CA2879930C - Isocyanate reactive composition and methods to reduce aldehydes emitted from polyurethanes - Google Patents

Isocyanate reactive composition and methods to reduce aldehydes emitted from polyurethanes Download PDF

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Publication number
CA2879930C
CA2879930C CA2879930A CA2879930A CA2879930C CA 2879930 C CA2879930 C CA 2879930C CA 2879930 A CA2879930 A CA 2879930A CA 2879930 A CA2879930 A CA 2879930A CA 2879930 C CA2879930 C CA 2879930C
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Prior art keywords
amine components
circle
composition
nitrogen atoms
amine
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CA2879930A
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English (en)
French (fr)
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CA2879930A1 (en
Inventor
Geert Lodewijk Dries
Robert Allison Grigsby, Jr.
Ernest Lee Rister, Jr.
Eugene P. Wiltz, Jr.
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Huntsman Petrochemical LLC
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Huntsman Petrochemical LLC
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Publication of CA2879930A1 publication Critical patent/CA2879930A1/en
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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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4833—Polyethers containing oxyethylene units
    • C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
    • C08G18/485—Polyethers containing oxyethylene units and other oxyalkylene units containing mixed oxyethylene-oxypropylene or oxyethylene-higher oxyalkylene end groups
    • 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
    • C08G18/08—Processes
    • C08G18/14—Manufacture of cellular products
    • 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
    • C08G18/302—Water
    • 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
    • C08G18/3228—Polyamines acyclic
    • 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4833—Polyethers containing oxyethylene units
    • C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
    • 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
    • C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6666—Compounds of group C08G18/48 or C08G18/52
    • C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/6681—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/32 or C08G18/3271 and/or polyamines of C08G18/38
    • C08G18/6685—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/32 or C08G18/3271 and/or polyamines of C08G18/38 with 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
    • 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
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
    • C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
    • 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
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
    • C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
    • C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
    • 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
    • C08G2110/00—Foam properties
    • C08G2110/0041—Foam properties having specified density
    • C08G2110/0058—≥50 and <150kg/m3
    • 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
    • C08G2110/00—Foam properties
    • C08G2110/0083—Foam properties prepared using water as the sole blowing agent

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
CA2879930A 2012-08-16 2013-07-10 Isocyanate reactive composition and methods to reduce aldehydes emitted from polyurethanes Active CA2879930C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201261683957P 2012-08-16 2012-08-16
US61/683,957 2012-08-16
EP12181977.5 2012-08-28
EP12181977.5A EP2703421A1 (en) 2012-08-28 2012-08-28 A composition for making foams with reduced aldehyde emission
PCT/EP2013/064519 WO2014026802A1 (en) 2012-08-16 2013-07-10 A composition

Publications (2)

Publication Number Publication Date
CA2879930A1 CA2879930A1 (en) 2014-02-20
CA2879930C true CA2879930C (en) 2020-03-10

Family

ID=46832229

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2879930A Active CA2879930C (en) 2012-08-16 2013-07-10 Isocyanate reactive composition and methods to reduce aldehydes emitted from polyurethanes

Country Status (10)

Country Link
US (3) US10308754B2 (enExample)
EP (2) EP2703421A1 (enExample)
JP (4) JP6291494B2 (enExample)
KR (1) KR102027988B1 (enExample)
CN (1) CN104797617B (enExample)
CA (1) CA2879930C (enExample)
IN (1) IN2015DN00650A (enExample)
MX (1) MX346638B (enExample)
PL (1) PL2885330T3 (enExample)
WO (1) WO2014026802A1 (enExample)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MX389249B (es) * 2014-07-10 2025-03-20 Huntsman Petrochemical Llc Una composicion para reducir la cantidad de aldehidos emitidos de espumas de poliuretano.
KR101692970B1 (ko) * 2014-12-12 2017-01-06 주식회사 태성환경연구소 알데히드 저감용 액상제거제 함유 폴리우레탄폼 및 이의 제조방법
WO2016166008A1 (de) * 2015-04-17 2016-10-20 Basf Se Polyurethane mit reduzierter aldehydemission
BR112017025021A2 (pt) * 2015-05-28 2018-08-07 Basf Se ?processo para a produção de poliuretanos, poliuretano e uso de um poliuretano?
US10696777B2 (en) 2015-06-16 2020-06-30 Evonik Operations Gmbh Aldehyde scavengers mixtures for polyurethane foams
MX2017016191A (es) 2015-06-16 2018-04-24 Evonik Degussa Gmbh Eliminadores de aldehido para espumas de poliuretano.
WO2017058797A1 (en) 2015-09-28 2017-04-06 Milliken & Company Composition and method for reducing residual aldehyde content and foul odors of polyols
EP3411420B1 (en) * 2016-02-05 2020-06-17 Huntsman International LLC Method for the reduction of aldehyde emission in polyurethane foam
JP6780961B2 (ja) * 2016-06-14 2020-11-04 株式会社ブリヂストン ポリウレタン用アルデヒド捕捉剤、ポリウレタン、及びポリウレタンの製造方法
US20210130562A1 (en) * 2017-02-16 2021-05-06 Dow Global Technologies., Llc Polyurethane foams having reduced aldehyde emissions
WO2018234348A1 (en) 2017-06-21 2018-12-27 Huntsman International Llc Formulation for reduction of formaldehyde emission in pu foam
CA3088822A1 (en) 2017-12-18 2019-06-27 Huntsman International Llc Method for reduction of aldehyde emission in polyurethane comprising materials
CN110467808A (zh) * 2018-05-11 2019-11-19 襄阳亚克化学有限公司 用于聚氨酯泡沫的除醛阻燃剂及其制备方法
EP3830160B1 (en) * 2018-08-02 2025-06-25 Dow Global Technologies LLC Methods for reducing aldehyde emissions in polyurethane foams
JP7135557B2 (ja) * 2018-08-07 2022-09-13 東ソー株式会社 ポリウレア樹脂製造用硬化剤組成物及びそれを用いたポリウレア樹脂の製造方法
CN110128614B (zh) * 2019-04-12 2021-06-11 浙江华峰合成树脂有限公司 高剥离发泡层用无溶剂聚氨酯树脂及其制备方法和应用
JP7365489B2 (ja) * 2019-07-29 2023-10-19 ハンツマン ペトロケミカル エルエルシー アルデヒド放出を低減したポリウレタン組成物
GB202009321D0 (en) 2020-06-18 2020-08-05 Gw Res Ltd Use of cannabinoids in the treatment of epilepsy
JP2022022758A (ja) * 2020-07-06 2022-02-07 東ソー株式会社 ポリウレタンフォーム製造用のアミン触媒組成物及びその用途
EP4506398A4 (en) 2022-04-06 2025-07-02 Mitsubishi Gas Chemical Co BLOWING AGENT, FOAMING RESIN COMPOSITION, POLYUREA RESIN FOAM, AND METHOD FOR PRODUCING POLYUREA RESIN FOAM
KR20250060212A (ko) 2022-09-08 2025-05-07 미쯔비시 가스 케미칼 컴파니, 인코포레이티드 발포수지 형성성 조성물, 폴리우레아계 수지 발포체, 및 폴리우레아계 수지 발포체의 제조방법

Family Cites Families (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5080969A (enExample) * 1973-11-21 1975-07-01
US5700846A (en) 1994-06-15 1997-12-23 Huntsman Petrochemical Corporation Polyurea foam made from a partially aminated polyether polyamine
AT406053B (de) 1997-09-10 2000-02-25 Petruzalek Ges M B H Verwendung von biologisch abbaubaren, geschäumten polymeren als verpackungsmaterialien
JPH11279254A (ja) * 1998-03-27 1999-10-12 Toho Chem Ind Co Ltd 硬質ポリウレタンフォームの製造方法
JP3311307B2 (ja) * 1998-11-30 2002-08-05 花王株式会社 ポリウレタンフォームの製造法
DE10003157B4 (de) 2000-01-26 2006-10-26 Basf Ag Verfahren zur Herstellung von funktionalisierten Polyurethanschaumstoffen
AU2001230206A1 (en) * 2000-01-26 2001-08-07 Basf Aktiengesellschaft Modified polyurethane foamed materials used as adsorbents
DE10006340A1 (de) 2000-02-12 2001-08-16 Basf Ag Verfahren zur Herstellung von Polyurethan-Schaumstoffen
DE10258046A1 (de) * 2002-12-11 2004-06-24 Basf Ag Verfahren zur Erniedrigung von Emissionen aus Polyurethanschaumstoffen
PL1730101T3 (pl) 2004-04-01 2016-05-31 Basf Se Kompozycje alkilowanej PANA i DPA
JP3959092B2 (ja) * 2004-12-27 2007-08-15 住化バイエルウレタン株式会社 ポリウレタン成形品およびその製造方法
JP4984449B2 (ja) * 2005-07-15 2012-07-25 東ソー株式会社 アルキル化ポリアルキレンポリアミン組成物、及びその製造方法
CA2652752A1 (en) 2006-04-20 2007-11-01 Transport Pharmaceuticals, Inc. Pharmaceutical formulations for iontophoretic drug delivery
US8552078B2 (en) * 2006-10-17 2013-10-08 Air Products And Chemicals, Inc. Crosslinkers for improving stability of polyurethane foams
WO2008108250A1 (ja) * 2007-02-27 2008-09-12 Tosoh Corporation 軟質ポリウレタンフォーム製造用の触媒組成物
JP4944944B2 (ja) 2007-02-28 2012-06-06 Ｈｏｙａ株式会社 プラスチックレンズ原料液注入方法および注入装置、ならびにプラスチックレンズの製造方法
JP5178072B2 (ja) * 2007-07-12 2013-04-10 三井化学株式会社 接着剤、該接着剤を含む複合材料および複合材料の製造方法
WO2009114329A2 (en) * 2008-03-07 2009-09-17 Dow Global Technologies Inc. Polyurethanes having low levels of aldehyde emissions
CN102924675B (zh) * 2008-03-20 2015-07-29 亨斯迈石油化学有限责任公司 减少胺中的醛的方法
US20120041088A1 (en) * 2009-04-24 2012-02-16 Masaki Ishida Foaming additive for producing polyurethane foam, and method for producing rigid polyurethane foam by using it
DE102009047846A1 (de) * 2009-09-30 2011-03-31 Bayer Materialscience Ag Verfahren zur Erniedrigung von Emissionen eines Polyurethanschaumstoffes
CN102741310B (zh) 2010-01-08 2016-04-27 亨斯迈石油化学有限责任公司 胺氧化的抑制
MX389249B (es) * 2014-07-10 2025-03-20 Huntsman Petrochemical Llc Una composicion para reducir la cantidad de aldehidos emitidos de espumas de poliuretano.

Also Published As

Publication number Publication date
MX346638B (es) 2017-03-27
JP6564479B2 (ja) 2019-08-21
JP2015526558A (ja) 2015-09-10
JP2019206712A (ja) 2019-12-05
US11680130B2 (en) 2023-06-20
KR102027988B1 (ko) 2019-10-02
EP2703421A1 (en) 2014-03-05
JP6291494B2 (ja) 2018-03-14
IN2015DN00650A (enExample) 2015-06-26
US20150191564A1 (en) 2015-07-09
US10308754B2 (en) 2019-06-04
MX2015001877A (es) 2015-05-07
JP6324450B2 (ja) 2018-05-16
US20210347932A1 (en) 2021-11-11
JP2018119148A (ja) 2018-08-02
US11053338B2 (en) 2021-07-06
US20190263958A1 (en) 2019-08-29
KR20150043414A (ko) 2015-04-22
CN104797617A (zh) 2015-07-22
WO2014026802A1 (en) 2014-02-20
CN104797617B (zh) 2017-06-23
JP2017014516A (ja) 2017-01-19
JP6807994B2 (ja) 2021-01-06
EP2885330B1 (en) 2016-04-27
EP2885330A1 (en) 2015-06-24
CA2879930A1 (en) 2014-02-20
PL2885330T3 (pl) 2017-09-29

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