TW201041924A - Two-component polyurethane dispersion foams - Google Patents
Two-component polyurethane dispersion foams Download PDFInfo
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- TW201041924A TW201041924A TW099101702A TW99101702A TW201041924A TW 201041924 A TW201041924 A TW 201041924A TW 099101702 A TW099101702 A TW 099101702A TW 99101702 A TW99101702 A TW 99101702A TW 201041924 A TW201041924 A TW 201041924A
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- Prior art keywords
- weight
- foam
- dispersion
- group
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- 229920003009 polyurethane dispersion Polymers 0.000 title claims abstract description 16
- 239000006260 foam Substances 0.000 title claims description 67
- 239000000203 mixture Substances 0.000 claims abstract description 90
- 125000000129 anionic group Chemical group 0.000 claims abstract description 62
- 125000002091 cationic group Chemical group 0.000 claims abstract description 43
- 238000000034 method Methods 0.000 claims abstract description 21
- 229920005830 Polyurethane Foam Polymers 0.000 claims abstract description 11
- 239000011496 polyurethane foam Substances 0.000 claims abstract description 11
- 239000006185 dispersion Substances 0.000 claims description 91
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 52
- 239000003795 chemical substances by application Substances 0.000 claims description 46
- 150000001875 compounds Chemical class 0.000 claims description 38
- 229920005862 polyol Polymers 0.000 claims description 37
- 150000003077 polyols Chemical class 0.000 claims description 33
- 229920000768 polyamine Polymers 0.000 claims description 21
- 150000001412 amines Chemical class 0.000 claims description 19
- 239000000463 material Substances 0.000 claims description 19
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims description 18
- 239000007787 solid Substances 0.000 claims description 18
- 238000005187 foaming Methods 0.000 claims description 14
- 239000005056 polyisocyanate Substances 0.000 claims description 13
- 229920001228 polyisocyanate Polymers 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 12
- 238000004519 manufacturing process Methods 0.000 claims description 12
- 238000002156 mixing Methods 0.000 claims description 12
- 238000001035 drying Methods 0.000 claims description 11
- 239000012948 isocyanate Substances 0.000 claims description 11
- 150000002513 isocyanates Chemical class 0.000 claims description 11
- 239000004417 polycarbonate Substances 0.000 claims description 11
- 229920000515 polycarbonate Polymers 0.000 claims description 11
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 8
- 230000003472 neutralizing effect Effects 0.000 claims description 7
- 230000035699 permeability Effects 0.000 claims description 7
- 229920000642 polymer Polymers 0.000 claims description 7
- 125000003010 ionic group Chemical group 0.000 claims description 6
- 229920005989 resin Polymers 0.000 claims description 6
- 239000011347 resin Substances 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- 230000036961 partial effect Effects 0.000 claims description 5
- 238000007596 consolidation process Methods 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 2
- 238000011038 discontinuous diafiltration by volume reduction Methods 0.000 claims 1
- 230000008569 process Effects 0.000 abstract description 6
- -1 araliphatic Chemical group 0.000 description 54
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 32
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 30
- 208000027418 Wounds and injury Diseases 0.000 description 26
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 24
- 239000002253 acid Substances 0.000 description 23
- 206010052428 Wound Diseases 0.000 description 22
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 18
- 239000002904 solvent Substances 0.000 description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 239000007789 gas Substances 0.000 description 15
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 description 12
- 229940123208 Biguanide Drugs 0.000 description 12
- 229920000570 polyether Polymers 0.000 description 12
- 239000004814 polyurethane Substances 0.000 description 12
- 239000004721 Polyphenylene oxide Substances 0.000 description 11
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 11
- 239000002245 particle Substances 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- 238000007792 addition Methods 0.000 description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 10
- 229920002635 polyurethane Polymers 0.000 description 10
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 9
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 9
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 8
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 8
- 238000006386 neutralization reaction Methods 0.000 description 8
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 8
- 239000003755 preservative agent Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 239000000052 vinegar Substances 0.000 description 8
- 235000021419 vinegar Nutrition 0.000 description 8
- 125000003277 amino group Chemical group 0.000 description 7
- 239000002585 base Substances 0.000 description 7
- 150000002148 esters Chemical group 0.000 description 7
- 229920000909 polytetrahydrofuran Polymers 0.000 description 7
- 230000002335 preservative effect Effects 0.000 description 7
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
- 239000007858 starting material Substances 0.000 description 7
- 238000003860 storage Methods 0.000 description 7
- 239000002562 thickening agent Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
- 229920001400 block copolymer Polymers 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 6
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 6
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 6
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 6
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 6
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 239000012071 phase Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 150000003512 tertiary amines Chemical class 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 239000004593 Epoxy Substances 0.000 description 5
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 5
- 239000005058 Isophorone diisocyanate Substances 0.000 description 5
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 5
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 5
- 239000002671 adjuvant Substances 0.000 description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 5
- 239000003431 cross linking reagent Substances 0.000 description 5
- 150000002009 diols Chemical class 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 229920000058 polyacrylate Polymers 0.000 description 5
- 229920000728 polyester Polymers 0.000 description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 5
- 238000005956 quaternization reaction Methods 0.000 description 5
- 230000003068 static effect Effects 0.000 description 5
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 4
- 239000004604 Blowing Agent Substances 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
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- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 230000006378 damage Effects 0.000 description 4
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 4
- 150000004985 diamines Chemical class 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical class CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
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- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
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- KPSSIOMAKSHJJG-UHFFFAOYSA-N neopentyl alcohol Chemical compound CC(C)(C)CO KPSSIOMAKSHJJG-UHFFFAOYSA-N 0.000 description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
- 125000001453 quaternary ammonium group Chemical group 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 3
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- YSDGSQDHXJAHIA-UHFFFAOYSA-N 2-[decyl(2-hydroxyethyl)amino]ethanol Chemical compound CCCCCCCCCCN(CCO)CCO YSDGSQDHXJAHIA-UHFFFAOYSA-N 0.000 description 3
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- C08J9/30—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof by mixing gases into liquid compositions or plastisols, e.g. frothing with air
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| KR101728568B1 (ko) * | 2009-06-10 | 2017-04-19 | 코베스트로 도이칠란드 아게 | 폴리(thf)-기재 폴리우레탄 분산액 |
| WO2013037767A2 (en) * | 2011-09-13 | 2013-03-21 | Bayer Intellectual Property Gmbh | Aqueous polyurethane dispersion for waterproof breathable coatings |
| WO2013045403A1 (de) * | 2011-09-29 | 2013-04-04 | Bayer Intellectual Property Gmbh | Schnellhärtende alkoxysilan-sprühschäume |
| US9579412B2 (en) * | 2011-09-29 | 2017-02-28 | Covestro Deutschland Ag | Fast-curing alkoxysilane spray foams |
| EP2847272A2 (de) * | 2012-05-08 | 2015-03-18 | Nolax AG | Verfahren zur herstellung einer zwei-komponenten-polyurethanzusammensetzung umfassend ein oder mehrere in polaren lösungsmitteln lösliche additive |
| TWI610787B (zh) * | 2014-07-18 | 2018-01-11 | Lin Pei Ti | 發泡容器製作方法 |
| ES2708202T3 (es) * | 2015-06-25 | 2019-04-09 | Covestro Deutschland Ag | Dispersiones de poliuretano desprovistas de urea |
| CN107849208B (zh) * | 2015-07-10 | 2021-02-09 | 科思创德国股份有限公司 | 用于连续生产水性聚氨酯分散体的方法和装置 |
| EP3235844A1 (en) * | 2016-04-20 | 2017-10-25 | ALLNEX AUSTRIA GmbH | Aqueous polyurethane dispersion |
| JP6978930B2 (ja) * | 2017-12-25 | 2021-12-08 | 日華化学株式会社 | 発泡体形成用組成物、発泡体、発泡体の製造方法及び皮革用材 |
| EP3786215B1 (en) | 2018-04-23 | 2024-09-25 | Asahi Kasei Kabushiki Kaisha | Cellulose nanofiber-containing aqueous dispersion and cellulose nanofiber-containing resin composition |
| EP3887417B1 (en) * | 2018-11-30 | 2024-06-26 | DDP Specialty Electronic Materials US, LLC | Method of providing ambient-dired foams based on a waterborne polyurethane dispersion. |
| JP7206101B2 (ja) * | 2018-12-04 | 2023-01-17 | 旭化成株式会社 | ポリイソシアネート組成物、塗料組成物及び塗膜 |
| CN113167023A (zh) * | 2018-12-18 | 2021-07-23 | Dic株式会社 | 氨基甲酸酯树脂组合物、覆膜、以及合成皮革 |
| EP3702386A1 (de) * | 2019-02-28 | 2020-09-02 | Covestro Deutschland AG | Verbundschaum für hygieneartikel |
| US20220145036A1 (en) * | 2019-02-28 | 2022-05-12 | Covestro Intellectual Property Gmbh & Co. Kg | Thermoplastic foam prepared from two special polyurethane dispersions |
| CN112175164A (zh) * | 2020-10-14 | 2021-01-05 | 浙江理工大学桐乡研究院有限公司 | 一种阻燃聚氨酯泡沫的制备方法 |
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| BE789739A (fr) | 1971-10-05 | 1973-04-05 | Lock Peter M | Pansement chirurgical |
| US3978266A (en) | 1972-10-05 | 1976-08-31 | Ionics Lyo Products Company | Surgical dressings |
| DE2446440C3 (de) | 1974-09-28 | 1981-04-30 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von wäßrigen Dispersionen von Sulfonatgruppen aufweisenden Polyurethanen |
| NZ199684A (en) | 1981-02-13 | 1985-03-20 | Smith & Nephew Ass | Wound dressing;wound facing layer a conformable elastomeric integral net |
| GB8419745D0 (en) | 1984-08-02 | 1984-09-05 | Smith & Nephew Ass | Wound dressing |
| US4655210A (en) | 1986-01-17 | 1987-04-07 | Seton Company | Foam bandage |
| EP0235949A1 (en) | 1986-02-18 | 1987-09-09 | Seton Company | Cohesive dressing |
| US4675232A (en) | 1986-05-19 | 1987-06-23 | Seton Company | Self-release foam laminate |
| DE19525489A1 (de) | 1995-07-13 | 1997-01-16 | Wolff Walsrode Ag | Strahlenhärtbare, wäßrige Dispersionen, deren Herstellung und Verwendung |
| DE19750186A1 (de) | 1997-11-13 | 1999-05-20 | Bayer Ag | Hydrophilierungsmittel, ein Verfahren zu dessen Herstellung sowie dessen Verwendung als Dispergator für wäßrige Polyurethan-Dispersionen |
| DE19856412A1 (de) | 1998-12-07 | 2000-06-08 | Bayer Ag | Verfahren zur Koagulation wäßriger PUR-Dispersionen die reaktives oder nachvernetzbares Polyurethan dispergiert enthalten, so erhaltene Produkte und deren Verwendung |
| DE10024624A1 (de) | 2000-05-18 | 2001-11-22 | Bayer Ag | Modifizierte Polyisocyanate |
| US6524327B1 (en) | 2000-09-29 | 2003-02-25 | Praxis, Llc | In-situ bonds |
| DE102006016636A1 (de) * | 2006-04-08 | 2007-10-18 | Bayer Materialscience Ag | Polyurethan-Schäume für die Wundbehandlung |
| DE102006016639A1 (de) * | 2006-04-08 | 2007-10-11 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyurethan-Schäumen |
| DE102006020745A1 (de) * | 2006-05-04 | 2007-11-08 | Bayer Materialscience Ag | Mikroporöse Beschichtung auf Basis von Polyurethan-Polyharnstoff |
| DE102006043589A1 (de) * | 2006-09-16 | 2008-03-27 | Bayer Materialscience Ag | Alkylpolyglycoside als Stabilisatoren für PUR-Schäume |
-
2010
- 2010-01-08 AR ARP100100038A patent/AR074999A1/es unknown
- 2010-01-13 WO PCT/EP2010/000121 patent/WO2010083953A1/de not_active Ceased
- 2010-01-13 AU AU2010206312A patent/AU2010206312A1/en not_active Abandoned
- 2010-01-13 JP JP2011546660A patent/JP2012515811A/ja not_active Withdrawn
- 2010-01-13 US US13/145,000 patent/US20110275728A1/en not_active Abandoned
- 2010-01-13 CN CN2010800052453A patent/CN102292365A/zh active Pending
- 2010-01-13 CA CA2750424A patent/CA2750424A1/en not_active Abandoned
- 2010-01-13 EP EP10700496A patent/EP2389400B1/de not_active Not-in-force
- 2010-01-13 KR KR1020117017250A patent/KR20110117107A/ko not_active Withdrawn
- 2010-01-13 BR BRPI1007319A patent/BRPI1007319A2/pt not_active IP Right Cessation
- 2010-01-22 TW TW099101702A patent/TW201041924A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BRPI1007319A2 (pt) | 2016-02-10 |
| AR074999A1 (es) | 2011-03-02 |
| EP2389400B1 (de) | 2012-12-05 |
| AU2010206312A1 (en) | 2011-08-18 |
| WO2010083953A1 (de) | 2010-07-29 |
| EP2389400A1 (de) | 2011-11-30 |
| US20110275728A1 (en) | 2011-11-10 |
| JP2012515811A (ja) | 2012-07-12 |
| CN102292365A (zh) | 2011-12-21 |
| CA2750424A1 (en) | 2010-07-29 |
| KR20110117107A (ko) | 2011-10-26 |
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