KR960700281A - 생물학적 분해성 공중합체, 이를 제조하는 방법 및 그 용도(biodegradable copolymers, method of producing them and their use) - Google Patents
생물학적 분해성 공중합체, 이를 제조하는 방법 및 그 용도(biodegradable copolymers, method of producing them and their use)Info
- Publication number
- KR960700281A KR960700281A KR1019950702815A KR19950702815A KR960700281A KR 960700281 A KR960700281 A KR 960700281A KR 1019950702815 A KR1019950702815 A KR 1019950702815A KR 19950702815 A KR19950702815 A KR 19950702815A KR 960700281 A KR960700281 A KR 960700281A
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- salts
- polymer
- hydrolysis
- monoethylenically unsaturated
- weight
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- 238000000034 method Methods 0.000 title claims abstract 14
- 229920001577 copolymer Polymers 0.000 title 2
- 239000000178 monomer Substances 0.000 claims abstract 20
- 229920000642 polymer Polymers 0.000 claims abstract 14
- 150000003839 salts Chemical class 0.000 claims abstract 14
- 230000007062 hydrolysis Effects 0.000 claims abstract 11
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract 11
- 239000003599 detergent Substances 0.000 claims abstract 9
- 238000007127 saponification reaction Methods 0.000 claims abstract 9
- 239000000654 additive Substances 0.000 claims abstract 6
- 230000000996 additive effect Effects 0.000 claims abstract 5
- 239000012459 cleaning agent Substances 0.000 claims abstract 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 5
- 239000012736 aqueous medium Substances 0.000 claims abstract 4
- 238000004519 manufacturing process Methods 0.000 claims abstract 4
- 238000010526 radical polymerization reaction Methods 0.000 claims abstract 4
- 150000001991 dicarboxylic acids Chemical class 0.000 claims abstract 3
- 239000010985 leather Substances 0.000 claims abstract 3
- 150000002763 monocarboxylic acids Chemical class 0.000 claims abstract 3
- 229920000742 Cotton Polymers 0.000 claims abstract 2
- 239000007844 bleaching agent Substances 0.000 claims abstract 2
- 239000002270 dispersing agent Substances 0.000 claims abstract 2
- 239000003112 inhibitor Substances 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims abstract 2
- 239000003381 stabilizer Substances 0.000 claims abstract 2
- 239000004753 textile Substances 0.000 claims abstract 2
- 229920002988 biodegradable polymer Polymers 0.000 claims 8
- 239000004621 biodegradable polymer Substances 0.000 claims 8
- 238000006116 polymerization reaction Methods 0.000 claims 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 4
- 239000002671 adjuvant Substances 0.000 claims 3
- 238000006065 biodegradation reaction Methods 0.000 claims 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 2
- VUIWJRYTWUGOOF-UHFFFAOYSA-N 2-ethenoxyethanol Chemical compound OCCOC=C VUIWJRYTWUGOOF-UHFFFAOYSA-N 0.000 claims 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-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
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims 2
- 150000008064 anhydrides Chemical class 0.000 claims 2
- 238000004140 cleaning Methods 0.000 claims 2
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 claims 2
- 239000001530 fumaric acid Substances 0.000 claims 2
- 239000004571 lime Substances 0.000 claims 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 2
- 239000011976 maleic acid Substances 0.000 claims 2
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims 2
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 claims 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 claims 1
- 235000011941 Tilia x europaea Nutrition 0.000 claims 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 238000004380 ashing Methods 0.000 claims 1
- 238000004061 bleaching Methods 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 238000007598 dipping method Methods 0.000 claims 1
- 238000004043 dyeing Methods 0.000 claims 1
- 239000003623 enhancer Substances 0.000 claims 1
- 230000001747 exhibiting effect Effects 0.000 claims 1
- 239000004744 fabric Substances 0.000 claims 1
- 239000000835 fiber Substances 0.000 claims 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract 1
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- D06P1/525—Polymers of unsaturated carboxylic acids or functional derivatives thereof
- D06P1/5257—(Meth)acrylic acid
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—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 a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/04—Anhydrides, e.g. cyclic anhydrides
- C08F222/06—Maleic anhydride
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- 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
- C08F222/00—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 a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/02—Acids; Metal salts or ammonium salts thereof, e.g. maleic acid or itaconic acid
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- 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/12—Hydrolysis
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- 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/44—Preparation of metal salts or ammonium salts
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
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- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3757—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions
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- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
- D06L4/12—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen combined with specific additives
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- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/327—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof
- D06M15/333—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof of vinyl acetate; Polyvinylalcohol
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Detergent Compositions (AREA)
- Materials For Medical Uses (AREA)
- Biological Depolymerization Polymers (AREA)
- Polyesters Or Polycarbonates (AREA)
- Medicinal Preparation (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
Description
Claims (24)
- 중합된 모노에틸렌계 불포화된 디카르복실산 및/또는 이들의 염, 중합된 모노에틸렌계 불포화된 모노카르복실산 및/또는 이들의 염, 및 가수분해 또는 비누화 이후, C-C-쇄에 공유결합된 하나 또는 그 이상의 히드록실기를 가진 단위로 전환될 수 있는 중합된 모노에틸렌계 불포화된 단량체와 임의의 중합된 라디칼 공중합성 단량체로 구성된 세제 및 세척제로 사용하는데 적당한 생물학적 분해성 중합체에 있어서, 이들이 수성매질중의 라디칼 중합 및 가수분해 또는 비누화 통해 형성되고, 28일 후 60% (BOD)를 초과하는 생물학적 분해율을 나타내는 것을 특징으로 하는 생물학적 분해성 중합체.
- 제1항에 있어서, a) 10-70중량%의 모노에틸렌계 불포화된 C4-8-디카르복실산 또는 이들의 염; b) 20-85중량%의 모노에틸렌계 불포화된 C3-10-모노카르복실산 또는 이들의 염; c) 가수분해 또는 비누화 이후, C-C-쇄에 공유결합된 하나 또는 그 이상의 히드록실기를 가진 단량체 단위로 전환될 수 있는 1-50중량%의 단일 불포화된 단량체; 및 d) 0-10중량%의 부가의 라디칼 공중합성 단량체로 구성되고, 상기 a) 내지 d)에 따른 단량체의 합계가 100%인 것을 특징으로 하는, 세제 및 세척제에 적당한 생물학적 분해성 중합체.
- 제1항 또는 제2항에 있어서, a) 바람직하게는 20-60중량%, 가장 바람직하게는 25-55중량%의 모노에틸렌계 불포화된 C4-8-디카르복실산 또는 이들의 염; b) 바람직하게는 25-60중량%, 가장 바람직하게는 30-60중량%의 모노에틸렌계 불포화된 C3-10-모노카르복실산 또는 이들의 염; c) 가수분해 또는 비누화 이후, C-C-쇄에 공유결합된 하나 또는 그 이상의 히드록실기를 가진 단량체 단위로 전환될 수 있는, 바람직하게는 4-40중량%, 가장 바람직하게는 8-30중량%의 단일불포화된 단량체; 및 d) 0-10중량%의 부가의 라디칼 공중합성 단량체로 구성되고, 상기 a) 내지 d)의 단량체의 합계가 100%인 것을 특징으로 하는, 세제 및 세척제에 적당한 생물학적 분해성 중합체.
- 제1항 내지 제3항중 어느 한 항에 있어서, 단량체 성분 a)로서, 말레산, 이타콘산, 및 푸마르산 또는 이들의 염을 포함하고, 단량체 성분 b)로서 아크릴산 또는 메타크릴산, 또는 이들의 염을 포함하며, 단량체 성분 c)로서 비닐 아세테이트, 비닐 프로피오네이트, 에틸렌 글리콜 모노비닐 에테르, 및/또는 메틸 비닐 에테르를 포함하는 것을 특징으로 하는, 세제 및 세척시에 적당한 생물학적 분해성 중합체.
- 제1항 내지 제4항중 어느 한 항에 있어서, 수성매질중에서 라디칼 중합 및 가수분해 또는 비누화를 통해 형성되고, 28일 후 생물학적 분해율이 80% (BOD)를 초과하는 것을 특징으로 하는, 세제 및 세척제에 적당한 생물학적 분해성 중합체.
- 모노에틸렌계 불포화된 디카르복실산 및/또는 이들의 염 및/또는 디카르복실산 무수물, 모노에틸렌계 불포화된 모노카르복실산 및/또는 이들의 염, 가수분해 또는 비누화 이후, C-C-쇄에 공유결합된 하나 또는 그 이상의 히드록실기를 가진 단위로 전환될 수 있는, 모노에틸렌계 불포화된 단량체와, 임의의 라디칼 공중합성 단량체로 구성된 세제 및 세척제로 사용하는데 적당한 생물학적 분해성 중합체에 있어서, 수성매질중의 라디칼 중합 및 가수분해 또는 비누화 통해 형성되고, 28일 후 60% (BOD)를 초과하는 생물학적 분해율을 나타내는 것을 특징으로 하는 생물학적 분해성 중합체를 제조하는 방법.
- 제6항에 있어서, 중합반응을 40-180℃, 바람직하게는 60-120℃하에 수성용액중에서 수행하는 것을 특징으로 하는, 세제 및 세척제에 적당한 생물학적 분해성 중합체를 제조하는 방법.
- 제6항 또는 제7항에 있어서, 디카르복실산, 디카르복실산 무수물, 및 적어도 부분량의 가수분해성 또는 비누화성 단량체를 반응용기에 함께 넣고, 나머지 단량체는 중합반응 동안에 첨가하며, 중합반응을 밀폐된 중합반응기내에서 수행하는 것을 특징으로 하는, 세제 및 세척제에 적당한 생물학적 분해성 중합체를 제조하는 방법.
- 제6항 내지 제8항중 어느 한 항에 있어서, 디카르복실산 무수물을 가수분해하고 중합하기전에 적어도 부분 중화시키는 것을 특징으로 하는, 세제 및 세척제에 적당한 생물학적 분해성 중합체를 제조하는 방법.
- 제6항 내지 제9항중 어느 한 항에 있어서, 단량체 성분 a)로서, 말레산, 말레산 무수물, 이타콘산, 이타콘산 무수물, 및 푸마르산 또는 이들의 염을 사용하고, 단량체 성분 b)로서 아크릴산 또는 메타크릴산, 또는 이들의 염을 사용하며, 단량체 성분 c)로서 비닐 아세테이트, 비닐 프로피오네이트, 에틸렌 글리콜 모노비닐 에테르, 및/또는 메틸 비닐 에테르를 사용하는 것을 특징으로 하는, 세제 및 세척제에 적당한 생물학적 분해성 중합체를 제조하는 방법.
- 제6항 내지 제10항중 어느 한 항에 있어서, 가수분해 또는 비누화를, 바람직하게는 중합반응 이후에 이산화황을 사용하거나 과산화수소의 존재하에 알칼리 수산화물을 사용하므로써 수행하는 것을 특징으로 하는, 세제 및 세척제에 적당한 생물학적 중합체를 제조하는 방법.
- 세제중의 첨가제 또는 공동 증강제로서 사용하기 위한 제1항 내지 제11항중 어느 한 항의 중합체.
- 세척제중의 첨가제로서 사용하기 위한 제1항 내지 제11항중 어느 한 항의 중합체.
- 면의 예비처리, 특히 열탕, 조내 세탁 및 표백에 사용하기 위한 화합물.
- 표백 안정화제로서 사용하기 위한 제1항 내지 제11항중 어느 한 항의 중합체.
- 염색 처리과정에서 첨가제 또는 세척 보조제로서 사용하기 위한 제1항 내지 제11항중 어느 한 항의 중합체.
- 직물 인쇄시 보조제로서 사용하기 위한 제1항 내지 제11항중 어느 한 항의 중합체.
- 직물 섬유 사이즈(size)과정에 첨가제로서 사용하기 위한 제1항 내지 제11항중 어느 한 항의 중합체.
- 가죽의 제조시 보조제로서 사용하기 위한 제1항 내지 제11항중 어느 한 항의 중합체.
- 가죽 제조과정중 침지, 석회처리, 특히 석회처리후 세척과정, 및 특히 석회제거 및 CO2-석회제거 과정에서 보조제로서 사용하기 위한 제1항 내지 제11항중 어느 한 항의 중합체.
- 예비-무두질, 무두질 및 재-무두질에서 첨가제로서 사용하기 위한 중합체.
- 경수화의 억제를 위한 용도 및 침착방지제로서 사용하기 위한 제1항 내지 제11항중 어느 한 항의 중합체.
- 분산제로서 사용하기 위한 제1항 내지 제11항중 어느 한 항의 중합체.
- ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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DEP4300772.4 | 1993-01-14 | ||
DE4300772A DE4300772C2 (de) | 1993-01-14 | 1993-01-14 | Wasserlösliche, biologisch abbaubare Copolymere auf Basis von ungesättigten Mono- und Dicarbonsäuren, Verfahren zu ihrer Herstellung und ihre Verwendung |
PCT/EP1994/000006 WO1994015978A1 (de) | 1993-01-14 | 1994-01-04 | Biologisch abbaubare copolymere und verfahren zu ihrer herstellung und ihre verwendung |
Publications (1)
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KR960700281A true KR960700281A (ko) | 1996-01-19 |
Family
ID=6478160
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Application Number | Title | Priority Date | Filing Date |
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KR1019950702815A KR960700281A (ko) | 1993-01-14 | 1994-01-04 | 생물학적 분해성 공중합체, 이를 제조하는 방법 및 그 용도(biodegradable copolymers, method of producing them and their use) |
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US (1) | US5830956A (ko) |
EP (1) | EP0682676B1 (ko) |
JP (1) | JPH08507797A (ko) |
KR (1) | KR960700281A (ko) |
CN (1) | CN1048278C (ko) |
AT (1) | ATE151784T1 (ko) |
AU (1) | AU677280B2 (ko) |
BG (1) | BG62006B1 (ko) |
BR (1) | BR9405810A (ko) |
CA (1) | CA2153660A1 (ko) |
CZ (1) | CZ180395A3 (ko) |
DE (2) | DE4300772C2 (ko) |
EG (1) | EG20379A (ko) |
ES (1) | ES2082734T3 (ko) |
FI (1) | FI953426A0 (ko) |
GR (1) | GR960300016T1 (ko) |
HR (1) | HRP940016A2 (ko) |
HU (1) | HUT73871A (ko) |
IL (1) | IL108088A (ko) |
JO (1) | JO1776B1 (ko) |
LT (1) | LT3080B (ko) |
LV (1) | LV10783B (ko) |
MA (1) | MA23088A1 (ko) |
MD (1) | MD940296A (ko) |
MX (1) | MX9400314A (ko) |
MY (1) | MY110373A (ko) |
NO (1) | NO308475B1 (ko) |
NZ (1) | NZ259698A (ko) |
OA (1) | OA10714A (ko) |
PL (1) | PL309890A1 (ko) |
RO (1) | RO112877B1 (ko) |
RU (1) | RU2126019C1 (ko) |
SI (1) | SI9400012A (ko) |
SK (1) | SK281057B6 (ko) |
TN (1) | TNSN94002A1 (ko) |
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UY (1) | UY23709A1 (ko) |
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