KR850003555A - 폴리올(알릴카보네이트) 조성물의 제법 - Google Patents
폴리올(알릴카보네이트) 조성물의 제법 Download PDFInfo
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- KR850003555A KR850003555A KR1019840006953A KR840006953A KR850003555A KR 850003555 A KR850003555 A KR 850003555A KR 1019840006953 A KR1019840006953 A KR 1019840006953A KR 840006953 A KR840006953 A KR 840006953A KR 850003555 A KR850003555 A KR 850003555A
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- Prior art keywords
- monomer
- polyol
- allylcarbonate
- solvent
- ester
- Prior art date
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- 229920005862 polyol Polymers 0.000 title claims 16
- 150000003077 polyols Chemical class 0.000 title claims 12
- JKJWYKGYGWOAHT-UHFFFAOYSA-N bis(prop-2-enyl) carbonate Chemical compound C=CCOC(=O)OCC=C JKJWYKGYGWOAHT-UHFFFAOYSA-N 0.000 title claims 11
- 239000000203 mixture Substances 0.000 title claims 11
- 239000000178 monomer Substances 0.000 claims 27
- -1 aromatic polyol Chemical class 0.000 claims 10
- 238000000034 method Methods 0.000 claims 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 7
- 239000002904 solvent Substances 0.000 claims 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 5
- 239000003960 organic solvent Substances 0.000 claims 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 3
- JHQVCQDWGSXTFE-UHFFFAOYSA-N 2-(2-prop-2-enoxycarbonyloxyethoxy)ethyl prop-2-enyl carbonate Chemical compound C=CCOC(=O)OCCOCCOC(=O)OCC=C JHQVCQDWGSXTFE-UHFFFAOYSA-N 0.000 claims 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 239000007788 liquid Substances 0.000 claims 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 2
- 239000000654 additive Substances 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 2
- 125000001931 aliphatic group Chemical group 0.000 claims 2
- RMRFFCXPLWYOOY-UHFFFAOYSA-N allyl radical Chemical compound [CH2]C=C RMRFFCXPLWYOOY-UHFFFAOYSA-N 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 2
- 229920001519 homopolymer Polymers 0.000 claims 2
- 229930195733 hydrocarbon Natural products 0.000 claims 2
- 150000002430 hydrocarbons Chemical class 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 2
- 239000003999 initiator Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000012934 organic peroxide initiator Substances 0.000 claims 2
- 230000000379 polymerizing effect Effects 0.000 claims 2
- 150000003254 radicals Chemical class 0.000 claims 2
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 claims 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims 1
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 claims 1
- ZACVGCNKGYYQHA-UHFFFAOYSA-N 2-ethylhexoxycarbonyloxy 2-ethylhexyl carbonate Chemical compound CCCCC(CC)COC(=O)OOC(=O)OCC(CC)CCCC ZACVGCNKGYYQHA-UHFFFAOYSA-N 0.000 claims 1
- ZPZYFXPTARWAHE-UHFFFAOYSA-N C(C=CC(=O)O)(=O)O.[P] Chemical compound C(C=CC(=O)O)(=O)O.[P] ZPZYFXPTARWAHE-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims 1
- 125000005907 alkyl ester group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims 1
- 150000001805 chlorine compounds Chemical group 0.000 claims 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical group [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 claims 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 claims 1
- GCFAUZGWPDYAJN-UHFFFAOYSA-N cyclohexyl 3-phenylprop-2-enoate Chemical compound C=1C=CC=CC=1C=CC(=O)OC1CCCCC1 GCFAUZGWPDYAJN-UHFFFAOYSA-N 0.000 claims 1
- BLCKNMAZFRMCJJ-UHFFFAOYSA-N cyclohexyl cyclohexyloxycarbonyloxy carbonate Chemical compound C1CCCCC1OC(=O)OOC(=O)OC1CCCCC1 BLCKNMAZFRMCJJ-UHFFFAOYSA-N 0.000 claims 1
- 229960003750 ethyl chloride Drugs 0.000 claims 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 1
- 239000011976 maleic acid Substances 0.000 claims 1
- 229940073584 methylene chloride Drugs 0.000 claims 1
- 150000002763 monocarboxylic acids Chemical class 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- YPVDWEHVCUBACK-UHFFFAOYSA-N propoxycarbonyloxy propyl carbonate Chemical group CCCOC(=O)OOC(=O)OCCC YPVDWEHVCUBACK-UHFFFAOYSA-N 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 1
- 229920001567 vinyl ester resin Polymers 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F18/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid
- C08F18/24—Esters of carbonic or haloformic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F263/00—Macromolecular compounds obtained by polymerising monomers on to polymers of esters of unsaturated alcohols with saturated acids as defined in group C08F18/00
- C08F263/06—Macromolecular compounds obtained by polymerising monomers on to polymers of esters of unsaturated alcohols with saturated acids as defined in group C08F18/00 on to polymers of esters with polycarboxylic acids
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Paints Or Removers (AREA)
- Polymerization Catalysts (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (16)
- (a) 알릴이용도가 15-50%이며, 동적 점도가 약 100-100,000센티스톡스이며 용량밀도가 약 1.17-1.23g/㎤인 실질적으로 겔을 함유하지 않은 부분중합된 폴리올(알릴카보네이트)와, (b)부분중합된 단량체,를 기준으로 5-30중량%의, (1) 단일작용 기아크릴레이트 단량체, (2) 다작용 기아크릴레이트단량체, (3) 단일작용기 단량체 또는, (4) 그 혼합물(여기서 상기한 단일 작용기 단량체는 단일작용기아크릴레이트 단량체와는 상이하다)로 된 경화촉진첨가제로 구성된 중합가능한 액체조성물.
- 제1항에 있어서 경화촉진 첨가제가 5-20중량%양으로 존재하는 중합가능한 조성물.
- 제1항 또는 2항에 있어서, (a) 폴리올(알릴카보네이트)단량체가 하기구조로 표시되며상기식에서 R1은 구조로 표시되는 알릴라디칼이며, 이때 R0는 수소, 염소, 브롬 또는 C1-C4알킬이며; R2는 하이드록실기 2-5개를 함유하는 지방족 또는 방향족 폴리올로부터 유래된 다가 라디칼이며, n은 2-5의 정수이다. (b) 다작용기아크릴레이트단량체가 하기구조로 표시되며상기식에서 R5는 C2-12지방족폴리올 즉 R5(OH)i의 유기잔기이며, R4는 아크릴산성분 즉이며, R'는 수소 또는 C1-C4알킬이며, i는 2-5로서 R'수와 같으며, (c) 단일작용기아크릴레이트 단량체가 아크릴산 즉,의 C1-C4알킬 또는 C5-C6사이클로알킬에스테르이며, (d) 단일 작용기단량체가 불포화 C4-C6디카복실산의 C1-C4알킬에스테르, C1-C3포화모노카복실산의 비닐에스테르 또는 스티렌인 중합가능한 조성물.
- 제3항에 있어서 폴리올(알릴카보네이트) 단량체가 디에틸렌글리콜비스(알릴카보네이트)이며, 다작용기 아크릴레이트 단량체에서 R4가 아크릴산 또는 메타크릴산성분이며, R5가 C2-C6지방족폴리올이며 i가 2 또는 3이며, 단일작용기아크릴레이트 단량체가 아크릴산 또는 메타크릴산의 C1-C2알킬 또는 사이클로 헥실에스테르이며 단일작용기단량체가 말레산 또는 후말산의 C1-C2알킬에스테르 또는 비닐아세테이트인 중합가능한 조성물.
- 폴리올(알릴카보네이트)단량체를 단량체 및 그의 단일 중합체가 용해되는 유기용매중에서 알릴탄소-탄소결합의 15-50%가 소모될때까지 유기과산화물 개시제 존재하에 중합시키는 것으로 구성되며, 이때 상기 용매는 상기 단량체 및 단일중합체와 화학적으로 반응하지 않으며 사기 단량체보다 더 높은 중기압을 가지고 있는 실질적으로 겔을 함유하지 않는 부분중합된 폴리올(알릴카보네이트)의 중합성액체조성물을 제조하는 방법.
- 제5항에 있어서 폴리올(알릴카보네이트)단량체가 하기 구조로 표시되는 방법.상기식에서 R1은 구조로 표시되는 알릴라디칼로서, 여기서 R0는 수소, 염소, 브롬 또는 C1-C4알킬이며, R2는 하이드록실기를 2-5개 함유하는 지방족 또는 방향족폴리올로부터 유래한 다가라디칼이며, n은 2-5의 정수이다.
- 제5항 또는 6항에 있어서 유기용매가 할로겐화 C1-C2탄화수소인 방법.
- 제7항에 있어서 용매가 염화메틸, 염화메틸렌,염화에틸, 이염화에틸렌, 1,1,2-트리클로로-1,2,2-트리플루오로에탄 또는 그의 혼합물인방법.
- 제5항 내지 8항중 어느 하나에서 용매를 단량체 및 부분 종합된 단량체로부터 제거하는 방법.
- 제5항 내지 9항중 어느 하나에서 폴리올(알릴카보네이트)단량체가 디에틸렌글리콜비스(알릴카보네이트)이며, 유기용매가 염화C1-C2탄화수소이며, 유기개시제가 단량체를 기준으로 0.1-1.5중량%양으로 사용되며 중합온도가 28-100℃인 방법.
- 제5항 내지 10항중 어느하나에서 단량체에 대한 유기용매의 비가 단량체 g당 유기용매 약 0.5-5ml인 방법.
- 제5항 내지 11항중 어느 하나에서 유기과산화물개시제가 과옥시디카보네이트 에스테르인 방법.
- 폴리올(알릴카보네이트)단량체를 알릴탄소-탄소결합의 20-50%가 소모될때까지 0.5-1.5중량%의 과옥시디카보네이트에스테르개시제와 C1-C2염화용매존재하에 중합시키는 것으로 구성되며, 단량체에 대한 용매의 비가 단량체 g당 용매 0.5-5ml이며 상기 폴리올(알릴카보네이트)가 하기 구조로 표시되는, 겔을 함유치 않는 부분적으로 중합된 폴리올(알릴카보네이트)로 된 중합가능한 액체조성물을 제조하는 방법.상기식에서 R1은 알릴이며, R2는 C2-4알킬렌글리콜, 폴리(C2-4) 알킬렌글리콜 또는 이소프로필리덴비스(파라페놀)로부터 유래하며, n은 2이다.
- 제13항에 있어서 과옥시카보네이트에스테르가 디-n-프로필 과옥시디카보네이트, 디이소프로필과 옥시디카보네이트, 디 2급 부틸과옥시디카보네이트, 디(2-에틸헥실) 과옥시디카보네이트, 디세틸과옥시디카보네이트, 디사이클로헥실 과옥시디카보네이트 또는 디(4-3급 부틸사이클로헥실)과옥시디카보네이트 또는 그 혼합물인 방법.
- 제14항에 있어서 폴리올(알릴카보네이트)가 디에틸렌 글리콜비스(알릴카보네이트)인 방법.
- 제13항 내지 15항중 어느하나에서 용매가 단량체와 부분중합된 단량체로부터 제거됨으로써 그 결과 겔을 함유치 않는 액체중합성 조성물이 얻어지는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54985083A | 1983-11-09 | 1983-11-09 | |
| US549850 | 1983-11-09 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR850003555A true KR850003555A (ko) | 1985-06-20 |
| KR880001855B1 KR880001855B1 (ko) | 1988-09-22 |
Family
ID=24194612
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840006953A KR880001855B1 (ko) | 1983-11-09 | 1984-11-06 | 부분중합된 폴리올(알릴카보네이트)와 그 조성물 및 이들의 제조방법 |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0144782A3 (ko) |
| JP (1) | JPS60124604A (ko) |
| KR (1) | KR880001855B1 (ko) |
| AU (1) | AU559743B2 (ko) |
| BR (1) | BR8405651A (ko) |
| CA (1) | CA1244593A (ko) |
| PH (1) | PH22554A (ko) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6151012A (ja) * | 1984-08-21 | 1986-03-13 | Nippon Oil & Fats Co Ltd | プレポリマ−の製造方法 |
| JPS6164706A (ja) * | 1984-09-07 | 1986-04-03 | Tokuyama Soda Co Ltd | 液状プレポリマ−の製造方法 |
| JPS61296009A (ja) * | 1985-06-24 | 1986-12-26 | Tokuyama Soda Co Ltd | 液状プレポリマ−の製造方法 |
| CA1290489C (en) * | 1985-11-22 | 1991-10-08 | Edward John Sare | Compositions for producing polymers of high refractive index and low yellowness |
| US4959429A (en) * | 1985-11-22 | 1990-09-25 | Ppg Industries, Inc. | Cyclohexenic additives for producing polycarbonate polymers of high refractive index and low yellowness |
| US5415816A (en) | 1986-01-28 | 1995-05-16 | Q2100, Inc. | Method for the production of plastic lenses |
| US5529728A (en) | 1986-01-28 | 1996-06-25 | Q2100, Inc. | Process for lens curing and coating |
| US6201037B1 (en) | 1986-01-28 | 2001-03-13 | Ophthalmic Research Group International, Inc. | Plastic lens composition and method for the production thereof |
| US5364256A (en) | 1986-01-28 | 1994-11-15 | Ophthalmic Research Group International, Inc. | Apparatus for the production of plastic lenses |
| US6730244B1 (en) | 1986-01-28 | 2004-05-04 | Q2100, Inc. | Plastic lens and method for the production thereof |
| US4959433A (en) * | 1986-03-17 | 1990-09-25 | Ppg Industries, Inc. | Partially polymerized bis(allylic carbonate) monomer having high allylic utilization |
| US4810456A (en) * | 1986-12-24 | 1989-03-07 | Hewlett-Packard Company | Method of preventing shrinkage defects in electrophoretic gel columns |
| JPH0694495B2 (ja) * | 1987-04-18 | 1994-11-24 | 株式会社トクヤマ | 重合性組成物 |
| CA1319224C (en) * | 1988-02-23 | 1993-06-15 | Stephanie J. Oates | Partially polymerized bis(allylic carbonate) monomer having high allylic utilization |
| US4829136A (en) * | 1988-05-13 | 1989-05-09 | Ppg Industries, Inc. | Compositions for producing polymers of high refractive index |
| JPH07496B2 (ja) * | 1988-08-15 | 1995-01-11 | フクビ化学工業株式会社 | 人造石成形品の製造法 |
| US5231195A (en) * | 1991-05-24 | 1993-07-27 | Ppg Industries, Inc. | Ethylenically unsaturated phenolphthaleinic monomers |
| US5514214A (en) | 1993-09-20 | 1996-05-07 | Q2100, Inc. | Eyeglass lens and mold spin coater |
| US6022498A (en) | 1996-04-19 | 2000-02-08 | Q2100, Inc. | Methods for eyeglass lens curing using ultraviolet light |
| US6280171B1 (en) | 1996-06-14 | 2001-08-28 | Q2100, Inc. | El apparatus for eyeglass lens curing using ultraviolet light |
| US5952441A (en) * | 1997-12-30 | 1999-09-14 | Ppg Industries Ohio, Inc. | Partially polymerized mixture of diethylene glycol (allyl carbonate) compounds |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL204684A (ko) * | 1955-02-24 | |||
| JPS5726521A (en) * | 1980-07-21 | 1982-02-12 | Sanraku Ocean Co | Culture medium of mushroom |
| US4311762A (en) * | 1980-10-24 | 1982-01-19 | Corning Glass Works | Plastic components of improved hardness and scratch resistance |
| JPS57133106A (en) * | 1981-02-10 | 1982-08-17 | Asahi Optical Co Ltd | Preparation of prepolymer |
-
1984
- 1984-10-22 CA CA000465996A patent/CA1244593A/en not_active Expired
- 1984-10-29 AU AU34814/84A patent/AU559743B2/en not_active Ceased
- 1984-10-30 JP JP59228826A patent/JPS60124604A/ja active Granted
- 1984-11-02 PH PH31399A patent/PH22554A/en unknown
- 1984-11-06 BR BR8405651A patent/BR8405651A/pt unknown
- 1984-11-06 KR KR1019840006953A patent/KR880001855B1/ko not_active IP Right Cessation
- 1984-11-07 EP EP84113443A patent/EP0144782A3/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| AU559743B2 (en) | 1987-03-19 |
| PH22554A (en) | 1988-10-17 |
| EP0144782A3 (en) | 1986-08-27 |
| BR8405651A (pt) | 1985-09-10 |
| AU3481484A (en) | 1985-05-16 |
| EP0144782A2 (en) | 1985-06-19 |
| JPS60124604A (ja) | 1985-07-03 |
| JPS6327365B2 (ko) | 1988-06-02 |
| CA1244593A (en) | 1988-11-08 |
| KR880001855B1 (ko) | 1988-09-22 |
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