DE69417827T2 - Bis(N-alkylaminocyclohexyl)methane als Härtungsmittel für Polyurethane und Polyharnstoffe - Google Patents

Bis(N-alkylaminocyclohexyl)methane als Härtungsmittel für Polyurethane und Polyharnstoffe

Info

Publication number
DE69417827T2
DE69417827T2 DE69417827T DE69417827T DE69417827T2 DE 69417827 T2 DE69417827 T2 DE 69417827T2 DE 69417827 T DE69417827 T DE 69417827T DE 69417827 T DE69417827 T DE 69417827T DE 69417827 T2 DE69417827 T2 DE 69417827T2
Authority
DE
Germany
Prior art keywords
diamine
polyamines
polyols
polyisocyanate
curing agent
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Lifetime
Application number
DE69417827T
Other languages
English (en)
Other versions
DE69417827D1 (de
Inventor
Mark J. Palatine Illinois 60067 Gattuso
David W. Arlington Heights Illinois 60004 House
Ray V. Jr. Schaumburg Illinois 60193 Scott
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Honeywell UOP LLC
Original Assignee
UOP LLC
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.)
Filing date
Publication date
Application filed by UOP LLC filed Critical UOP LLC
Publication of DE69417827D1 publication Critical patent/DE69417827D1/de
Application granted granted Critical
Publication of DE69417827T2 publication Critical patent/DE69417827T2/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3225—Polyamines
    • C08G18/3234—Polyamines cycloaliphatic
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/6505—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen the low-molecular compounds being compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/6523—Compounds of group C08G18/3225 or C08G18/3271 or polyamines of C08G18/38
    • C08G18/6529—Compounds of group C08G18/3225 or polyamines of C08G18/38
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium 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
    • C08G2120/00—Compositions for reaction injection moulding processes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Sealing Material Composition (AREA)

Claims (4)

1. Härtungsmittel für Polyurethane und Polyharnstoffe, das Bis-(N-alkylaminocyclohexyl)- methan der Formel
umfaßt, worin R&sub1; und R&sub2; unabhängig voneinander aus der Gruppe ausgewählt sind, die aus Alkylgruppen mit 3 bis 10 Kohlenstoffatomen besteht, und R&sub3;, R&sub4;, R&sub5; und R&sub6; unabhängig voneinander aus der Gruppe ausgewählt sind, die aus Wasserstoff und Alkylgruppen mit 1 bis 5 Kohlenstoffatomen besteht.
2. Härtungsmittel nach Anspruch 1, worin R&sub1; = R&sub2; = Butyl, R&sub3; = R&sub4; = H oder CH&sub3; und R&sub5; = R&sub6; = H sind.
3. Verfahren zur Herstellung eines Polymers unter Umsetzung von 0,9 bis 1, 25 Äquivalenten eines Polyisocyanatreaktionspartners oder Gemisches von Polyisocyanatreaktionspartnern mit einem Äquivalent von Verbindungen mit isocyanatreaktiven Wasserstoffatomen, dadurch gekennzeichnet, daß die Verbindungen mit isocyanatreaktiven Wasserstoffatomen unter
1. dem Härtungsmittel nach Anspruch 1 oder 2,
2. Gemischen dieses Härtungsmittels mit Polyolen,
3. Gemischen dieses Härtungsmittels mit Polyaminen und
4. Gemischen dieses Härtungsmittels mit Polyolen und Polyaminen ausgewählt sind.
4. Polymer, das bei der Umsetzung nach Anspruch 3 erhalten wird.
DE69417827T 1993-09-20 1994-06-24 Bis(N-alkylaminocyclohexyl)methane als Härtungsmittel für Polyurethane und Polyharnstoffe Expired - Lifetime DE69417827T2 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US08/122,946 US5312886A (en) 1993-09-20 1993-09-20 Bis(N-alkylaminocyclohexyl)methanes as curing agents for polyurethanes and polyureas

Publications (2)

Publication Number Publication Date
DE69417827D1 DE69417827D1 (de) 1999-05-20
DE69417827T2 true DE69417827T2 (de) 1999-08-12

Family

ID=22405822

Family Applications (1)

Application Number Title Priority Date Filing Date
DE69417827T Expired - Lifetime DE69417827T2 (de) 1993-09-20 1994-06-24 Bis(N-alkylaminocyclohexyl)methane als Härtungsmittel für Polyurethane und Polyharnstoffe

Country Status (10)

Country Link
US (1) US5312886A (de)
EP (1) EP0644215B1 (de)
JP (1) JP2759053B2 (de)
KR (1) KR0149051B1 (de)
CN (1) CN1038038C (de)
AU (1) AU674250B2 (de)
BR (1) BR9403513A (de)
CA (1) CA2127088C (de)
DE (1) DE69417827T2 (de)
ES (1) ES2129588T3 (de)

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DE4337236A1 (de) * 1993-10-30 1995-05-04 Huels Chemische Werke Ag Kalthärtende, lösungsmittelarme oder lösungsmittelfreie 2K-Polyurethan-Polyharnstoff-Massen
US5470890A (en) * 1994-06-17 1995-11-28 Uop Bis-(N-alkylaminocyclohexyl)methanes as curing agents in polyurethane and polyurea flexible foam manufacture
US6013755A (en) * 1997-03-11 2000-01-11 Huntsman Petrochemical Corporation Method of preparing an aliphatic polyurea spray elastomer system
US6399736B1 (en) * 1997-03-11 2002-06-04 Huntsman Petrochemical Corporation Method of preparing spray elastomer systems
US6187376B1 (en) * 1998-10-01 2001-02-13 Basf Corporation Method for improving the adhesion of a repair coating to a previously coated substrate
US6403752B1 (en) 2000-07-17 2002-06-11 Uop Llc Secondary aliphatic diamines as curing agents for polyurethanes and polyureas prepared using high-pressure impingement mixing
US7196154B2 (en) 2000-12-11 2007-03-27 Light Black Inc. Method of producing polymer resins
US6642344B1 (en) 2001-02-12 2003-11-04 Dorf Ketal Chemicals, Llc Curing agents for epoxy-based polymers
CA2449369C (en) * 2001-06-15 2011-08-23 Huntsman Petrochemical Corporation Synergistic amine chain-extenders in polyurea spray elastomers
US6992163B2 (en) * 2002-05-31 2006-01-31 Callaway Golf Company Thermosetting polyurethane material for a golf ball cover
US20040220369A1 (en) * 2003-05-02 2004-11-04 Chen Harry (Zhong-Xiao) Methods for preparing and applying polyurea elastomers and coatings
US7125032B2 (en) * 2004-04-06 2006-10-24 Wood Manufacturing Company, Inc. Polyurea coated trailer
US20050244626A1 (en) * 2004-04-30 2005-11-03 David Leslie Multilayer polyurea insulated roofing system
US8076518B2 (en) 2005-03-28 2011-12-13 Albemarle Corporation Chain extenders
US7964695B2 (en) * 2005-03-28 2011-06-21 Albemarle Corporation Chain extenders
CN101160283A (zh) * 2005-03-28 2008-04-09 雅宝公司 二亚胺和仲二胺
US20070066786A1 (en) * 2005-09-22 2007-03-22 The Hanson Group, Llc Methods of preparing and using polyurea elastomers
JP4758840B2 (ja) * 2006-06-30 2011-08-31 株式会社荏原製作所 耐スラリーエロージョン性の流体機械部品及びその部品を有する流体機械
JP5007887B2 (ja) * 2006-11-15 2012-08-22 アクシュネット カンパニー 変性されたアミン硬化剤を含むゴルフボール層組成物
WO2008086437A1 (en) * 2007-01-10 2008-07-17 Albemarle Corporation Formulations for reaction injection molding and for spray systems
US8198395B2 (en) 2007-02-07 2012-06-12 Air Products And Chemicals, Inc. Alkylated aminopropylated ethylenediamines and uses thereof
US7993751B2 (en) * 2007-02-07 2011-08-09 Air Products And Chemicals, Inc. Alkylated aminopropylated methylene-di-(cyclohexylamine) and uses thereof
US8318309B2 (en) 2007-02-07 2012-11-27 Air Products And Chemicals, Inc. Benzylated aminopropylated alkylenediamines and uses thereof
US20090062035A1 (en) * 2007-08-30 2009-03-05 Shawn Ricci Golf equipment formed from castable formulations with resiliency comparable to ionomer resins
US20100247904A1 (en) * 2007-11-09 2010-09-30 Larson Jim M Flexible polyurea
US8168299B1 (en) 2008-03-05 2012-05-01 Dct Holdings, Llc Polymeric coating and lining system
US20100048832A1 (en) * 2008-08-22 2010-02-25 Air Products And Chemicals, Inc. Alkylated 4-Aminobenzyl-4-Aminocyclohexane
US8026318B2 (en) * 2008-08-22 2011-09-27 Air Products And Chemicals, Inc. Mixed polycycloaliphatic amines (MPCA) and MPCA alkylates
CA2758796A1 (en) * 2009-04-16 2010-10-21 3M Innovative Properties Company Method and composition suitable for coating drinking water pipelines
WO2011028271A2 (en) * 2009-09-04 2011-03-10 Bayer Materialscience Llc Automated processes for the production of polyurethane wind turbine blades
JP2012121970A (ja) * 2010-12-07 2012-06-28 Canon Chemicals Inc ポリウレア樹脂組成物及び脂肪族又は脂環族ポリイソシアネート類の硬化剤
CA2830718A1 (en) 2011-03-30 2012-11-29 3M Innovative Properties Company Composition comprising cyclic secondary amine and methods of coating drinking water pipelines
WO2013180740A1 (en) * 2012-05-29 2013-12-05 3M Innovative Properties Company Pavement marking compositions
US9708516B2 (en) * 2012-06-26 2017-07-18 Dow Global Technologies Llc Polyurethane adhesives containing alkyl-substituted 4,4′-di(aminocyclohexyl)alkanes, 2,4′-di(aminocyclohexyl)alkanes and/or 2,2′-di(aminocyclohexyl)amines
CN104402735A (zh) * 2014-10-08 2015-03-11 景县本源精化有限公司 一种n,n’烷基化二氨基二环己基甲烷类固化剂的制备方法
CN106083607B (zh) * 2016-06-14 2018-10-02 本源精化环保科技有限公司 一种n,n’烷基化甲基环己二胺及制备方法

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FR901921A (fr) * 1943-02-16 1945-08-09 Deutsche Hydrierwerke Ag Produits de poly-condensation et leur procédé de préparation
US3579591A (en) * 1967-10-19 1971-05-18 Bayer Ag 4,4'-bis-(hydroxyarloxy)-phenylsulfone
US3600358A (en) * 1969-01-28 1971-08-17 Allied Chem Polyurethane-urea elastomers prepared from 4,4'-methylene bis (cyclohexyl-isocyanate),neopentyl adipate and an aromatic diamine
DE3414804A1 (de) * 1984-04-19 1985-10-24 Bayer Ag, 5090 Leverkusen Neue triamine, ein verfahren zu ihrer herstellung und ihre verwendung als vernetzer bzw. haerter fuer epoxidgruppen oder isocyanatgruppen aufweisende kunststoffe bzw. kunststoffvorlaeufer
US4578446A (en) * 1985-03-25 1986-03-25 Uop Inc. Secondary aromatic diamines as curing agents in polyurethane manufacturing
US5204439A (en) * 1990-01-16 1993-04-20 Miles Inc. Two-component polyurethane adhesive
DE4028284A1 (de) * 1990-09-06 1992-03-12 Huels Chemische Werke Ag Lichtbestaendige, reaktive 2 k-pur-lacke, die bei raumtemperatur haerten
US5470890A (en) 1994-06-17 1995-11-28 Uop Bis-(N-alkylaminocyclohexyl)methanes as curing agents in polyurethane and polyurea flexible foam manufacture

Also Published As

Publication number Publication date
US5312886A (en) 1994-05-17
EP0644215A1 (de) 1995-03-22
EP0644215B1 (de) 1999-04-14
CN1038038C (zh) 1998-04-15
AU674250B2 (en) 1996-12-12
DE69417827D1 (de) 1999-05-20
KR950008574A (ko) 1995-04-19
KR0149051B1 (ko) 1998-10-15
JP2759053B2 (ja) 1998-05-28
ES2129588T3 (es) 1999-06-16
CA2127088A1 (en) 1995-03-21
CA2127088C (en) 2004-09-21
JPH07149860A (ja) 1995-06-13
CN1106828A (zh) 1995-08-16
BR9403513A (pt) 1995-05-23
AU7301294A (en) 1995-03-30

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