NO315204B1 - Biologisk nedbrytbare polymerer, fremgangsmåte for deres fremstilling, samtderes anvendelse for fremstilling av biologisk nedbrytbareformlegemer - Google Patents

Biologisk nedbrytbare polymerer, fremgangsmåte for deres fremstilling, samtderes anvendelse for fremstilling av biologisk nedbrytbareformlegemer Download PDF

Info

Publication number: NO315204B1
Authority: NO; Norway
Prior art keywords: mol; weight; polyether ester; range; calculated
Prior art date: 1995-02-16

Application number

NO19973766A

Other languages

English (en)

Norwegian (no)

Other versions

NO973766D0 (no

NO973766L (no

Inventor

Volker Warzelhan

Guenter Pipper

Ursula Seeliger

Peter Bauer

Dieter B Beimborn

Motonori Yamamoto

Original Assignee

Basf Ag

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.)

1995-02-16

Filing date

1997-08-15

Publication date

2003-07-28

1995-02-16 Priority claimed from DE1995105186 external-priority patent/DE19505186A1/de

1997-08-15 Application filed by Basf Ag filed Critical Basf Ag

1997-08-15 Publication of NO973766D0 publication Critical patent/NO973766D0/no

1997-10-15 Publication of NO973766L publication Critical patent/NO973766L/no

2003-07-28 Publication of NO315204B1 publication Critical patent/NO315204B1/no

Links

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239000004721 Polyphenylene oxide Substances 0.000 claims description 126
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238000001514 detection method Methods 0.000 description 1
150000001991 dicarboxylic acids Chemical class 0.000 description 1
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UPPJFVSCGFPFHM-UHFFFAOYSA-N dipentyl hexanedioate Chemical group CCCCCOC(=O)CCCCC(=O)OCCCCC UPPJFVSCGFPFHM-UHFFFAOYSA-N 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
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150000002739 metals Chemical class 0.000 description 1
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239000002362 mulch Substances 0.000 description 1
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235000015097 nutrients Nutrition 0.000 description 1
XZZXKVYTWCYOQX-UHFFFAOYSA-J octanoate;tin(4+) Chemical compound [Sn+4].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O.CCCCCCCC([O-])=O.CCCCCCCC([O-])=O XZZXKVYTWCYOQX-UHFFFAOYSA-J 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
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150000002902 organometallic compounds Chemical class 0.000 description 1
150000002903 organophosphorus compounds Chemical class 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
238000004806 packaging method and process Methods 0.000 description 1
239000000123 paper Substances 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000008301 phosphite esters Chemical class 0.000 description 1
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
150000003018 phosphorus compounds Chemical class 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
239000005014 poly(hydroxyalkanoate) Substances 0.000 description 1
229920002401 polyacrylamide Polymers 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
229920001515 polyalkylene glycol Polymers 0.000 description 1
229920000903 polyhydroxyalkanoate Polymers 0.000 description 1
239000005076 polymer ester Substances 0.000 description 1
150000008442 polyphenolic compounds Chemical class 0.000 description 1
235000013824 polyphenols Nutrition 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
238000012545 processing Methods 0.000 description 1
239000003380 propellant Substances 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
238000005096 rolling process Methods 0.000 description 1
238000004904 shortening Methods 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
239000002689 soil Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
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239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
150000003503 terephthalic acid derivatives Chemical class 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
229920005992 thermoplastic resin Polymers 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
150000003609 titanium compounds Chemical class 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
239000003440 toxic substance Substances 0.000 description 1
230000001960 triggered effect Effects 0.000 description 1
125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
229910052720 vanadium Inorganic materials 0.000 description 1
239000011709 vitamin E Substances 0.000 description 1
235000019165 vitamin E Nutrition 0.000 description 1
229940046009 vitamin E Drugs 0.000 description 1
239000003643 water by type Substances 0.000 description 1
238000009941 weaving Methods 0.000 description 1
239000002023 wood Substances 0.000 description 1
DJWUNCQRNNEAKC-UHFFFAOYSA-L zinc acetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O DJWUNCQRNNEAKC-UHFFFAOYSA-L 0.000 description 1
150000003752 zinc compounds Chemical class 0.000 description 1
XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
229910052726 zirconium Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/66—Polyesters containing oxygen in the form of ether groups
- C08G63/668—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/672—Dicarboxylic acids and dihydroxy compounds

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Polyesters Or Polycarbonates (AREA)
Biological Depolymerization Polymers (AREA)
Adhesives Or Adhesive Processes (AREA)
Paper (AREA)
Compositions Of Macromolecular Compounds (AREA)

NO19973766A 1995-02-16 1997-08-15 Biologisk nedbrytbare polymerer, fremgangsmåte for deres fremstilling, samtderes anvendelse for fremstilling av biologisk nedbrytbareformlegemer NO315204B1 (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE1995105186 DE19505186A1 (de)	1995-02-16	1995-02-16	Biologisch abbaubare Polymere, Verfahren zu deren Herstellung sowie deren Verwendung zur Herstellung bioabbaubarer Formkörper
PCT/EP1996/000458 WO1996025448A1 (de)	1995-02-16	1996-02-03	Biologisch abbaubare polymere, verfahren zu deren herstellung sowie deren verwendung zur herstellung bioabbaubarer formkörper

Publications (3)

Publication Number	Publication Date
NO973766D0 NO973766D0 (no)	1997-08-15
NO973766L NO973766L (no)	1997-10-15
NO315204B1 true NO315204B1 (no)	2003-07-28

Family

ID=7754116

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
NO19973766A NO315204B1 (no)	1995-02-16	1997-08-15	Biologisk nedbrytbare polymerer, fremgangsmåte for deres fremstilling, samtderes anvendelse for fremstilling av biologisk nedbrytbareformlegemer
NO19973767A NO315203B1 (no)	1995-02-16	1997-08-15	Biologisk nedbrytbare polymerer, fremgangsmåte for fremstilling, samt anvendelse av polymerene for fremstilling av biologisk nedbrytbareformlegemer

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
NO19973767A NO315203B1 (no)	1995-02-16	1997-08-15	Biologisk nedbrytbare polymerer, fremgangsmåte for fremstilling, samt anvendelse av polymerene for fremstilling av biologisk nedbrytbareformlegemer

Country Status (8)

Country	Link
US (1)	US5936045A (da)
JP (1)	JP3452583B2 (da)
AU (2)	AU4787096A (da)
DE (1)	DE59600710D1 (da)
DK (1)	DK0809666T4 (da)
ES (1)	ES2122792T5 (da)
FI (2)	FI973359A7 (da)
NO (2)	NO315204B1 (da)

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* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US20220033648A1 (en) *	2018-12-02	2022-02-03	Sulapac Oy	Compostable wood composite material for thin-walled articles

Families Citing this family (38)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5661193A (en) *	1996-05-10	1997-08-26	Eastman Chemical Company	Biodegradable foamable co-polyester compositions
RU2232177C2 (ru) *	1997-12-02	2004-07-10	Хенкель Коммандитгезелльшафт ауф Акциен	Адгезив и его применение в комбинированных материалах
US20030129431A1 (en) *	1998-10-23	2003-07-10	Michael R. Nowak	Composite wrap material
US20030199218A1 (en) *	1998-10-23	2003-10-23	Mueller Louann S.	Ream wrap comprising PLA resin
FR2799216B1 (fr) *	1999-10-05	2001-11-23	Ahlstrom Paper Group Res And C	Procede de degradation acceleree de papier de paillage pour la mise en oeuvre du procede
WO2001060143A1 (en)	2000-02-15	2001-08-23	International Paper Company	Biodegradable paper-based agricultural substrate
US7348052B2 (en) *	2002-05-07	2008-03-25	Coating Excellence International	Sandwich wrappers, fast food wrappers, and gum wrappers comprising PLA resin
US7625994B2 (en) *	2002-07-30	2009-12-01	E.I. Du Pont De Nemours And Company	Sulfonated aliphatic-aromatic copolyetheresters
US7172814B2 (en)	2003-06-03	2007-02-06	Bio-Tec Biologische Naturverpackungen Gmbh & Co	Fibrous sheets coated or impregnated with biodegradable polymers or polymers blends
US7144632B2 (en)	2003-06-11	2006-12-05	E. I. Du Pont De Nemours And Company	Aliphatic-aromatic polyetherester compositions, articles, films, coating and laminates and processes for producing same
US6787245B1 (en)	2003-06-11	2004-09-07	E. I. Du Pont De Nemours And Company	Sulfonated aliphatic-aromatic copolyesters and shaped articles produced therefrom
US7220815B2 (en) *	2003-07-31	2007-05-22	E.I. Du Pont De Nemours And Company	Sulfonated aliphatic-aromatic copolyesters and shaped articles produced therefrom
DE10336387A1 (de) *	2003-08-06	2005-03-03	Basf Ag	Biologisch abbaubare Polyestermischung
US20110097530A1 (en) *	2004-01-30	2011-04-28	E. I. Du Pont De Nemours And Company	Non-sulfonated Aliphatic-Aromatic Polyesters, and Articles Made Therefrom
US7452927B2 (en) *	2004-01-30	2008-11-18	E. I. Du Pont De Nemours And Company	Aliphatic-aromatic polyesters, and articles made therefrom
US7888405B2 (en) *	2004-01-30	2011-02-15	E. I. Du Pont De Nemours And Company	Aliphatic-aromatic polyesters, and articles made therefrom
US7566744B2 (en) *	2004-12-20	2009-07-28	Nalco Company	Environmentally friendly demulsifiers for crude oil emulsions
DE502006005554D1 (de) *	2005-12-22	2010-01-14	Basf Se	Beizmittel-formulierungen enthaltend einen biologisch abbaubaren teilaromatischen polyester
US20070208096A1 (en) *	2006-03-02	2007-09-06	Oxid L.P.	Sulfonated aromatic polyester polyol compositions
AU2008214712B2 (en) *	2007-02-15	2012-10-25	Basf Se	Foam layer produced of a biodegradable polyester mixture
CN102165013B (zh)	2008-09-29	2013-04-24	巴斯夫欧洲公司	可生物降解的聚合物混合物
US9744556B2 (en)	2008-09-29	2017-08-29	Basf Se	Method for coating paper
US20110313075A1 (en)	2008-09-29	2011-12-22	Basf Se	Aliphatic polyester
US20110187029A1 (en) *	2008-09-29	2011-08-04	Basf Se	Aliphatic-aromatic polyester
WO2010043505A1 (de) *	2008-10-14	2010-04-22	Basf Se	Copolymere mit langkettigen acrylaten
AU2009330405A1 (en)	2008-12-15	2010-07-01	E. I. Du Pont De Nemours And Company	Polymerization of aliphatic-aromatic copolyetheresters
EP2379301B1 (de)	2008-12-19	2013-02-20	Basf Se	Verfahren zur herstellung eines verbundbauteils durch mehrkomponentenspritzguss, solcher verbundbauteil und verwendung einer mischung zur herstellung des verbundbauteils
TWI374903B (en) *	2008-12-31	2012-10-21	Ind Tech Res Inst	Biodegradable copolymer hydrogel materials
WO2011086030A2 (de)	2010-01-14	2011-07-21	Basf Se	Verfahren zur herstellung von expandierbaren polymilchsäurehaltigen granulaten
US20110237750A1 (en) *	2010-03-24	2011-09-29	Basf Se	Process for film production
FR2969627B1 (fr) *	2010-12-27	2014-10-17	Arkema France	Compositions a base de copolyether bloc amides, de copolyether bloc esters, de polyolefines fonctionnalisees et d'amidon pour des applications de film imper respirants
US20140050934A1 (en) *	2011-04-20	2014-02-20	Basf Se	Cellulosic barrier packaging material
KR101992392B1 (ko) *	2012-12-12	2019-09-30	(주)새한폴리머	생분해성 지방족/방향족 폴리에스테르 공중합체의 연속 제조방법
WO2016141050A1 (en)	2015-03-04	2016-09-09	Ecolab Usa Inc.	Reverse emulsion breaker polymers
CA2978434C (en)	2015-03-06	2023-03-28	Ecolab Usa Inc.	Reverse emulsion breaker polymers
US11548979B2 (en)	2019-12-27	2023-01-10	Dak Americas Llc	Poly(glycolic acid) for containers and films with reduced gas permeability
US11155677B2 (en)	2019-12-27	2021-10-26	Dak Americas Llc	Process for making poly(glycolic acid) for containers and films with reduced gas permeability
CN117904897B (zh) *	2023-05-23	2025-08-01	冠宏化工（扬州）有限公司	一种纸浆造纸助剂制备方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3763079A (en) *	1971-06-01	1973-10-02	Du Pont	Polyurethanes based on mixed aromatic aliphatic polyesters
EP0496737A4 (en) *	1989-08-08	1993-06-30	The Pennsylvania Research Corporation	Hydrodegradable polyesters
US5171308A (en) *	1990-05-11	1992-12-15	E. I. Du Pont De Nemours And Company	Polyesters and their use in compostable products such as disposable diapers
US5292783A (en) *	1990-11-30	1994-03-08	Eastman Kodak Company	Aliphatic-aromatic copolyesters and cellulose ester/polymer blends
EP0569146B1 (en) *	1992-05-08	2000-02-09	Showa Highpolymer Co., Ltd.	Polyester film

1996
- 1996-02-03 AU AU47870/96A patent/AU4787096A/en not_active Abandoned
- 1996-02-03 AU AU47179/96A patent/AU4717996A/en not_active Abandoned
- 1996-02-03 ES ES96902980T patent/ES2122792T5/es not_active Expired - Lifetime
- 1996-02-03 DK DK96902980T patent/DK0809666T4/da active
- 1996-02-03 DE DE59600710T patent/DE59600710D1/de not_active Expired - Lifetime
- 1996-02-03 JP JP52462196A patent/JP3452583B2/ja not_active Expired - Fee Related
- 1996-02-03 US US08/894,240 patent/US5936045A/en not_active Expired - Lifetime
1997
- 1997-08-15 FI FI973359A patent/FI973359A7/fi not_active Application Discontinuation
- 1997-08-15 FI FI973358A patent/FI973358A0/fi not_active Application Discontinuation
- 1997-08-15 NO NO19973766A patent/NO315204B1/no not_active IP Right Cessation
- 1997-08-15 NO NO19973767A patent/NO315203B1/no not_active IP Right Cessation

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US20220033648A1 (en) *	2018-12-02	2022-02-03	Sulapac Oy	Compostable wood composite material for thin-walled articles
US12421389B2 (en) *	2018-12-02	2025-09-23	Sulapacoy	Compostable wood composite material for thin-walled articles

Also Published As

Publication number	Publication date
FI973359A0 (fi)	1997-08-15
NO973767L (no)	1997-10-15
DE59600710D1 (de)	1998-11-26
AU4787096A (en)	1996-09-04
US5936045A (en)	1999-08-10
NO973766D0 (no)	1997-08-15
FI973359A7 (fi)	1997-08-15
JP2000504355A (ja)	2000-04-11
FI973358A7 (fi)	1997-08-15
FI973358A0 (fi)	1997-08-15
ES2122792T3 (es)	1998-12-16
DK0809666T3 (da)	1999-06-28
DK0809666T4 (da)	2002-12-02
NO973766L (no)	1997-10-15
ES2122792T5 (es)	2003-02-16
AU4717996A (en)	1996-09-04
JP3452583B2 (ja)	2003-09-29
NO315203B1 (no)	2003-07-28
NO973767D0 (no)	1997-08-15

Legal Events

Date	Code	Title	Description
2012-10-01	MM1K	Lapsed by not paying the annual fees

Publication	Publication Date	Title
NO315204B1 (no)	2003-07-28	Biologisk nedbrytbare polymerer, fremgangsmåte for deres fremstilling, samtderes anvendelse for fremstilling av biologisk nedbrytbareformlegemer
US5889135A (en)	1999-03-30	Biodegradable polymers, process for producing them and their use in preparing biodegradable moldings
US5817721A (en)	1998-10-06	Biodegradable polymers, the preparation thereof and the use thereof for producing biodegradable moldings
US6046248A (en)	2000-04-04	Biodegradable polymers, the preparation thereof and the use thereof for producing biodegradable moldings
US6297347B1 (en)	2001-10-02	Biodegradable polymers, the production thereof and the use thereof for producing biodegradable moldings
KR100365455B1 (ko)	2003-04-18	생분해성중합체,그의제조방법및생분해성성형물의제조를위한그의용도
US5880220A (en)	1999-03-09	Biodegradable polymers, process for the preparation thereof and the use thereof for producing biodegradable moldings
US5863991A (en)	1999-01-26	Biodegradable polymers, the preparation thereof and the use thereof for the production of biodegradable moldings
US6353084B1 (en)	2002-03-05	Biodegradable polyestreramide and a process of preparing
US6111058A (en)	2000-08-29	Biodegradable polyesteramide and a process of preparing
JPH10508647A (ja)	1998-08-25	生分解性重合体、その製造及び生分解性成形品を製造するためのその使用