JPH0441697B2 - - Google Patents

Info

Publication number: JPH0441697B2
Authority: JP; Japan
Prior art keywords: acid; aromatic; rings; lower alkylene; sulfone
Prior art date: 1986-10-29
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

Application number

JP25578586A

Other languages

English (en)

Japanese (ja)

Other versions

JPS63112621A (ja

Inventor

Shunei Inoe

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Toray Industries Inc

Original Assignee

Toray Industries Inc

Priority date (The priority date 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 date listed.)

1986-10-29

Filing date

1986-10-29

Publication date

1992-07-09

1986-10-29 Application filed by Toray Industries Inc filed Critical Toray Industries Inc

1986-10-29 Priority to JP25578586A priority Critical patent/JPS63112621A/ja

1988-05-17 Publication of JPS63112621A publication Critical patent/JPS63112621A/ja

1992-07-09 Publication of JPH0441697B2 publication Critical patent/JPH0441697B2/ja

Status Granted legal-status Critical Current

Links

125000003118 aryl group Chemical group 0.000 claims description 19
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 18
238000004519 manufacturing process Methods 0.000 claims description 12
229920000728 polyester Polymers 0.000 claims description 10
-1 oxy- Chemical class 0.000 claims description 8
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
150000001875 compounds Chemical class 0.000 claims description 7
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 6
BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 6
JTUIDPCUTRXCPW-UHFFFAOYSA-N (6-acetyloxynaphthalen-2-yl) acetate Chemical compound C1=C(OC(C)=O)C=CC2=CC(OC(=O)C)=CC=C21 JTUIDPCUTRXCPW-UHFFFAOYSA-N 0.000 claims description 5
150000003457 sulfones Chemical class 0.000 claims description 5
125000002947 alkylene group Chemical group 0.000 claims description 4
125000005530 alkylenedioxy group Chemical group 0.000 claims description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 claims description 2
125000002723 alicyclic group Chemical group 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims description 2
XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical compound S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 claims description 2
229920000642 polymer Polymers 0.000 description 9
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 8
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
239000002253 acid Substances 0.000 description 6
FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 4
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
229910001873 dinitrogen Inorganic materials 0.000 description 4
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
238000000034 method Methods 0.000 description 4
238000006068 polycondensation reaction Methods 0.000 description 4
238000006116 polymerization reaction Methods 0.000 description 4
238000010438 heat treatment Methods 0.000 description 3
238000002844 melting Methods 0.000 description 3
230000008018 melting Effects 0.000 description 3
238000000465 moulding Methods 0.000 description 3
238000003756 stirring Methods 0.000 description 3
XCZKKZXWDBOGPA-UHFFFAOYSA-N 2-phenylbenzene-1,4-diol Chemical compound OC1=CC=C(O)C(C=2C=CC=CC=2)=C1 XCZKKZXWDBOGPA-UHFFFAOYSA-N 0.000 description 2
URFNSYWAGGETFK-UHFFFAOYSA-N 4,4'-Dihydroxybibenzyl Chemical compound C1=CC(O)=CC=C1CCC1=CC=C(O)C=C1 URFNSYWAGGETFK-UHFFFAOYSA-N 0.000 description 2
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 2
ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 2
PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
229940090248 4-hydroxybenzoic acid Drugs 0.000 description 2
229920000106 Liquid crystal polymer Polymers 0.000 description 2
239000004977 Liquid-crystal polymers (LCPs) Substances 0.000 description 2
BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 2
238000006640 acetylation reaction Methods 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 2
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 description 2
238000006243 chemical reaction Methods 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
239000007858 starting material Substances 0.000 description 2
CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 2
YLAVAANBVJPQIB-UHFFFAOYSA-N (1-acetyloxynaphthalen-2-yl) acetate Chemical compound C1=CC=CC2=C(OC(C)=O)C(OC(=O)C)=CC=C21 YLAVAANBVJPQIB-UHFFFAOYSA-N 0.000 description 1
150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
XBNGYFFABRKICK-UHFFFAOYSA-N 2,3,4,5,6-pentafluorophenol Chemical compound OC1=C(F)C(F)=C(F)C(F)=C1F XBNGYFFABRKICK-UHFFFAOYSA-N 0.000 description 1
DNUYOWCKBJFOGS-UHFFFAOYSA-N 2-[[10-(2,2-dicarboxyethyl)anthracen-9-yl]methyl]propanedioic acid Chemical compound C1=CC=C2C(CC(C(=O)O)C(O)=O)=C(C=CC=C3)C3=C(CC(C(O)=O)C(O)=O)C2=C1 DNUYOWCKBJFOGS-UHFFFAOYSA-N 0.000 description 1
XRCRJFOGPCJKPF-UHFFFAOYSA-N 2-butylbenzene-1,4-diol Chemical compound CCCCC1=CC(O)=CC=C1O XRCRJFOGPCJKPF-UHFFFAOYSA-N 0.000 description 1
VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
VWGKEVWFBOUAND-UHFFFAOYSA-N 4,4'-thiodiphenol Chemical compound C1=CC(O)=CC=C1SC1=CC=C(O)C=C1 VWGKEVWFBOUAND-UHFFFAOYSA-N 0.000 description 1
WVDRSXGPQWNUBN-UHFFFAOYSA-N 4-(4-carboxyphenoxy)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1OC1=CC=C(C(O)=O)C=C1 WVDRSXGPQWNUBN-UHFFFAOYSA-N 0.000 description 1
NEQFBGHQPUXOFH-UHFFFAOYSA-N 4-(4-carboxyphenyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C=C1 NEQFBGHQPUXOFH-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
BLTVSIJVJFEGQK-UHFFFAOYSA-N 4-[2-(4-carboxy-2-chlorophenoxy)ethoxy]-3-chlorobenzoic acid Chemical compound ClC1=CC(C(=O)O)=CC=C1OCCOC1=CC=C(C(O)=O)C=C1Cl BLTVSIJVJFEGQK-UHFFFAOYSA-N 0.000 description 1
VAXBLYWAVAIJJJ-UHFFFAOYSA-N 4-[2-(4-carboxyphenoxy)ethoxy]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1OCCOC1=CC=C(C(O)=O)C=C1 VAXBLYWAVAIJJJ-UHFFFAOYSA-N 0.000 description 1
HCUNREWMFYCWAQ-UHFFFAOYSA-N 4-[2-(4-carboxyphenyl)ethyl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1CCC1=CC=C(C(O)=O)C=C1 HCUNREWMFYCWAQ-UHFFFAOYSA-N 0.000 description 1
CLMNUWIUDGZFCN-UHFFFAOYSA-N 4-[2-(4-hydroxyphenoxy)ethoxy]phenol Chemical compound C1=CC(O)=CC=C1OCCOC1=CC=C(O)C=C1 CLMNUWIUDGZFCN-UHFFFAOYSA-N 0.000 description 1
229920000049 Carbon (fiber) Polymers 0.000 description 1
MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
230000021736 acetylation Effects 0.000 description 1
239000000654 additive Substances 0.000 description 1
229960004050 aminobenzoic acid Drugs 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
CFQGDIWRTHFZMQ-UHFFFAOYSA-N argon helium Chemical compound [He].[Ar] CFQGDIWRTHFZMQ-UHFFFAOYSA-N 0.000 description 1
239000010425 asbestos Substances 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
239000004305 biphenyl Substances 0.000 description 1
238000000071 blow moulding Methods 0.000 description 1
239000004917 carbon fiber Substances 0.000 description 1
AJPXTSMULZANCB-UHFFFAOYSA-N chlorohydroquinone Chemical compound OC1=CC=C(O)C(Cl)=C1 AJPXTSMULZANCB-UHFFFAOYSA-N 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
238000000748 compression moulding Methods 0.000 description 1
239000000470 constituent Substances 0.000 description 1
ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
229920006351 engineering plastic Polymers 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000000446 fuel Substances 0.000 description 1
239000003365 glass fiber Substances 0.000 description 1
NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
230000001771 impaired effect Effects 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
238000001746 injection moulding Methods 0.000 description 1
239000004973 liquid crystal related substance Substances 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
IJFXRHURBJZNAO-UHFFFAOYSA-N meta--hydroxybenzoic acid Natural products OC(=O)C1=CC=CC(O)=C1 IJFXRHURBJZNAO-UHFFFAOYSA-N 0.000 description 1
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
239000006082 mold release agent Substances 0.000 description 1
RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
WPUMVKJOWWJPRK-UHFFFAOYSA-N naphthalene-2,7-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=CC2=CC(C(=O)O)=CC=C21 WPUMVKJOWWJPRK-UHFFFAOYSA-N 0.000 description 1
DFQICHCWIIJABH-UHFFFAOYSA-N naphthalene-2,7-diol Chemical compound C1=CC(O)=CC2=CC(O)=CC=C21 DFQICHCWIIJABH-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000002667 nucleating agent Substances 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachloro-phenol Natural products OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 1
ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
239000000049 pigment Substances 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
239000012744 reinforcing agent Substances 0.000 description 1
229910052895 riebeckite Inorganic materials 0.000 description 1
238000005070 sampling Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000000859 sublimation Methods 0.000 description 1
230000008022 sublimation Effects 0.000 description 1
229920005992 thermoplastic resin Polymers 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Landscapes

Polyesters Or Polycarbonates (AREA)

JP25578586A 1986-10-29 1986-10-29 耐熱性ポリエステルの製造方法 Granted JPS63112621A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP25578586A JPS63112621A (ja)	1986-10-29	1986-10-29	耐熱性ポリエステルの製造方法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP25578586A JPS63112621A (ja)	1986-10-29	1986-10-29	耐熱性ポリエステルの製造方法

Publications (2)

Publication Number	Publication Date
JPS63112621A JPS63112621A (ja)	1988-05-17
JPH0441697B2 true JPH0441697B2 (fr)	1992-07-09

Family

ID=17283597

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP25578586A Granted JPS63112621A (ja)	1986-10-29	1986-10-29	耐熱性ポリエステルの製造方法

Country Status (1)

Country	Link
JP (1)	JPS63112621A (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4746566A (en) *	1987-05-06	1988-05-24	E. I. Dupont De Nemours And Company	Optically anisotropic melt forming aromatic copolyesters based on t-butyl-4-hydroxybenzoic acid

1986
- 1986-10-29 JP JP25578586A patent/JPS63112621A/ja active Granted

Also Published As

Publication number	Publication date
JPS63112621A (ja)	1988-05-17

Publication	Publication Date	Title
JP2515744B2 (ja)	1996-07-10	耐熱性芳香族ポリエステル
US5138021A (en)	1992-08-11	Thermotropic aromatic copolyesters comprising recurring structural units derived from para-(para-hydroxyphenoxy)benzoic acid or derivative thereof
EP0272676A2 (fr)	1988-06-29	Polyester Totalement aromatique et procédé pour sa production
EP0324608A2 (fr)	1989-07-19	Polyesters aromatiques thermotropes cristallins liquides
EP0391368A1 (fr)	1990-10-10	Polyester liquide cristallin cholestérique contenant un groupe optiquement actif
US4311824A (en)	1982-01-19	Thermotropic alkylaromatic copolyesters
US5071942A (en)	1991-12-10	Melt processable thermotropic aromatic copolyesters
JPH0441697B2 (fr)	1992-07-09
KR940010342B1 (ko)	1994-10-22	공폴리에스테르의 제조방법
EP0289802A2 (fr)	1988-11-09	Copolyesters aromatiques formant des masses fondues optiquement anisotropes à base d'acide t-butyl-4-hydroxybenzoique
JPH05287061A (ja)	1993-11-02	液晶ポリマー組成物
US4978735A (en)	1990-12-18	Thermotropic liquid crystalline aromatic polyester from 3,3'-diphenyl-4,4'-d
JPH03126718A (ja)	1991-05-29	芳香族ポリエステル
US4904756A (en)	1990-02-27	Moldable/extrudable thermotropic copolyesters/copolyesteramides
JP2008088322A (ja)	2008-04-17	全芳香族ポリエステルアミドの製造方法
JPH0579244B2 (fr)	1993-11-01
JP3267021B2 (ja)	2002-03-18	芳香族コポリエステル
JP3267029B2 (ja)	2002-03-18	芳香族コポリエステル
JP2565792B2 (ja)	1996-12-18	芳香族コポリエステル
JP3116373B2 (ja)	2000-12-11	共重合ポリエステル及びその製造法
JP3077854B2 (ja)	2000-08-21	芳香族コポリエステル
JP2588798B2 (ja)	1997-03-12	芳香族コポリエステル
JP2588800B2 (ja)	1997-03-12	芳香族コポリエステル
JPH03229722A (ja)	1991-10-11	サーモトロピックコポリエステル
JP3077852B2 (ja)	2000-08-21	芳香族コポリエステル