WO2014025414A3 - Polyurethanes made using bismuth thiophosphoric acid diester salts as catalysts - Google Patents

Polyurethanes made using bismuth thiophosphoric acid diester salts as catalysts Download PDF

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Publication number
WO2014025414A3
WO2014025414A3 PCT/US2013/033828 US2013033828W WO2014025414A3 WO 2014025414 A3 WO2014025414 A3 WO 2014025414A3 US 2013033828 W US2013033828 W US 2013033828W WO 2014025414 A3 WO2014025414 A3 WO 2014025414A3
Authority
WO
WIPO (PCT)
Prior art keywords
acid diester
catalysts
thiophosphoric acid
polyurethanes made
diester salts
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.)
Ceased
Application number
PCT/US2013/033828
Other languages
French (fr)
Other versions
WO2014025414A2 (en
Inventor
Richard J. Keaton
Peter M. Margl
Scott D. BOELTER
Duane R. Romer
Debra L. NOWLIN
Nathan Wilmot
Rajat Duggal
David R. Wilson
Dean M. Welsh
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.)
Dow Global Technologies LLC
Original Assignee
Dow Global Technologies 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 Dow Global Technologies LLC filed Critical Dow Global Technologies LLC
Priority to CN201380033197.2A priority Critical patent/CN104394983B/en
Priority to EP13783119.4A priority patent/EP2841200B1/en
Priority to BR112014025319-6A priority patent/BR112014025319B1/en
Priority to US14/390,714 priority patent/US9340639B2/en
Publication of WO2014025414A2 publication Critical patent/WO2014025414A2/en
Publication of WO2014025414A3 publication Critical patent/WO2014025414A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • 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
    • C08G18/16—Catalysts
    • C08G18/22—Catalysts containing metal compounds
    • C08G18/227—Catalysts containing metal compounds of antimony, bismuth or arsenic
    • 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
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • 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
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203—Polyhydroxy compounds
    • C08G18/3206—Polyhydroxy compounds aliphatic
    • 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
    • C08G18/4841—Polyethers containing oxyethylene units and other oxyalkylene units containing oxyethylene 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
    • C08G18/28—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
    • C08G18/487—Polyethers containing cyclic groups
    • C08G18/4883—Polyethers containing cyclic groups containing cyclic groups having at least one oxygen atom in the ring
    • 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
    • C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
    • 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
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78—Nitrogen
    • 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
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78—Nitrogen
    • C08G18/7806—Nitrogen containing -N-C=0 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
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78—Nitrogen
    • C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
    • C08G18/797—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing carbodiimide and/or uretone-imine 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
    • C08G2110/00—Foam properties
    • C08G2110/0041—Foam properties having specified density
    • C08G2110/0066—≥ 150kg/m3

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  • 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)

Abstract

Polyisocyanate-based polymers are formed by curing a reaction mixture containing at least one polyisocyanate and at least one isocyanate-reactive compound having at least two isocyanate-reactive groups in the presence of a bismuth thiophosphoric acid diester salt.
PCT/US2013/033828 2012-04-25 2013-03-26 Polyurethanes made using bismuth thiophosphoric acid diester salts as catalysts Ceased WO2014025414A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CN201380033197.2A CN104394983B (en) 2012-04-25 2013-03-26 Using D2EHDTPA diester bismuth salt as catalyst preparation polyurethane
EP13783119.4A EP2841200B1 (en) 2012-04-25 2013-03-26 Polyurethanes made using bismuth thiophosphoric acid diester salts as catalysts
BR112014025319-6A BR112014025319B1 (en) 2012-04-25 2013-03-26 process for preparing a polyisocyanate-based polymer
US14/390,714 US9340639B2 (en) 2012-04-25 2013-03-26 Polyurethanes made using bismuth thiophosphoric acid diester salts as catalysts

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201261638344P 2012-04-25 2012-04-25
US61/638,344 2012-04-25

Publications (2)

Publication Number Publication Date
WO2014025414A2 WO2014025414A2 (en) 2014-02-13
WO2014025414A3 true WO2014025414A3 (en) 2014-05-30

Family

ID=49486644

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2013/033828 Ceased WO2014025414A2 (en) 2012-04-25 2013-03-26 Polyurethanes made using bismuth thiophosphoric acid diester salts as catalysts

Country Status (5)

Country Link
US (1) US9340639B2 (en)
EP (1) EP2841200B1 (en)
CN (1) CN104394983B (en)
BR (1) BR112014025319B1 (en)
WO (1) WO2014025414A2 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11274228B2 (en) 2016-10-13 2022-03-15 Basf Coatings Gmbh Coating agent system based on salts of an aliphatic monocarboxylic acid
AU2018273854B2 (en) * 2017-05-22 2024-07-18 Ecolab Usa Inc. Selective detection of bed bugs
KR102571922B1 (en) * 2017-07-05 2023-08-28 바스프 에스이 Catalyst for polyesterol synthesis
US12168711B2 (en) 2019-06-24 2024-12-17 Basf Se Water-emulsifiable isocyanates with improved properties

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4584362A (en) * 1985-02-27 1986-04-22 Cosan Chemical Corporation Bismuth catalyst system for preparing polyurethane elastomers

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3714077A (en) 1970-04-01 1973-01-30 Gen Tire & Rubber Co Urethane foam catalyst system
US3904592A (en) * 1972-11-13 1975-09-09 Frederick H Sexsmith Urethane-maleimide system for cross-linking unsaturated elastomers
LU81024A1 (en) 1979-03-09 1980-09-24 Prb Sa PROCESS FOR THE PREPARATION OF FULL-SKIN POLYURETHANE AND POLYURETHANE OBTAINED
US4788083A (en) 1986-03-27 1988-11-29 Ashland Oil, Inc. Tin or bismuth complex catalysts and trigger cure of coatings therewith
US5011902A (en) 1989-11-01 1991-04-30 Georgia-Pacific Resins, Inc. Co-catalyst system for preparing polyurethane based plywood-patch compositions
EP0672072B1 (en) 1993-09-22 1998-08-05 Ashland Oil, Inc. Polyurethane reaction system having a blocked catalyst combination
US5902835A (en) 1998-05-28 1999-05-11 Air Products And Chemicals, Inc. Group IVB metal blowing catalyst compositions for the production of polyurethane foams
DE10142296C1 (en) 2001-08-29 2003-02-13 Bayer Ag Polyurethane elastomers, used for making moldings, e.g. shoe soles, are produced using an amine catalyst and a catalyst mixture of organic titanium and/or zirconium and lithium compounds in reaction of isocyanate and polyether polyol
GB0329272D0 (en) 2003-12-18 2004-01-21 Johnson Matthey Plc Catalyst and method of making polyurethane materials

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4584362A (en) * 1985-02-27 1986-04-22 Cosan Chemical Corporation Bismuth catalyst system for preparing polyurethane elastomers
US4584362B1 (en) * 1985-02-27 1990-03-13 Cosan Chem Corp

Also Published As

Publication number Publication date
US20150073065A1 (en) 2015-03-12
EP2841200B1 (en) 2016-07-13
CN104394983A (en) 2015-03-04
CN104394983B (en) 2017-04-05
EP2841200A2 (en) 2015-03-04
US9340639B2 (en) 2016-05-17
WO2014025414A2 (en) 2014-02-13
BR112014025319B1 (en) 2021-02-17

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