KR870005980A - 불소화 아크릴단량체 및 그로부터 유도된 중합체의 제조 방법 및 그들을 소수성 및 소유성 처리제로 이용하는 방법 - Google Patents
불소화 아크릴단량체 및 그로부터 유도된 중합체의 제조 방법 및 그들을 소수성 및 소유성 처리제로 이용하는 방법 Download PDFInfo
- Publication number
- KR870005980A KR870005980A KR860010287A KR860010287A KR870005980A KR 870005980 A KR870005980 A KR 870005980A KR 860010287 A KR860010287 A KR 860010287A KR 860010287 A KR860010287 A KR 860010287A KR 870005980 A KR870005980 A KR 870005980A
- Authority
- KR
- South Korea
- Prior art keywords
- fluorinated
- monomer
- formula
- carbon atoms
- hydrogen atom
- Prior art date
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- 239000000178 monomer Substances 0.000 title claims 9
- -1 acryl Chemical class 0.000 title claims 5
- 238000000034 method Methods 0.000 title claims 5
- 229920000642 polymer Polymers 0.000 title claims 4
- 239000003795 chemical substances by application Substances 0.000 title 1
- 230000002209 hydrophobic effect Effects 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 2
- RJLZSKYNYLYCNY-UHFFFAOYSA-N ethyl carbamate;isocyanic acid Chemical class N=C=O.CCOC(N)=O RJLZSKYNYLYCNY-UHFFFAOYSA-N 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000000463 material Substances 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- 125000005250 alkyl acrylate group Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000003518 caustics Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 238000007334 copolymerization reaction Methods 0.000 claims 1
- 229920001519 homopolymer Polymers 0.000 claims 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 230000002940 repellent Effects 0.000 claims 1
- 239000005871 repellent Substances 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C333/02—Monothiocarbamic acids; Derivatives thereof
- C07C333/08—Monothiocarbamic acids; Derivatives thereof having nitrogen atoms of thiocarbamic groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/18—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by doubly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/26—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
- C07C271/28—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring to a carbon atom of a non-condensed six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C311/09—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton the carbon skeleton being further substituted by at least two halogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Graft Or Block Polymers (AREA)
- Separation Of Suspended Particles By Flocculating Agents (AREA)
- Polymerisation Methods In General (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
- Paints Or Removers (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 하기 식으로 표시됨을 특징으로 하는 불소화 아크릴 단량체:상기 식에서, RF는 직쇄 또는 측쇄를 갖고 2 내지 20 탄소원자를 함유하는 피플루오로알킬라디칼을 나타내고, R은 수소 원자 또는 메틸라디칼을 나타내고, A는 2 내지 9 탄소원자를 갖고 하나 또는 그 이상의 산소원자를 함유할 수 있는 이배위 결합을 나타내고, Q는 산소 또는 유황원자 또는 -NR′-기를 나타내는데, R′은 수소원자 또는 1 내지 4 탄소원자를 함유하는 알킬라디칼을 나타내고, W는 탄소를 통해 Q에 연결된 이배위 결합으로, 하나 또는 그 이상의 산소, 유황 및/또는 질소원자를 함유할 수 있는 것을 나타낸다.
- 제2항에 있어서, 퍼플루오로알킬라디칼 RF가 4 내지 16 탄소원자를 함유하는, R이 메틸라디칼이고 A가 -CH2CH2- 가교이고, -Q-W-가 -O-CH2CH2, -S-CH2CH2- 또는 -O-CH2CH2N(R″) SO2CH2CH2-이고, R″이 수소원자 또는 메틸라디칼을 나타냄을 특징으로 하는 단량체.
- 제1단계에서, 톨루엔 2,4-디이소시아네이트를 실질적으로 동몰량의 식 (III)의 폴리플루오로화 화합물과 반응시켜RF-W-Q-H (III)식(IV)의 불소화 우레탄-이소시아네이트를 형성하고이를 실질적으로 동몰량의 식 (V)로 표현되는 아크릴에스테르와 반응시키는 것을 특징으로 하는 제1항의 단량체의 제조 방법.부호 A,R,RF,Q 및 W는 제1항과 같음.
- 제3항에 있어서, 불활성 분위기에서 30 내지 90℃ 범위의 온도로 불활성 유기용매내에서 반응이 수행됨을 특징으로 하는 단량체의 제조 방법.
- 제3항 또는 제4항에 있어서, 폴리플루오로화 화합물이 하기식의 화합물 중의 하나에 해당함을 특징으로 하는 단량체의 제조 방법.상기 식에서 RF는 4 내지 16 탄소원자를 함유하고 R″은 수소원자 또는 메틸라디칼이다.
- 제3항 내지 제5항 중의 하나에 있어서, 에스테르(V)가 2-히드록시에틸메타크릴레이트임을 특징으로 하는 단량체의 제조 방법.
- 하기 일반식 (VIII) 단위를 10 내지 100중량% 함유하고, 제1항의 단량체의 단일 중합, 상기 단량체를 불소화된 또는 불소화되지 않은 다른 단량체와 공중합 또는 하기식 (IV)의 불소화우레탄 이소시아네이트를 하기식 (V)의 아크릴 에스테르의 단일 중합체 또는 그 에스테르와 불소화된 또는 불소화되지 않은 단량체의 공중합체에 그라프트하여 제조합을 특징으로 하는 중합체.상기 식에서 부호 RF,R,A,Q 및 W는 제1항과 같음.
- 제7항에 있어서, 공단량체 또는 공단량체들을 알킬아크릴레이트 또는 메타크릴레이트, 다음 식의 화합물;및 그들의 혼합물에서 선택됨을 특징으로 하는 공중합체.
- 제7항 또는 제1항의 중합체를 여러가지 재질, 특히 가준을 처리하여 그것으로 하여금 발수성 및 발유성을 갖게 하는 데 이용함을 특징으로 하는 방법.
- 제7항 또는 제8항의 중합체로 처리한 물질 및 제품.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1019900003611A KR920004805B1 (ko) | 1985-12-03 | 1990-03-17 | 불소화 아크릴 단량체로부터 유도된 중합체의 제조방법 |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR17882 | 1985-12-03 | ||
FR8517882A FR2590895B1 (fr) | 1985-12-03 | 1985-12-03 | Monomeres acryliques fluores, polymeres en derivant et leur application comme agents hydrophobes et oleophobes |
FR17882/85 | 1985-12-03 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019900003611A Division KR920004805B1 (ko) | 1985-12-03 | 1990-03-17 | 불소화 아크릴 단량체로부터 유도된 중합체의 제조방법 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR870005980A true KR870005980A (ko) | 1987-07-08 |
KR900004647B1 KR900004647B1 (ko) | 1990-07-02 |
Family
ID=9325392
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019860010287A KR900004647B1 (ko) | 1985-12-03 | 1986-12-02 | 불소화 아크릴 단량체로부터 유도된 중합체의 제조방법 |
Country Status (16)
Country | Link |
---|---|
US (1) | US4920190A (ko) |
EP (1) | EP0225826B1 (ko) |
JP (2) | JPS62132850A (ko) |
KR (1) | KR900004647B1 (ko) |
CN (1) | CN1010309B (ko) |
AT (1) | ATE53990T1 (ko) |
AU (1) | AU596131B2 (ko) |
CA (1) | CA1260492A (ko) |
DE (1) | DE3672129D1 (ko) |
DK (1) | DK578886A (ko) |
ES (1) | ES2004866A6 (ko) |
FI (1) | FI90063C (ko) |
FR (1) | FR2590895B1 (ko) |
GR (1) | GR862835B (ko) |
NO (1) | NO167396C (ko) |
ZA (1) | ZA869088B (ko) |
Families Citing this family (55)
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FR2588555B1 (fr) * | 1985-10-16 | 1987-12-11 | Atochem | Monomeres acryliques fluores, polymeres en derivant et leur application au traitement hydrofuge et oleofuge de substrats divers |
US5144056A (en) * | 1985-12-03 | 1992-09-01 | Atochem | Fluorinated acrylic monomers as hydrophobic and oleophobic agents |
US4900615A (en) * | 1986-03-11 | 1990-02-13 | Union Oil Company Of California | Textile materials and compositions for use therein |
DE3710279A1 (de) * | 1987-03-28 | 1988-10-06 | Hoechst Ag | Polymerisierbare verbindungen und diese enthaltendes durch strahlung polymerisierbares gemisch |
US5310828A (en) * | 1989-04-20 | 1994-05-10 | Peach State Labs, Inc. | Superior stain resistant compositions |
US4971424A (en) * | 1989-10-26 | 1990-11-20 | Minnesota Mining And Manufacturing Co. | Radiation curable cladding compositions |
DE4006098A1 (de) * | 1990-02-27 | 1991-08-29 | Hoechst Ag | Fluorurethangruppen enthaltende polymerisate aus ethylenisch ungesaettigten monomeren, verfahren zu ihrer herstellung und ihre verwendung |
DE4006097A1 (de) * | 1990-02-27 | 1991-08-29 | Hoechst Ag | Ethylenisch ungesaettigte, fluorhaltige urethanderivate und verfahren zu ihrer herstellung |
DE4113634A1 (de) * | 1991-04-26 | 1992-10-29 | Minnesota Mining & Mfg | Fluoracryl-polymere, verfahren zu ihrer herstellung und ihre anwendung |
ES2082514T3 (es) | 1991-11-12 | 1996-03-16 | Minnesota Mining & Mfg | Derivados de acidos dimeros fluoroalifaticos y su uso. |
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US5451651A (en) * | 1993-12-17 | 1995-09-19 | Bausch & Lomb Incorporated | Urea and urethane monomers for contact lens materials |
US5446118A (en) * | 1994-08-11 | 1995-08-29 | W. L. Gore & Associates, Inc. | Fluorinated acrylic monomers containing urethane groups and their polymers |
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JP3707177B2 (ja) * | 1996-12-20 | 2005-10-19 | ユニマテック株式会社 | フルオロアルキル基含有アリルウレタン共重合体水性エマルジョンの製造法およびその共重合体水性エマルジョンを用いた撥水撥油防汚加工剤 |
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US6383633B1 (en) | 1997-05-14 | 2002-05-07 | 3M Innovative Properties Company | Fluorochemical composition comprising a polymer derived from a fluorochemical urethane (meth)acrylate monomer for imparting stain release properties to a substrate |
US6224782B1 (en) | 1997-05-14 | 2001-05-01 | 3M Innovative Properties Company | Fluorochemical composition comprising a polyurethane having a fluorochemical oligomer and a hydrophilic segment to impart stain release properties to a substrate |
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US9221939B2 (en) * | 2013-06-14 | 2015-12-29 | Benq Materials Corporation | Fluoro-containing ether monomer for fabricating contact lenses, contact lenses materials and contact lenses obtained therefrom |
JP6340210B2 (ja) * | 2014-02-27 | 2018-06-06 | デクセリアルズ株式会社 | 表面調整剤及びそれを用いた物品 |
KR20170095249A (ko) * | 2014-12-17 | 2017-08-22 | 다우 글로벌 테크놀로지스 엘엘씨 | 폴리우레탄 포옴용 계면활성제 |
CN105542608A (zh) * | 2015-11-25 | 2016-05-04 | 中国科学院兰州化学物理研究所 | 一种含氟烷基改性的丙烯酸酯低表面能减阻防污涂料及其制备方法 |
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CN115093495B (zh) * | 2022-06-25 | 2024-01-26 | 郑州郑大可飞科技有限公司 | 一种用于f2313/rdx固体推进剂的同时含氟和氨基聚合物键合剂及其制备方法 |
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CA895313A (en) * | 1972-03-14 | Fmc Corporation | Polyfluoroureas and their use in treating fibrous materials | |
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US3503915A (en) * | 1966-08-29 | 1970-03-31 | Minnesota Mining & Mfg | Fabric treating composition and treated fabric |
US3528849A (en) * | 1967-05-22 | 1970-09-15 | Hooker Chemical Corp | Method for imparting oil and water repellency to textile materials |
GB1231946A (ko) * | 1969-03-20 | 1971-05-12 | ||
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US4024178A (en) * | 1972-03-06 | 1977-05-17 | Minnesota Mining And Manufacturing Company | Fluoroaliphatic radical containing carbodiimides |
CH587381B5 (ko) * | 1972-03-06 | 1977-04-29 | Minnesota Mining & Mfg | |
US3896035A (en) * | 1973-04-02 | 1975-07-22 | Minnesota Mining & Mfg | Pile fabric treating composition providing soil resistance |
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DE2939660A1 (de) * | 1979-09-29 | 1981-04-16 | Basf Ag, 6700 Ludwigshafen | Neue carbamate, ihre herstellung und diese enthaltende pharmazeutische zubereitungen |
US4321404A (en) * | 1980-05-20 | 1982-03-23 | Minnesota Mining And Manufacturing Company | Compositions for providing abherent coatings |
EP0040923B1 (en) * | 1980-05-20 | 1985-05-02 | Minnesota Mining And Manufacturing Company | Compositions for providing abherent coatings; poly (fluorooyalkylene) urethane acrylates |
US4482608A (en) * | 1982-07-26 | 1984-11-13 | Minnesota Mining And Manufacturing Company | Release coating for infrared imageable and thermally imageable films |
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US4521320A (en) * | 1983-10-21 | 1985-06-04 | Ciba Geigy Corporation | Thiocarbamate stabilizers |
US4612143A (en) * | 1984-09-17 | 1986-09-16 | Societe Nationale Des Poudres Et Explosifs | Process for the preparation of fluoroformates |
FR2588555B1 (fr) * | 1985-10-16 | 1987-12-11 | Atochem | Monomeres acryliques fluores, polymeres en derivant et leur application au traitement hydrofuge et oleofuge de substrats divers |
-
1985
- 1985-12-03 FR FR8517882A patent/FR2590895B1/fr not_active Expired
-
1986
- 1986-11-06 NO NO864430A patent/NO167396C/no unknown
- 1986-11-21 DE DE8686402600T patent/DE3672129D1/de not_active Expired - Fee Related
- 1986-11-21 AT AT86402600T patent/ATE53990T1/de not_active IP Right Cessation
- 1986-11-21 EP EP86402600A patent/EP0225826B1/fr not_active Expired - Lifetime
- 1986-11-29 CN CN86108160A patent/CN1010309B/zh not_active Expired
- 1986-12-01 CA CA000524223A patent/CA1260492A/fr not_active Expired
- 1986-12-02 GR GR862835A patent/GR862835B/el unknown
- 1986-12-02 KR KR1019860010287A patent/KR900004647B1/ko not_active IP Right Cessation
- 1986-12-02 ZA ZA869088A patent/ZA869088B/xx unknown
- 1986-12-02 DK DK578886A patent/DK578886A/da not_active Application Discontinuation
- 1986-12-02 AU AU65900/86A patent/AU596131B2/en not_active Ceased
- 1986-12-02 ES ES8603251A patent/ES2004866A6/es not_active Expired
- 1986-12-03 FI FI864949A patent/FI90063C/fi not_active IP Right Cessation
- 1986-12-03 JP JP61288618A patent/JPS62132850A/ja active Granted
-
1988
- 1988-06-21 US US07/209,388 patent/US4920190A/en not_active Expired - Fee Related
-
1990
- 1990-05-21 JP JP2131126A patent/JPH0328207A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
CA1260492A (fr) | 1989-09-26 |
NO167396B (no) | 1991-07-22 |
FI90063C (fi) | 1993-12-27 |
JPH0328207A (ja) | 1991-02-06 |
FR2590895A1 (fr) | 1987-06-05 |
CN86108160A (zh) | 1987-06-17 |
JPH034542B2 (ko) | 1991-01-23 |
NO167396C (no) | 1991-10-30 |
ATE53990T1 (de) | 1990-07-15 |
KR900004647B1 (ko) | 1990-07-02 |
EP0225826B1 (fr) | 1990-06-20 |
EP0225826A2 (fr) | 1987-06-16 |
US4920190A (en) | 1990-04-24 |
DE3672129D1 (de) | 1990-07-26 |
FI864949A (fi) | 1987-06-04 |
NO864430D0 (no) | 1986-11-06 |
CN1010309B (zh) | 1990-11-07 |
JPS62132850A (ja) | 1987-06-16 |
AU596131B2 (en) | 1990-04-26 |
FR2590895B1 (fr) | 1988-01-15 |
NO864430L (no) | 1987-06-04 |
EP0225826A3 (en) | 1988-06-01 |
ES2004866A6 (es) | 1989-02-16 |
FI864949A0 (fi) | 1986-12-03 |
FI90063B (fi) | 1993-09-15 |
DK578886D0 (da) | 1986-12-02 |
DK578886A (da) | 1987-06-04 |
GR862835B (en) | 1987-03-30 |
ZA869088B (en) | 1987-08-26 |
AU6590086A (en) | 1987-06-11 |
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