JPS60104126A - 芳香族ポリチオエーテルケトンの製法 - Google Patents
芳香族ポリチオエーテルケトンの製法Info
- Publication number
- JPS60104126A JPS60104126A JP21152983A JP21152983A JPS60104126A JP S60104126 A JPS60104126 A JP S60104126A JP 21152983 A JP21152983 A JP 21152983A JP 21152983 A JP21152983 A JP 21152983A JP S60104126 A JPS60104126 A JP S60104126A
- Authority
- JP
- Japan
- Prior art keywords
- aromatic
- bis
- polythioetherketone
- general formula
- sulfide
- 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.)
- Granted
Links
- 125000003118 aryl group Chemical group 0.000 title description 8
- 238000004519 manufacturing process Methods 0.000 title description 5
- -1 thioether ketones Chemical class 0.000 claims description 12
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 239000002841 Lewis acid Substances 0.000 claims description 5
- 150000007517 lewis acids Chemical class 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 150000001491 aromatic compounds Chemical class 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 21
- 238000006243 chemical reaction Methods 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 4
- LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical compound C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 3
- 150000003568 thioethers Chemical class 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 2
- OHZZTXYKLXZFSZ-UHFFFAOYSA-I manganese(3+) 5,10,15-tris(1-methylpyridin-1-ium-4-yl)-20-(1-methylpyridin-4-ylidene)porphyrin-22-ide pentachloride Chemical compound [Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Mn+3].C1=CN(C)C=CC1=C1C(C=C2)=NC2=C(C=2C=C[N+](C)=CC=2)C([N-]2)=CC=C2C(C=2C=C[N+](C)=CC=2)=C(C=C2)N=C2C(C=2C=C[N+](C)=CC=2)=C2N=C1C=C2 OHZZTXYKLXZFSZ-UHFFFAOYSA-I 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 description 1
- QIWRAJMIEDRYNM-UHFFFAOYSA-N 1-bromo-3-(3-bromophenyl)sulfanylbenzene Chemical compound BrC1=CC=CC(SC=2C=C(Br)C=CC=2)=C1 QIWRAJMIEDRYNM-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- VECFIRWWXYYZIG-UHFFFAOYSA-N 1-chloro-3-(3-chlorophenyl)sulfanylbenzene Chemical compound ClC1=CC=CC(SC=2C=C(Cl)C=CC=2)=C1 VECFIRWWXYYZIG-UHFFFAOYSA-N 0.000 description 1
- ZQXCQTAELHSNAT-UHFFFAOYSA-N 1-chloro-3-nitro-5-(trifluoromethyl)benzene Chemical compound [O-][N+](=O)C1=CC(Cl)=CC(C(F)(F)F)=C1 ZQXCQTAELHSNAT-UHFFFAOYSA-N 0.000 description 1
- YNJLAXHIFOICPE-UHFFFAOYSA-N 1-chloro-3-phenylsulfanylbenzene Chemical compound ClC1=CC=CC(SC=2C=CC=CC=2)=C1 YNJLAXHIFOICPE-UHFFFAOYSA-N 0.000 description 1
- KDVZVJJEKCJEEP-UHFFFAOYSA-N 1-ethyl-3-(3-ethylphenyl)sulfanylbenzene Chemical compound CCC1=CC=CC(SC=2C=C(CC)C=CC=2)=C1 KDVZVJJEKCJEEP-UHFFFAOYSA-N 0.000 description 1
- RMJUJVMUJKARID-UHFFFAOYSA-N 1-methoxy-3-(3-methoxyphenyl)sulfanylbenzene Chemical compound COC1=CC=CC(SC=2C=C(OC)C=CC=2)=C1 RMJUJVMUJKARID-UHFFFAOYSA-N 0.000 description 1
- AWUUCLCBZNMLCD-UHFFFAOYSA-N 1-methyl-3-(3-methylphenyl)sulfanylbenzene Chemical compound CC1=CC=CC(SC=2C=C(C)C=CC=2)=C1 AWUUCLCBZNMLCD-UHFFFAOYSA-N 0.000 description 1
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- PQLAYKMGZDUDLQ-UHFFFAOYSA-K aluminium bromide Chemical compound Br[Al](Br)Br PQLAYKMGZDUDLQ-UHFFFAOYSA-K 0.000 description 1
- 150000001463 antimony compounds Chemical class 0.000 description 1
- FAPDDOBMIUGHIN-UHFFFAOYSA-K antimony trichloride Chemical compound Cl[Sb](Cl)Cl FAPDDOBMIUGHIN-UHFFFAOYSA-K 0.000 description 1
- 150000008378 aryl ethers Chemical class 0.000 description 1
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001643 poly(ether ketone) Polymers 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- KPGXUAIFQMJJFB-UHFFFAOYSA-H tungsten hexachloride Chemical compound Cl[W](Cl)(Cl)(Cl)(Cl)Cl KPGXUAIFQMJJFB-UHFFFAOYSA-H 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
Landscapes
- Polyethers (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21152983A JPS60104126A (ja) | 1983-11-10 | 1983-11-10 | 芳香族ポリチオエーテルケトンの製法 |
| DE8484111574T DE3472262D1 (en) | 1983-09-29 | 1984-09-27 | Process for producing aromatic polyether ketones and polythioether ketones |
| EP84111574A EP0135938B1 (en) | 1983-09-29 | 1984-09-27 | Process for producing aromatic polyether ketones and polythioether ketones |
| US06/656,325 US4661581A (en) | 1983-09-29 | 1984-10-01 | Process for producing aromatic polyether ketones and polythioether ketones |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21152983A JPS60104126A (ja) | 1983-11-10 | 1983-11-10 | 芳香族ポリチオエーテルケトンの製法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60104126A true JPS60104126A (ja) | 1985-06-08 |
| JPH0460137B2 JPH0460137B2 (enrdf_load_stackoverflow) | 1992-09-25 |
Family
ID=16607387
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP21152983A Granted JPS60104126A (ja) | 1983-09-29 | 1983-11-10 | 芳香族ポリチオエーテルケトンの製法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60104126A (enrdf_load_stackoverflow) |
Cited By (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61138627A (ja) * | 1984-12-11 | 1986-06-26 | Mitsubishi Chem Ind Ltd | 芳香族ポリケトンの製造法 |
| JPS62119230A (ja) * | 1985-11-20 | 1987-05-30 | Mitsubishi Chem Ind Ltd | 芳香族ポリ（チオ）エ−テルケトンの製造法 |
| JPS62241922A (ja) * | 1986-04-14 | 1987-10-22 | Mitsubishi Chem Ind Ltd | 芳香属ポリ（チオ）エ−テルケトンの製造法 |
| EP0293117A2 (en) | 1987-05-15 | 1988-11-30 | Kureha Kagaku Kogyo Kabushiki Kaisha | Heat-resistant molded or formed articles and production process thereof |
| EP0293118A2 (en) | 1987-05-15 | 1988-11-30 | Kureha Kagaku Kogyo Kabushiki Kaisha | Molded or formed poly(arylene thioether-ketone) articles |
| EP0293113A2 (en) | 1987-05-15 | 1988-11-30 | Kureha Kagaku Kogyo Kabushiki Kaisha | Stretched poly(arylene thioether-ketone) films and production process thereof |
| US4826906A (en) * | 1987-06-22 | 1989-05-02 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether-ketone) compositions improved in both melt stability and crystallinity |
| US4873283A (en) * | 1987-05-15 | 1989-10-10 | Kureha Kagaku Kogyo K.K. | Molded or formed poly(arylene thioether-ketone) articles |
| US4886871A (en) * | 1987-05-15 | 1989-12-12 | Kureha Kagaku Kogyo K. K. | Melt-stable poly(arylene thioetherketone) and production process thereof |
| US4895893A (en) * | 1987-05-15 | 1990-01-23 | Kureha Kagaku Kogyo K.K. | Heat-resistant resin compositions, and heat-resistant molded or formed articles and production process thereof |
| US4895924A (en) * | 1987-05-15 | 1990-01-23 | Kureha Kagaku Kogyo K. K. | Poly(arylene thioether-ketone) fibers and production process thereof |
| US4895892A (en) * | 1987-05-15 | 1990-01-23 | Kureha Kagaku Kogyo K.K. | Melt-stable poly(arylene thioether-ketone) compositions |
| US4897238A (en) * | 1987-05-15 | 1990-01-30 | Kureha Kagaku Kogyo K.K. | Stretched poly(arylene thioether-ketone) films and production process thereof |
| US4910086A (en) * | 1987-12-25 | 1990-03-20 | Kureha Kagaku Kogyo K.K. | Resin coated metal body |
| US4960806A (en) * | 1988-10-25 | 1990-10-02 | Kureha Kagaku Kagyo K.K. | Stretched poly(arylene thioether) block copolymer films and production process thereof |
| US4960555A (en) * | 1988-10-25 | 1990-10-02 | Kureha Kagaku Kogho K.K. | Poly (arylene thioether) block copolymer fibers and production process thereof |
| US4975479A (en) * | 1988-10-25 | 1990-12-04 | Kureha Kagaku Kogyo K.K. | Heat-resistant thermoplastic resin composition |
| US5008370A (en) * | 1988-11-11 | 1991-04-16 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether-ketones) improved in melt stability and preparation process thereof |
| US5045630A (en) * | 1988-11-11 | 1991-09-03 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether-ketones) improved in melt stability and preparation process thereof |
| US5110681A (en) * | 1987-10-30 | 1992-05-05 | Kureha Kagaku Kogyo K. K. | Melt-stable poly(arylene thioether-ketone) prepregs and molded or formed products thereof |
| US5120808A (en) * | 1988-10-25 | 1992-06-09 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether) block copolymer and production process thereof |
| US5153278A (en) * | 1988-10-25 | 1992-10-06 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether) block copolymer and production process thereof |
| US5153264A (en) * | 1988-10-25 | 1992-10-06 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether) block copolymer and production process thereof |
| US5153279A (en) * | 1988-10-25 | 1992-10-06 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether) block copolymer and production process thereof |
| US5250636A (en) * | 1990-04-25 | 1993-10-05 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether-ketone-ketone) copolymer and production process thereof |
| US5258440A (en) * | 1991-05-10 | 1993-11-02 | Kureha Kagaku Kogyo K. K. | Resin compositions of high heat resistance |
| US5391646A (en) * | 1990-04-25 | 1995-02-21 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether-ketone) copolymer and production process thereof |
-
1983
- 1983-11-10 JP JP21152983A patent/JPS60104126A/ja active Granted
Cited By (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61138627A (ja) * | 1984-12-11 | 1986-06-26 | Mitsubishi Chem Ind Ltd | 芳香族ポリケトンの製造法 |
| JPS62119230A (ja) * | 1985-11-20 | 1987-05-30 | Mitsubishi Chem Ind Ltd | 芳香族ポリ（チオ）エ−テルケトンの製造法 |
| JPS62241922A (ja) * | 1986-04-14 | 1987-10-22 | Mitsubishi Chem Ind Ltd | 芳香属ポリ（チオ）エ−テルケトンの製造法 |
| US4886871A (en) * | 1987-05-15 | 1989-12-12 | Kureha Kagaku Kogyo K. K. | Melt-stable poly(arylene thioetherketone) and production process thereof |
| US4895925A (en) * | 1987-05-15 | 1990-01-23 | Kureha Kagaku Kogyo K.K. | Melt-stable poly(arylene thioether-ketone) and production process thereof |
| EP0293113A2 (en) | 1987-05-15 | 1988-11-30 | Kureha Kagaku Kogyo Kabushiki Kaisha | Stretched poly(arylene thioether-ketone) films and production process thereof |
| EP0293117A2 (en) | 1987-05-15 | 1988-11-30 | Kureha Kagaku Kogyo Kabushiki Kaisha | Heat-resistant molded or formed articles and production process thereof |
| US4873283A (en) * | 1987-05-15 | 1989-10-10 | Kureha Kagaku Kogyo K.K. | Molded or formed poly(arylene thioether-ketone) articles |
| US4897238A (en) * | 1987-05-15 | 1990-01-30 | Kureha Kagaku Kogyo K.K. | Stretched poly(arylene thioether-ketone) films and production process thereof |
| US4895893A (en) * | 1987-05-15 | 1990-01-23 | Kureha Kagaku Kogyo K.K. | Heat-resistant resin compositions, and heat-resistant molded or formed articles and production process thereof |
| EP0293118A2 (en) | 1987-05-15 | 1988-11-30 | Kureha Kagaku Kogyo Kabushiki Kaisha | Molded or formed poly(arylene thioether-ketone) articles |
| US4895924A (en) * | 1987-05-15 | 1990-01-23 | Kureha Kagaku Kogyo K. K. | Poly(arylene thioether-ketone) fibers and production process thereof |
| US4895912A (en) * | 1987-05-15 | 1990-01-23 | Kureha Kagaku Kogyo K.K. | Stretched poly(arylene thioether-ketone) films and production process thereof |
| US4895691A (en) * | 1987-05-15 | 1990-01-23 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether-ketone) fibers and production process thereof |
| US4895892A (en) * | 1987-05-15 | 1990-01-23 | Kureha Kagaku Kogyo K.K. | Melt-stable poly(arylene thioether-ketone) compositions |
| US4826906A (en) * | 1987-06-22 | 1989-05-02 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether-ketone) compositions improved in both melt stability and crystallinity |
| US5110681A (en) * | 1987-10-30 | 1992-05-05 | Kureha Kagaku Kogyo K. K. | Melt-stable poly(arylene thioether-ketone) prepregs and molded or formed products thereof |
| US4910086A (en) * | 1987-12-25 | 1990-03-20 | Kureha Kagaku Kogyo K.K. | Resin coated metal body |
| US5153264A (en) * | 1988-10-25 | 1992-10-06 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether) block copolymer and production process thereof |
| US4962143A (en) * | 1988-10-25 | 1990-10-09 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether) block copolymer fibers and production process thereof |
| US4975479A (en) * | 1988-10-25 | 1990-12-04 | Kureha Kagaku Kogyo K.K. | Heat-resistant thermoplastic resin composition |
| US5153279A (en) * | 1988-10-25 | 1992-10-06 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether) block copolymer and production process thereof |
| US4960555A (en) * | 1988-10-25 | 1990-10-02 | Kureha Kagaku Kogho K.K. | Poly (arylene thioether) block copolymer fibers and production process thereof |
| US4960806A (en) * | 1988-10-25 | 1990-10-02 | Kureha Kagaku Kagyo K.K. | Stretched poly(arylene thioether) block copolymer films and production process thereof |
| US5120808A (en) * | 1988-10-25 | 1992-06-09 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether) block copolymer and production process thereof |
| US5153278A (en) * | 1988-10-25 | 1992-10-06 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether) block copolymer and production process thereof |
| US5045630A (en) * | 1988-11-11 | 1991-09-03 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether-ketones) improved in melt stability and preparation process thereof |
| US5008370A (en) * | 1988-11-11 | 1991-04-16 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether-ketones) improved in melt stability and preparation process thereof |
| US5250636A (en) * | 1990-04-25 | 1993-10-05 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether-ketone-ketone) copolymer and production process thereof |
| US5374692A (en) * | 1990-04-25 | 1994-12-20 | Kureha Kagaku Kogyo K.K. | Poly (arylene thioether-ketone-ketone) copolymer and production process thereof |
| US5378770A (en) * | 1990-04-25 | 1995-01-03 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether-ketone-ketone) copolymer and production process thereof |
| US5391646A (en) * | 1990-04-25 | 1995-02-21 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether-ketone) copolymer and production process thereof |
| US5391645A (en) * | 1990-04-25 | 1995-02-21 | Kureha Kagaku Kogyo K.K. | Poly(arylene thioether-ketone) copolymer and production process thereof |
| US5258440A (en) * | 1991-05-10 | 1993-11-02 | Kureha Kagaku Kogyo K. K. | Resin compositions of high heat resistance |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0460137B2 (enrdf_load_stackoverflow) | 1992-09-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS60104126A (ja) | 芳香族ポリチオエーテルケトンの製法 | |
| JPS60500961A (ja) | 芳香族ポリマ−の製法 | |
| US4794155A (en) | Process for forming arylether polymers | |
| US5352760A (en) | Polymerization of oligomeric multiple aromatic ether-containing phthalonitriles | |
| EP0317226A2 (en) | Aromatic compounds | |
| EP0135938A2 (en) | Process for producing aromatic polyether ketones and polythioether ketones | |
| JPS61211336A (ja) | ポリ（アリールエーテルケトン）の改良製造法 | |
| JP3205848B2 (ja) | ポリエ−テル樹脂及びその製造方法 | |
| US3376257A (en) | Fully aromatic polybenzoxazoles and process for their preparation | |
| JPS60120720A (ja) | 芳香族ポリチオエ−テルケトンおよびその製造法 | |
| JPS60101119A (ja) | 芳香族ポリエ−テルケトンの製造方法 | |
| JPS59159825A (ja) | 芳香族ポリケトンの製造方法 | |
| JPS6072923A (ja) | 芳香族ポリエ−テルケトンの製造方法 | |
| JP4251046B2 (ja) | 芳香族カルボン酸およびその合成法 | |
| JPS63125531A (ja) | 炭素繊維強化樹脂組成物 | |
| JPS59159826A (ja) | 芳香族ポリケトンの製造法 | |
| JPH0359088B2 (enrdf_load_stackoverflow) | ||
| JP3442087B2 (ja) | 新規ジスルフィド化合物 | |
| JPS58206551A (ja) | ジアリ−ルスルホン類の製造法 | |
| Chien et al. | Phenylthiazyl polymers with flexible spacers: synthesis and electrical properties | |
| Aly et al. | New polymer syntheses part 59. Synthesis and characterization of new polyamides and copolyamides containing thianthrene moiety and based on methyl-and/or tertiarybutyl-cyclohexanone in the main chain | |
| JPS61275326A (ja) | ポリエ−テルスルホンの製造方法 | |
| Iwakura et al. | Synthesis of aromatic polyamides from isocyanatocarboxylic acid chlorides and dimethylsulfoxide or water | |
| JPS60197727A (ja) | 芳香族ポリエ−テルケトン共重合体及びその製造方法 | |
| JPS6320330A (ja) | 新規なポリアミドおよびその製造方法 |