DK3067343T3 - Antioxidanter til fremstilling af pur-systemer med lav emission - Google Patents

Antioxidanter til fremstilling af pur-systemer med lav emission Download PDF

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DK3067343T3
DK3067343T3 DK15158424.0T DK15158424T DK3067343T3 DK 3067343 T3 DK3067343 T3 DK 3067343T3 DK 15158424 T DK15158424 T DK 15158424T DK 3067343 T3 DK3067343 T3 DK 3067343T3
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alkyl
formula
foam
compounds
radical
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Michael Krebs
Roland Hubel
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Evonik Degussa Gmbh
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Claims (8)

1. Antioxidantblanding der omfatter mindst en forbindelse med formi en ( T1
(I) hvori R er CH2-CH (R1) , CH(R™)-CH (R11) , CH2-C(Rn)2, C (R11) 2_C (R11) 2,
CH2CH-CH2-Riv, C6H6CH-CH2, eller C6H6-C (CH3) CH2, hvor R1 er C2 til C24-alkylradikal eller alkenradikal, som kan være lineær eller forgrenet, R11 er C2 til C24-alkylradikal eller alkenradikal, som kan være lineær eller forgrenet, R111 er C3 til C6-alkylradikal, som er lineært arrangeret og RIV er OH, Cl, OCH3, OCH2CH3, O-CH2CH=CH2, O-CH=CH2, molekylrest af enkelt eller flere gange epoxiderede fedtstoffer eller olier som mono-, di- og triglycerider eller molekylerester af enkelt eller flere gange epoxiderede fedtsyrer eller deres Ci-C24-alkylestere, Ri og R2 er uafhængigt af hinanden ligekædet eller forgrenet Ci-C8-alkyl, cyclopentyl eller cyclohexyl, især tert-butyl, q er 1, 2 eller 3, fortrinsvis 2 eller 3, især 2, n er et helt tal fra 1 til 30, fortrinsvis et helt tal fra 1 til 10, fordelagtigt 1, 2, 3, 4, 5 eller 6, f.eks. 1, 2, 3 eller 4, især 1, R3 er en n-valent radikal af lineær eller forgrenet C1-C30-alkyl, C2-C3o-alkylen, som i hvert tilfælde eventuelt er afbrudt af et eller flere oxygenatomer, eller især hvor n = 1-
12 er en n-valent radikal af C5-Ci2-cycloalkyl eller en radikal R4 [NR5-CqtRq- ] p, R4 er hydrogen, en n-valent radikal af lineær eller forgrenet Ci-C3o-alkyl, som eventuelt afbrydes af en eller flere grupper -NR5-, eller hvor n = 1-12 er en n-valent radikal af C5-C12-cycloalkyl, Rs er uafhængigt ved hver forekomst hydrogen eller methyl eller -CqtRq, fortrinsvis hydrogen, og p svarer til antallet af - [NRs-CqtRq-] -grupper der producerer n radikaler -CqtRq- pr. molekyle, k er et helt tal mellem 0 og 50, fortrinsvis mellem 10 og 30, m er et helt tal mellem 0 og 50, f.eks. 1-40, og o er et helt tal mellem 0 og 50, fortrinsvis mellem 0 og 30, især 0, hvor (k + m + o) > 10, og som yderligere antioxidantmindst et benzofuranonderivat med formlen (II) hvori
a er et helt tal mellem 0 og 7, fortrinsvis 0-3, R6 og R7 er uafhængigt af hinanden H eller Ci-Cs-alkyl, Rs er H eller en aromatisk radikal
hvor
R9 og Rio er uafhængigt af hinanden H eller Ci-C6-alkyl, hvor begge ikke betegner en Ci-C6-alkyl, Ru og R12 er uafhængigt af hinanden H eller Ci-C6-alkyl, hvor begge ikke betegner en Ci-C6-alkyl, R13 er H eller OH.
2. Antioxidantblandingen ifølge krav 1, kendetegnet ved, at forbindelsen med formlen (I) er til stede i en mængde på 75 til 99 vægt-%, fortrinsvis 80 til 98 vægt-%, mere specifikt 90 til 95 vægt-%, og forbindelsen med formlen (II) er til stede i en mængde på 1 til 25 vægt-%, fortrinsvis 2 til 20 vægt-%, mere specielt 5 til 10 vægt-%, hvor vægt-% er baseret på den samlede vægt af de anvendte forbindelser med formlerne (I) og (II) .
3. Antioxidantblanding ifølge et hvilket som helst af kravene 1 og 2, kendetegnet ved, at den yderligere omfatter en phosphit, mere specifikt en phosphit med formlen (III),
hvori Ri4, Ris og Ri6 uafhængigt af hinanden betegner en aromatisk eller alifatisk, lineær eller forgrenet radikal af Ci-C3o-alkyl eller C2-C3o-alkylen, der i hvert tilfælde eventuelt er afbrudt af et eller flere oxygenatomer, hvor phosphitten er til stede fortrinsvis i mængder fra 0,1 til 20 vægt-%, fortrinsvis 0,2 til 15 vægt-%, mere specifikt 0,5 til 10 vægt-%, hvor vægt-% er baseret på den samlede vægt af de anvendte forbindelser med formlerne (I), (II) og phosphit.
4. Fremgangsmåde til fremstilling af polyurethansystemer ved omsætning af mindst en polyolkomponent med mindst en isocyanatkomponent i nærvær af en eller flere katalysatorer, der katalyserer isocyanat-polyol- og/eller isocyanat-vand-reaktionerne og/eller isocyanat-trimeriseringen, kendetegnet ved, at reaktionen udføres i nærvær af en antioxidantblanding
ifølge et hvilket som helst af kravene 1 til
5. Polyurethansystem der er fremstillet ifølge en fremgangsmåde ifølge krav 4, der mere specifikt omfatter fra 0,0001 til 10 vægt-%, fortrinsvis 0,001 til 5 vægt-%, mere specielt 0,01 til 3 vægt-% af en eller flere forbindelser med formlen (I), der er baseret på den samlede vægt af polyurethansystemet.
6. Anvendelsen af polyurethansystemer ifølge krav 5 som køleskabsisolering, isoleringsplade, sandwichelement, rørisolering, sprøjtet skum, 1- og 1,5-komponentskum, imiteret træ, modelleringsskum, emballeringsskum, madrasser, møbelbetræk, materiale i motorkøretøjsinteriør, bilstolebeklædning, nakkestøtte, instrumentpanel, indvendig bilbeklædning, automobiltagbeklædning, lydabsorptionsmateriale, rat, fodtøjssål, tæppebagsideskum, filterskum, tætningsskum, fugemasse og klæbemiddel eller til fremstilling af tilsvarende produkter, især som materiale i motorkøretøjsinteriør.
7. Anvendelse af antioxidantblandinger ifølge et hvilket som helst af kravene 1 til 3 til fremstilling af polyurethansystemer med lave emissioner med en reduceret værdi af VOC og dannelse af dug.
8. Anvendelse af antioxidantblandinger ifølge et hvilket som helst af kravene 1 til 3 til fremstilling af lugtfrie polyurethansystemer.
DK15158424.0T 2015-03-10 2015-03-10 Antioxidanter til fremstilling af pur-systemer med lav emission DK3067343T3 (da)

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Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102014215388A1 (de) 2014-08-05 2016-02-11 Evonik Degussa Gmbh Stickstoffhaltige Verbindungen, geeignet zur Verwendung bei der Herstellung von Polyurethanen
DE102014215382A1 (de) 2014-08-05 2016-02-11 Evonik Degussa Gmbh Stickstoffhaltige Verbindungen, geeignet zur Verwendung bei der Herstellung von Polyurethanen
DE102014215384A1 (de) 2014-08-05 2016-02-11 Evonik Degussa Gmbh Stickstoffhaltige Verbindungen, geeignet zur Verwendung bei der Herstellung von Polyurethanen
US11987552B2 (en) 2018-07-27 2024-05-21 Milliken & Company Polymeric phenolic antioxidants
EP3744745A1 (de) 2019-05-28 2020-12-02 Evonik Operations GmbH Herstellung von pu-schaumstoffen
CN110396042A (zh) * 2019-07-29 2019-11-01 江西麦豪化工科技有限公司 一种辛葵酸亚锡的制备方法
CN110317610A (zh) * 2019-07-30 2019-10-11 江苏极易新材料有限公司 一种具有低挥发份圆球形抗氧化剂颗粒的制备方法及其制造系统
CN111117216B (zh) * 2019-12-19 2021-09-17 金发科技股份有限公司 一种聚酰胺组合物及其制备方法
CA3224454A1 (en) * 2021-07-02 2023-01-05 Roland Hubel Production of pu foams using recycled polyols
CN113549242B (zh) * 2021-07-28 2023-02-10 同济大学 一种用于水体净化的类海绵结构凝胶及其制备和应用

Family Cites Families (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3346557A (en) 1965-06-04 1967-10-10 Wyandotte Chemicals Corp Process for oxyalkylating solid polyols
CH549407A (de) * 1970-07-06 1974-05-31 Ciba Geigy Ag Verwendung sterisch gehinderter phenolestern von glykolen als stabilisatoren.
US4196301A (en) * 1973-09-25 1980-04-01 Ciba-Geigy Corporation 2,4,6-Trialkyl-3-hydroxybenzylmalonate
DE3406188C1 (de) 1984-02-21 1985-01-10 Th. Goldschmidt Ag, 4300 Essen Verfahren zur Herstellung von flexiblen Polyesterurethanschaeumen
DE3508292C1 (de) 1985-03-08 1986-06-19 Th. Goldschmidt Ag, 4300 Essen Verfahren zur Herstellung von Polyurethanweichschaeumen
US4716244A (en) 1985-05-02 1987-12-29 Ciba-Geigy Corporation Process for the preparation of sterically hindered hydroxyphenylcarboxylic acid esters
DE3903100A1 (de) 1989-02-02 1990-08-23 Bayer Ag Verfahren zur herstellung von elastischen und offenzelligen polyurethan-weichformschaumstoffen
DE3924082C1 (da) 1989-07-20 1990-09-27 Th. Goldschmidt Ag, 4300 Essen, De
US5145879A (en) 1990-12-31 1992-09-08 Union Carbide Chemicals & Plastics Technology Corporation Surfactants for manufacture of urethane foams
DE4129583C1 (da) 1991-09-06 1992-06-04 Th. Goldschmidt Ag, 4300 Essen, De
TW212790B (da) 1991-10-15 1993-09-11 Ciba Geigy Ag
TW406127B (en) * 1992-12-21 2000-09-21 Ciba Sc Holding Ag Novel liquid phenolic antioxidants
DE69406153T2 (de) * 1993-01-21 1998-05-20 Sankyo Co Phenylalkansäureester und ihre Anwendung als Antioxydantien
US5565194A (en) 1994-03-04 1996-10-15 Th. Goldschmidt Ag. Polysiloxane-polyoxyalkylene block copolymers and their use as additives for hair cosmetics
TW289752B (da) 1994-03-11 1996-11-01 Ciba Geigy Ag
DE4444898C1 (de) 1994-12-16 1996-10-10 Goldschmidt Ag Th Verfahren zur Herstellung von Polyurethankaltschäumen
DE19629161A1 (de) 1996-07-19 1998-01-22 Basf Ag Verfahren zur Herstellung thermostabiler Polyurethanweichschaumstoffe
US5990187A (en) 1997-03-26 1999-11-23 Th. Goldschmidt Ag Method of preparing polyurethane foam utilizing organofunctionally modified polysiloxanes
DE19859759C1 (de) 1998-12-23 2000-06-29 Goldschmidt Ag Th Verfahren und Vorrichtung zur Durchführung kontinuierlicher Hydrosilylierungsreaktionen
DE19927548C2 (de) 1999-06-16 2002-12-12 Clariant Gmbh Verfahren zur Herstellung von flammwidrigen Polyurethanweichschäumen
US6239186B1 (en) 1999-10-28 2001-05-29 Air Products And Chemicals, Inc. Silicone surfactants for the production of open cell polyurethane flexible foams
TR200201955T2 (tr) 2000-02-10 2002-12-23 Dow Global Technologies Inc. Otokatalitik poliollerle yapılan düşük emisyonlu poliüretan polimerler.
US6762274B2 (en) 2000-02-10 2004-07-13 Dow Global Technologies Inc. Low emission polyurethane polymers made with autocatalytic polyols
MXPA02012369A (es) 2000-06-23 2003-04-25 Ciba Sc Holding Ag Procedimiento para la obtencion de esteres de acido hidroxifenilcarboxilico.
DE10032582A1 (de) * 2000-07-05 2002-01-17 Basf Ag Stabilisatoren, insbesondere für thermoplastische Polyurethane
BR0114130B1 (pt) 2000-09-13 2012-01-24 processo para a produção de um produto de poliuretano usando polióis com caracterìsticas autocatalìsticas, processo para fabricar uma espuma de poliuretano rìgida, processo para fabricar uma espuma de poliuretano flexìvel, produto de poliuretano rìgido, produto de poliuretano flexìvel, produto de elastÈmero e produto de pelìcula integral.
US6924321B2 (en) 2001-08-16 2005-08-02 Dow Global Technologies Inc. Polyols with autocatalytic characteristics and polyurethane products made therefrom
TW593303B (en) * 2001-09-11 2004-06-21 Ciba Sc Holding Ag Stabilization of synthetic polymers
CN1633454A (zh) 2001-10-01 2005-06-29 陶氏环球技术公司 具有凝胶化特性的自催化多元醇及由其制备的聚氨酯产物
DE50200338D1 (de) 2002-03-26 2004-05-13 Goldschmidt Ag Th Verwendung organofunktionell modifizierter Polysiloxane zur Herstellung von Polyurethanweichschäumen
EP1576026A1 (en) 2002-12-17 2005-09-21 Dow Global Technologies Inc. Amine-epoxy autocatalytic polymers and polyurethane products made therefrom
DE10336883A1 (de) * 2003-08-08 2005-03-10 Basf Ag Kunststoff, insbesondere Polyurethan enthaltend ein sterisch gehindertes, verestertes Amin
EP1520870B1 (de) 2003-10-04 2006-01-25 Goldschmidt GmbH Verfahren zur Herstellung von organischen Siliciumverbindungen
PT1699842E (pt) 2003-12-23 2012-01-06 Dow Global Technologies Llc Processo para produzir produtos em poliuretano autocatalíticos utilizando polióis com aminas terciárias em extremidades
KR20070084285A (ko) 2004-11-17 2007-08-24 다우 글로벌 테크놀로지스 인크. 산 블로킹된 아민계 자체촉매적 폴리올 및 이로부터 제조된폴리우레탄 발포체
EP1676887B1 (en) * 2004-12-29 2007-05-23 Ciba Specialty Chemicals Holding Inc. Composition and process for improving heat and weathering stability of segmented polyurethane polymers
US7642304B2 (en) * 2004-12-29 2010-01-05 Ciba Specialty Chemicals Corporation Composition and process for improving heat and weathering stability of segmented polyurethane polymers
DE102005003299A1 (de) 2005-01-24 2006-07-27 Goldschmidt Gmbh Nanopartikel für die Herstellung von Polyurethanschaum
DE102005050473A1 (de) 2005-10-21 2007-04-26 Goldschmidt Gmbh Verfahren zur Herstellung von Polyurethan-Kaltschäumen
WO2008079614A1 (en) 2006-12-21 2008-07-03 Dow Global Technologies Inc. Polyurethane catalysis based on the combination of autocatalytic polyol and urea
DE102007046860A1 (de) 2007-09-28 2009-04-09 Evonik Goldschmidt Gmbh Aminkatalysatoren geeignet zur Herstellung emissionsarmer, rekatalysestabiler Polyurethanweichschaumstoffe
DE102008043343A1 (de) 2008-10-31 2010-05-06 Evonik Goldschmidt Gmbh Silikonpolyetherblock-Copolymere mit definierter Polydispersität im Polyoxyalkylenteil und deren Verwendung als Stabilisatoren zur Herstellung von Polyurethanschäumen
TWI403507B (zh) * 2011-03-17 2013-08-01 Chitec Technology Co Ltd 苯并呋喃衍生物及其應用
CN104066726B (zh) 2011-12-29 2017-08-29 陶氏环球技术有限责任公司 由环胺化合物制备的胺聚醚多元醇和聚氨酯泡沫组合物

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PL3067343T3 (pl) 2018-12-31
CN105968339A (zh) 2016-09-28
EP3067343A1 (de) 2016-09-14
EP3067343B1 (de) 2018-07-25
US20160264757A1 (en) 2016-09-15
CN105968339B (zh) 2020-03-27
ES2688470T3 (es) 2018-11-02

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