-03-26 | 1997-09-30 | Teijin Ltd | ポリカーボネート共重合体およびその製造方法 |
| JP3710214B2 (ja) * | 1996-07-04 | 2005-10-26 | ユニチカ株式会社 | 絶縁フィルムおよび誘電体フィルム |
| JPH1025333A (ja) | 1996-07-10 | 1998-01-27 | Yuka Shell Epoxy Kk | 半導体封止用エポキシ樹脂組成物 |
| JPH10110007A (ja) | 1996-10-08 | 1998-04-28 | Yasuhara Chem Kk | エネルギー線硬化型樹脂組成物 |
| JP3789603B2 (ja) | 1997-06-30 | 2006-06-28 | 三井化学株式会社 | 多層プリント配線板用熱硬化性樹脂組成物 |
| JPH1180306A (ja) | 1997-09-08 | 1999-03-26 | Yasuhara Chem Co Ltd | ウレタン樹脂組成物 |
| JP2000273160A (ja) * | 1999-03-24 | 2000-10-03 | Unitika Ltd | 被膜形成用樹脂及びそれから得られる塗工液 |
| JP2001279167A (ja) | 2000-03-31 | 2001-10-10 | Chugoku Marine Paints Ltd | 防食塗料組成物、その塗膜、その塗膜で被覆された基材および防食方法 |
| JP4351367B2 (ja) * | 2000-08-10 | 2009-10-28 | 帝人株式会社 | 樹脂組成物 |
| US20020197441A1 (en) * | 2001-03-29 | 2002-12-26 | Ramesh Hariharan | Storage medium for data |
-
2002
- 2002-07-02 US US10/064,323 patent/US6713592B2/en not_active Expired - Fee Related
-
2003
- 2003-05-28 DE DE60321912T patent/DE60321912D1/de not_active Expired - Fee Related
- 2003-05-28 JP JP2004519570A patent/JP4468808B2/ja not_active Expired - Fee Related
- 2003-05-28 AU AU2003238858A patent/AU2003238858A1/en not_active Abandoned
- 2003-05-28 AT AT03734315T patent/ATE399807T1/de not_active IP Right Cessation
- 2003-05-28 KR KR1020047021679A patent/KR100980517B1/ko not_active Expired - Fee Related
- 2003-05-28 WO PCT/US2003/017176 patent/WO2004005367A1/en not_active Ceased
- 2003-05-28 EP EP03734315A patent/EP1519976B1/en not_active Expired - Lifetime
- 2003-05-28 CN CNA038200015A patent/CN1678657A/zh active Pending
- 2003-06-20 TW TW092116824A patent/TW200400980A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US20040006193A1 (en) | 2004-01-08 |
| US6713592B2 (en) | 2004-03-30 |
| AU2003238858A1 (en) | 2004-01-23 |
| KR100980517B1 (ko) | 2010-09-06 |
| EP1519976A1 (en) | 2005-04-06 |
| WO2004005367A1 (en) | 2004-01-15 |
| CN1678657A (zh) | 2005-10-05 |
| DE60321912D1 (de) | 2008-08-14 |
| JP2005531682A (ja) | 2005-10-20 |
| EP1519976B1 (en) | 2008-07-02 |
| ATE399807T1 (de) | 2008-07-15 |
| KR20050016707A (ko) | 2005-02-21 |
| JP4468808B2 (ja) | 2010-05-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TWI834822B (zh) | 光學透鏡 | |
| CN103804155B (zh) | 二醇以及聚碳酸酯树脂或聚酯树脂 | |
| TW200400980A (en) | Bis-hydroxyphenyl menthane polyesters and polyester/polycarbonates and methods for making same | |
| JP3121012B2 (ja) | テレフタル酸、２，６−ナフタレンジカルボン酸及びハイドロキノンからのポリエステル | |
| CN103476825B (zh) | 由芴衍生物构成的热塑性树脂 | |
| CN103080201B (zh) | 有机-无机复合材料、成型品和光学元件 | |
| JPS5925818A (ja) | ポリ（エステルカ−ボネ−ト）を製造する方法 | |
| JP2010209053A (ja) | ２価アルコール類、ポリカーボネート樹脂、ポリエステル樹脂、それらからなる成形体、および光学素子 | |
| JP3862538B2 (ja) | 新規なポリエステル重合体とその製造法 | |
| JP2636042B2 (ja) | ４，４▲′′′▼―ジヒドロキシクォーターフェニル誘導体およびその製造方法 | |
| JP2001064374A (ja) | 新規なポリエステル重合体とその製造法 | |
| JPH0971640A (ja) | ポリエステル樹脂およびそれを含有するフィルム | |
| JPS6312097B2 (enExample) | ||
| JP2001064372A (ja) | 機能性ポリエステル重合体とその製造法 | |
| WO2001092370A1 (fr) | Carbonate de polyester totalement aromatique et son procede de preparation | |
| JPH06239999A (ja) | ポリエーテルスルホンを含むエステルの製造方法 | |
| JP3538444B2 (ja) | ジヒドロキシ化合物およびその製造方法 | |
| JP2001064373A (ja) | 機能性ポリエステル重合体とその製造法 | |
| JPH05262864A (ja) | 芳香族ポリエステルの製造法 | |
| JP2003301034A (ja) | ポリアリレートの製造方法 | |
| JP3162482B2 (ja) | 芳香族ポリエステルの製造方法 | |
| JPH02117916A (ja) | 熱互変液晶芳香族ポリエステル | |
| JPH09235364A (ja) | ポリエステルおよびポリエステルカーボネートの製造方法 | |
| JP2002069164A (ja) | 全芳香族ポリエステルカーボネートおよびその製造方法 | |
| JP5256445B2 (ja) | ジベンズアゼピン共重合体 |