JPH0523293B2 - - Google Patents

Info

Publication number: JPH0523293B2
Authority: JP; Japan
Prior art keywords: molded article; present; molded; polymerization; norbornene
Prior art date: 1985-06-28
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

Application number

JP14195585A

Other languages

English (en)

Japanese (ja)

Other versions

JPS621731A (ja

Inventor

Mototoshi Yamato

Yasutoshi Fukazawa

Masahiro Yamazaki

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.)

Zeon Corp

Original Assignee

Nippon Zeon Co Ltd

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.)

1985-06-28

Filing date

1985-06-28

Publication date

1993-04-02

1985-06-28 Application filed by Nippon Zeon Co Ltd filed Critical Nippon Zeon Co Ltd

1985-06-28 Priority to JP14195585A priority Critical patent/JPS621731A/ja

1987-01-07 Publication of JPS621731A publication Critical patent/JPS621731A/ja

1993-04-02 Publication of JPH0523293B2 publication Critical patent/JPH0523293B2/ja

Status Granted legal-status Critical Current

Links

239000000178 monomer Substances 0.000 claims description 17
239000002904 solvent Substances 0.000 claims description 16
238000000034 method Methods 0.000 claims description 14
238000010107 reaction injection moulding Methods 0.000 claims description 9
125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 claims description 8
238000000465 moulding Methods 0.000 claims description 6
230000001877 deodorizing effect Effects 0.000 claims description 4
230000000379 polymerizing effect Effects 0.000 claims description 3
238000007142 ring opening reaction Methods 0.000 claims description 2
239000003054 catalyst Substances 0.000 description 9
238000006116 polymerization reaction Methods 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 4
238000007151 ring opening polymerisation reaction Methods 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
-1 alkylaluminum halide Chemical class 0.000 description 3
238000009835 boiling Methods 0.000 description 3
238000002347 injection Methods 0.000 description 3
239000007924 injection Substances 0.000 description 3
238000005649 metathesis reaction Methods 0.000 description 3
229920000642 polymer Polymers 0.000 description 3
239000000243 solution Substances 0.000 description 3
HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
239000000654 additive Substances 0.000 description 2
LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 2
238000001035 drying Methods 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
150000002170 ethers Chemical class 0.000 description 2
FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
150000002576 ketones Chemical class 0.000 description 2
239000007788 liquid Substances 0.000 description 2
TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
239000000203 mixture Substances 0.000 description 2
FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
239000002685 polymerization catalyst Substances 0.000 description 2
239000013077 target material Substances 0.000 description 2
PBYZMCDFOULPGH-UHFFFAOYSA-N tungstate Chemical compound [O-][W]([O-])(=O)=O PBYZMCDFOULPGH-UHFFFAOYSA-N 0.000 description 2
WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 2
229910052721 tungsten Inorganic materials 0.000 description 2
239000010937 tungsten Substances 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
LAZHUUGOLCHESB-UHFFFAOYSA-N 2,3-dimethylbicyclo[2.2.1]hept-5-ene Chemical compound C1C2C(C)C(C)C1C=C2 LAZHUUGOLCHESB-UHFFFAOYSA-N 0.000 description 1
PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 1
HTWIZMNMTWYQRN-UHFFFAOYSA-N 2-methyl-1,3-dioxolane Chemical compound CC1OCCO1 HTWIZMNMTWYQRN-UHFFFAOYSA-N 0.000 description 1
XKTYXVDYIKIYJP-UHFFFAOYSA-N 3h-dioxole Chemical compound C1OOC=C1 XKTYXVDYIKIYJP-UHFFFAOYSA-N 0.000 description 1
QHJIJNGGGLNBNJ-UHFFFAOYSA-N 5-ethylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CC)CC1C=C2 QHJIJNGGGLNBNJ-UHFFFAOYSA-N 0.000 description 1
PCBPVYHMZBWMAZ-UHFFFAOYSA-N 5-methylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C)CC1C=C2 PCBPVYHMZBWMAZ-UHFFFAOYSA-N 0.000 description 1
FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 1
239000002841 Lewis acid Substances 0.000 description 1
RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
239000012190 activator Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
229940010552 ammonium molybdate Drugs 0.000 description 1
235000018660 ammonium molybdate Nutrition 0.000 description 1
239000011609 ammonium molybdate Substances 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
239000012295 chemical reaction liquid Substances 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
CFBGXYDUODCMNS-UHFFFAOYSA-N cyclobutene Chemical compound C1CC=C1 CFBGXYDUODCMNS-UHFFFAOYSA-N 0.000 description 1
HYPABJGVBDSCIT-UPHRSURJSA-N cyclododecene Chemical compound C1CCCCC\C=C/CCCC1 HYPABJGVBDSCIT-UPHRSURJSA-N 0.000 description 1
URYYVOIYTNXXBN-UPHRSURJSA-N cyclooctene Chemical compound C1CCC\C=C/CC1 URYYVOIYTNXXBN-UPHRSURJSA-N 0.000 description 1
239000004913 cyclooctene Substances 0.000 description 1
HANKSFAYJLDDKP-UHFFFAOYSA-N dihydrodicyclopentadiene Chemical compound C12CC=CC2C2CCC1C2 HANKSFAYJLDDKP-UHFFFAOYSA-N 0.000 description 1
JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 1
229940093499 ethyl acetate Drugs 0.000 description 1
UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 1
239000000945 filler Substances 0.000 description 1
WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
150000007517 lewis acids Chemical class 0.000 description 1
229940017219 methyl propionate Drugs 0.000 description 1
238000002156 mixing Methods 0.000 description 1
MEFBJEMVZONFCJ-UHFFFAOYSA-N molybdate Chemical compound [O-][Mo]([O-])(=O)=O MEFBJEMVZONFCJ-UHFFFAOYSA-N 0.000 description 1
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
230000009965 odorless effect Effects 0.000 description 1
150000002902 organometallic compounds Chemical class 0.000 description 1
RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
229940090181 propyl acetate Drugs 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000007493 shaping process Methods 0.000 description 1
238000005507 spraying Methods 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
230000008961 swelling Effects 0.000 description 1
XBFJAVXCNXDMBH-UHFFFAOYSA-N tetracyclo[6.2.1.1(3,6).0(2,7)]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2CC1 XBFJAVXCNXDMBH-UHFFFAOYSA-N 0.000 description 1
150000003623 transition metal compounds Chemical class 0.000 description 1
SWZDQOUHBYYPJD-UHFFFAOYSA-N tridodecylamine Chemical compound CCCCCCCCCCCCN(CCCCCCCCCCCC)CCCCCCCCCCCC SWZDQOUHBYYPJD-UHFFFAOYSA-N 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
NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Landscapes

Treatments Of Macromolecular Shaped Articles (AREA)

JP14195585A 1985-06-28 1985-06-28 成形品の脱臭方法 Granted JPS621731A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP14195585A JPS621731A (ja)	1985-06-28	1985-06-28	成形品の脱臭方法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP14195585A JPS621731A (ja)	1985-06-28	1985-06-28	成形品の脱臭方法

Publications (2)

Publication Number	Publication Date
JPS621731A JPS621731A (ja)	1987-01-07
JPH0523293B2 true JPH0523293B2 (da)	1993-04-02

Family

ID=15304013

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP14195585A Granted JPS621731A (ja)	1985-06-28	1985-06-28	成形品の脱臭方法

Country Status (1)

Country	Link
JP (1)	JPS621731A (da)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ES2426420T3 (es)	2002-01-28	2013-10-23	Keraplast Technologies Ltd.	Péptidos de queratina bioactivos
JP5228706B2 (ja) *	2008-08-28	2013-07-03	Ｊｓｒ株式会社	成形体の加工方法および光学部品

1985
- 1985-06-28 JP JP14195585A patent/JPS621731A/ja active Granted

Also Published As

Publication number	Publication date
JPS621731A (ja)	1987-01-07

Publication	Publication Date	Title
Breslow	1993	Metathesis polymerization
US5391658A (en)	1995-02-21	Method for preparing cycloolefin copolymers with improved heat stability
JP2542534B2 (ja)	1996-10-09	反応射出成形用反応原液
US5840820A (en)	1998-11-24	Olefin metathesis reactions in carbon dioxide medium
JP2509047B2 (ja)	1996-06-19	ジシクロペンタジエン重合体を含有する組成物
US4696985A (en)	1987-09-29	Catalyst composition for polymerization of cycloolefins
WO1997003096A1 (en)	1997-01-30	Peroxide crosslinking of romp polymers
Porri et al.	1974	Ring‐Opening polymerization of cycloolefins with catalysts derived from ruthenium and iridium
EP0181640B1 (en)	1989-08-23	Copolymers of dicyclopentadiene
JPH0613564B2 (ja)	1994-02-23	耐衝撃性が改良されたポリシクロオレフィン成形体およびその製造法
KR920002149B1 (ko)	1992-03-12	기포상 가교 폴리디시클로펜타디엔의 제조방법
US4699963A (en)	1987-10-13	Method of cycloolefin polymerization
US4138448A (en)	1979-02-06	Process for preparing polymers of cyclopentadiene and bicycloheptene mixtures
US3816382A (en)	1974-06-11	Polyalkenamers and process for the preparation thereof
JPH0229308A (ja)	1990-01-31	反応射出成形方法
JPH08505176A (ja)	1996-06-04	オレフィン重合触媒系
US3816384A (en)	1974-06-11	Polyalkenamers and process for the preparation thereof
US4360629A (en)	1982-11-23	Nonsolvent preconcentration of polymeric cycloolefins
JPS621731A (ja)	1987-01-07	成形品の脱臭方法
EP0142861A1 (en)	1985-05-29	Method for making a cross-linked dicyclopentadiene polymer
JPS61293208A (ja)	1986-12-24	開環共重合体の製造方法
CA1090043A (en)	1980-11-18	Adjusting the viscosity of polyalkenamers
US3945986A (en)	1976-03-23	Metathesis of cycloolefins
JP3140752B2 (ja)	2001-03-05	樹脂状シクロオレフィン単量体の製法および重合体を製造する方法
EP0534482B1 (en)	1997-07-23	Metathesis catalyst system