JPH0359081B2 - - Google Patents

Info

Publication number: JPH0359081B2
Authority: JP; Japan
Prior art keywords: polymerization; plasma; temperature; low; initiated
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

Application number

JP14057485A

Other languages

English (en)

Japanese (ja)

Other versions

JPS621702A (ja

Inventor

Takeshi Shimomura

Tooru Takahashi

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.)

Terumo Corp

Original Assignee

Terumo Corp

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

1991-09-09

1985-06-28 Application filed by Terumo Corp filed Critical Terumo Corp

1985-06-28 Priority to JP14057485A priority Critical patent/JPS621702A/ja

1986-02-06 Priority to EP86101529A priority patent/EP0193006B1/fr

1986-02-06 Priority to DE8686101529T priority patent/DE3666697D1/de

1986-02-06 Priority to US06/826,579 priority patent/US4705612A/en

1986-02-07 Priority to CA000501342A priority patent/CA1241790A/fr

1987-01-07 Publication of JPS621702A publication Critical patent/JPS621702A/ja

1991-09-09 Publication of JPH0359081B2 publication Critical patent/JPH0359081B2/ja

Status Granted legal-status Critical Current

Links

238000006116 polymerization reaction Methods 0.000 claims description 118
239000000178 monomer Substances 0.000 claims description 55
238000000034 method Methods 0.000 claims description 47
239000007870 radical polymerization initiator Substances 0.000 claims description 32
229920000642 polymer Polymers 0.000 claims description 29
238000007156 chain growth polymerization reaction Methods 0.000 claims description 10
238000007711 solidification Methods 0.000 claims description 7
230000008023 solidification Effects 0.000 claims description 7
229920002554 vinyl polymer Polymers 0.000 claims description 6
238000004519 manufacturing process Methods 0.000 claims description 5
CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 4
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
150000002978 peroxides Chemical group 0.000 claims description 3
ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 claims description 2
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 1
239000012071 phase Substances 0.000 description 33
239000007789 gas Substances 0.000 description 23
229920003229 poly(methyl methacrylate) Polymers 0.000 description 18
239000004926 polymethyl methacrylate Substances 0.000 description 18
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
239000007788 liquid Substances 0.000 description 7
238000006243 chemical reaction Methods 0.000 description 5
239000011521 glass Substances 0.000 description 5
230000000977 initiatory effect Effects 0.000 description 5
BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 5
229910052757 nitrogen Inorganic materials 0.000 description 4
RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 3
230000000052 comparative effect Effects 0.000 description 3
239000000463 material Substances 0.000 description 3
238000005192 partition Methods 0.000 description 3
239000005297 pyrex Substances 0.000 description 3
239000007787 solid Substances 0.000 description 3
229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 2
XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
239000004342 Benzoyl peroxide Substances 0.000 description 2
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
102000004190 Enzymes Human genes 0.000 description 2
108090000790 Enzymes Proteins 0.000 description 2
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
238000005481 NMR spectroscopy Methods 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
235000019400 benzoyl peroxide Nutrition 0.000 description 2
229920001400 block copolymer Polymers 0.000 description 2
230000015271 coagulation Effects 0.000 description 2
238000005345 coagulation Methods 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
229910052802 copper Inorganic materials 0.000 description 2
239000010949 copper Substances 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 2
238000012685 gas phase polymerization Methods 0.000 description 2
229920006158 high molecular weight polymer Polymers 0.000 description 2
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
230000000379 polymerizing effect Effects 0.000 description 2
238000012719 thermal polymerization Methods 0.000 description 2
239000010409 thin film Substances 0.000 description 2
ZORJPNCZZRLEDF-UHFFFAOYSA-N (3-methoxy-3-methylbutoxy)carbonyloxy (3-methoxy-3-methylbutyl) carbonate Chemical compound COC(C)(C)CCOC(=O)OOC(=O)OCCC(C)(C)OC ZORJPNCZZRLEDF-UHFFFAOYSA-N 0.000 description 1
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
PFHOSZAOXCYAGJ-UHFFFAOYSA-N 2-[(2-cyano-4-methoxy-4-methylpentan-2-yl)diazenyl]-4-methoxy-2,4-dimethylpentanenitrile Chemical compound COC(C)(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)(C)OC PFHOSZAOXCYAGJ-UHFFFAOYSA-N 0.000 description 1
VGZZAZYCLRYTNQ-UHFFFAOYSA-N 2-ethoxyethoxycarbonyloxy 2-ethoxyethyl carbonate Chemical compound CCOCCOC(=O)OOC(=O)OCCOCC VGZZAZYCLRYTNQ-UHFFFAOYSA-N 0.000 description 1
TVWBTVJBDFTVOW-UHFFFAOYSA-N 2-methyl-1-(2-methylpropylperoxy)propane Chemical compound CC(C)COOCC(C)C TVWBTVJBDFTVOW-UHFFFAOYSA-N 0.000 description 1
VXVUDUCBEZFQGY-UHFFFAOYSA-N 4,4-dimethylpentanenitrile Chemical compound CC(C)(C)CCC#N VXVUDUCBEZFQGY-UHFFFAOYSA-N 0.000 description 1
HPBRLYZNUJKYGG-UHFFFAOYSA-N COC(C)(C)OOC(C)(C)OC Chemical group COC(C)(C)OOC(C)(C)OC HPBRLYZNUJKYGG-UHFFFAOYSA-N 0.000 description 1
WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
150000001252 acrylic acid derivatives Chemical class 0.000 description 1
239000000654 additive Substances 0.000 description 1
ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 1
VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 1
229910001870 ammonium persulfate Inorganic materials 0.000 description 1
238000009835 boiling Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
BLCKNMAZFRMCJJ-UHFFFAOYSA-N cyclohexyl cyclohexyloxycarbonyloxy carbonate Chemical compound C1CCCCC1OC(=O)OOC(=O)OC1CCCCC1 BLCKNMAZFRMCJJ-UHFFFAOYSA-N 0.000 description 1
BSVQJWUUZCXSOL-UHFFFAOYSA-N cyclohexylsulfonyl ethaneperoxoate Chemical compound CC(=O)OOS(=O)(=O)C1CCCCC1 BSVQJWUUZCXSOL-UHFFFAOYSA-N 0.000 description 1
230000002542 deteriorative effect Effects 0.000 description 1
238000011161 development Methods 0.000 description 1
ZFTFAPZRGNKQPU-UHFFFAOYSA-N dicarbonic acid Chemical compound OC(=O)OC(O)=O ZFTFAPZRGNKQPU-UHFFFAOYSA-N 0.000 description 1
238000009826 distribution Methods 0.000 description 1
229920001002 functional polymer Polymers 0.000 description 1
238000007429 general method Methods 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
229920000592 inorganic polymer Polymers 0.000 description 1
229920002521 macromolecule Polymers 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
239000000203 mixture Substances 0.000 description 1
QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 1
230000010355 oscillation Effects 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
YPVDWEHVCUBACK-UHFFFAOYSA-N propoxycarbonyloxy propyl carbonate Chemical compound CCCOC(=O)OOC(=O)OCCC YPVDWEHVCUBACK-UHFFFAOYSA-N 0.000 description 1
238000010526 radical polymerization reaction Methods 0.000 description 1
230000006798 recombination Effects 0.000 description 1
238000005215 recombination Methods 0.000 description 1
238000011160 research Methods 0.000 description 1
238000004904 shortening Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000004381 surface treatment Methods 0.000 description 1
NMOALOSNPWTWRH-UHFFFAOYSA-N tert-butyl 7,7-dimethyloctaneperoxoate Chemical compound CC(C)(C)CCCCCC(=O)OOC(C)(C)C NMOALOSNPWTWRH-UHFFFAOYSA-N 0.000 description 1
238000012360 testing method Methods 0.000 description 1
CSKKAINPUYTTRW-UHFFFAOYSA-N tetradecoxycarbonyloxy tetradecyl carbonate Chemical compound CCCCCCCCCCCCCCOC(=O)OOC(=O)OCCCCCCCCCCCCCC CSKKAINPUYTTRW-UHFFFAOYSA-N 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1

Landscapes

Polymerisation Methods In General (AREA)
Polymerization Catalysts (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

JP14057485A 1985-02-08 1985-06-28 プラズマ開始低温重合法 Granted JPS621702A (ja)

Priority Applications (5)

Application Number	Priority Date	Filing Date	Title
JP14057485A JPS621702A (ja)	1985-06-28	1985-06-28	プラズマ開始低温重合法
EP86101529A EP0193006B1 (fr)	1985-02-08	1986-02-06	Méthode de polymérisation par des plasmas
DE8686101529T DE3666697D1 (en)	1985-02-08	1986-02-06	Method fo plasma-initiated polymerization
US06/826,579 US4705612A (en)	1985-02-08	1986-02-06	Method for plasma-initiated polymerization
CA000501342A CA1241790A (fr)	1985-02-08	1986-02-07	Procede de polymerisation avec amorgage plasma

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP14057485A JPS621702A (ja)	1985-06-28	1985-06-28	プラズマ開始低温重合法

Publications (2)

Publication Number	Publication Date
JPS621702A JPS621702A (ja)	1987-01-07
JPH0359081B2 true JPH0359081B2 (fr)	1991-09-09

Family

ID=15271852

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP14057485A Granted JPS621702A (ja)	1985-02-08	1985-06-28	プラズマ開始低温重合法

Country Status (1)

Country	Link
JP (1)	JPS621702A (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB0423685D0 (en) *	2004-10-26	2004-11-24	Dow Corning Ireland Ltd	Improved method for coating a substrate
US7189675B2 (en) *	2005-03-07	2007-03-13	Equistar Chemicals, Lp	Olefin polymerization catalyst on plasma-contacted support

1985
- 1985-06-28 JP JP14057485A patent/JPS621702A/ja active Granted

Also Published As

Publication number	Publication date
JPS621702A (ja)	1987-01-07

Publication	Publication Date	Title
US5466722A (en)	1995-11-14	Ultrasonic polymerization process
US4705612A (en)	1987-11-10	Method for plasma-initiated polymerization
US4212719A (en)	1980-07-15	Method of plasma initiated polymerization
Scott et al.	1997	Kinetic study of acrylic acid solution polymerization
US3897382A (en)	1975-07-29	Method for the acid hydrolysis of acrylonitrile containing polymers, hydrogels and fibers of products prepared by said method
Osada et al.	1983	Effects and role of the solvents on the plasma-initiated solution polymerization of vinyl monomers
O'shaughnessy et al.	1994	Autoacceleration in free radical polymerization
KR20020005698A (ko)	2002-01-17	블록형 폴리메타크릴이미드 발포 재료의 제조방법
JPS5914043B2 (ja)	1984-04-03	広い分子量分布を有するポリスチレンの製法
JPH0359081B2 (fr)	1991-09-09
CA2470839A1 (fr)	2003-07-03	Dosage continu d'initiateurs extremement rapides au cours de reaction de polymerisation
JPH06184211A (ja)	1994-07-05	アクリルモノマーの逆懸濁重合による粉末超吸収剤の製造に於ける改良
US5654385A (en)	1997-08-05	One-step process for making lightly-crosslinked polyvinylpyrrolidone hydrogel
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Pérez‐Salinas et al.	2021	RAFT crosslinking polymerization
JPH0359082B2 (fr)	1991-09-09
Orszulik	1993	The use of ultrasound and a thermolabile radical initiator in the polymerization of acrylate monomers
van Herk	2013	Introduction to radical (Co) polymerisation
JPS61183303A (ja)	1986-08-16	プラズマ開始重合法
US3634369A (en)	1972-01-11	Vinylidene chloride polymers of broadened molecular weight distribution
JP3377916B2 (ja)	2003-02-17	ビニルエステル系重合体及びその製造方法
Matsumoto et al.	1970	Studies of the polymerization of diallyl compounds. VII. Kinetics of the polymerization of diallyl esters of aliphatic dicarboxylic acids
JPH0753764B2 (ja)	1995-06-07	ビニルモノマ−の重合法
Rosiak	2004	Radiation polymerization in solution