GB1455695A - Delayed action catalysts - Google Patents

Delayed action catalysts

Info

Publication number
GB1455695A
GB1455695A GB5299673A GB5299673A GB1455695A GB 1455695 A GB1455695 A GB 1455695A GB 5299673 A GB5299673 A GB 5299673A GB 5299673 A GB5299673 A GB 5299673A GB 1455695 A GB1455695 A GB 1455695A
Authority
GB
United Kingdom
Prior art keywords
tolylene diisocyanate
salt
salts
mixture
delayed action
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
Application number
GB5299673A
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.)
Air Products and Chemicals Inc
Original Assignee
Air Products and Chemicals Inc
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 Air Products and Chemicals Inc filed Critical Air Products and Chemicals Inc
Priority to GB5299673A priority Critical patent/GB1455695A/en
Publication of GB1455695A publication Critical patent/GB1455695A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
    • C07D295/03—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/50—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C205/51—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being saturated
    • C07C205/52—Nitro-acetic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/185—Saturated compounds having only one carboxyl group and containing keto groups
    • C07C59/195—Acetoacetic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/235—Saturated compounds containing more than one carboxyl group
    • C07C59/347—Saturated compounds containing more than one carboxyl group containing keto groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/08—Bridged systems
    • 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
    • C08G18/089—Reaction retarding agents
    • 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
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/1875—Catalysts containing secondary or tertiary amines or salts thereof containing ammonium salts or mixtures of secondary of tertiary amines and acids
    • 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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/50—Amines
    • C08G59/5093—Complexes of amines
    • 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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/68—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the catalysts used
    • C08G59/686—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the catalysts used containing nitrogen

Landscapes

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

Abstract

1455695 Curing epoxy resins; polyurethanes; silamorpholine salt AIR PRODUCTS & CHEMICALS Inc 15 Nov 1973 52996/73 Headings C3B C3R and C3S [Also in Division C2] New compounds, useful as delayed action catalysts for making polyurethane resins or for curing epoxide resins are salts of tertiary amines and carboxylic acids of formula where R and R<SP>1</SP> are hydrogen, methyl, ethyl or aryl and either (a) n is 1 and X is CN, NO 2 , COC 6 H 5 or COCH 3 or (b) n is 2 and X is SO, SO 2 or CO. The group X promotes decomposition of the salt at temperatures between 70‹ and 200‹ C. with release of the tertiary amine and CO 2 . In examples the salts were added to (1) an isocyanate terminated polyesterurethane, (4) a mixture of polypropylene glycol (M.W. 3000) and tolylene diisocyanate, (6) a mixture of polypropylene glycol (M.W. 2000), polyethylene glycol (M.W. 4000) and tolylene diisocyanate, (7) and (8) ethylene glycol terephthate (M.W. 3000) and di - (isocyanato - chloro - phenyl)- methane and optionally dibutyltin diacetate, (10) and (11) polyol CP 3000 and tolylene diisocyanate, (9) a glycidyl polyether. The amine salt may be
GB5299673A 1973-11-15 1973-11-15 Delayed action catalysts Expired GB1455695A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB5299673A GB1455695A (en) 1973-11-15 1973-11-15 Delayed action catalysts

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB5299673A GB1455695A (en) 1973-11-15 1973-11-15 Delayed action catalysts

Publications (1)

Publication Number Publication Date
GB1455695A true GB1455695A (en) 1976-11-17

Family

ID=10466212

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5299673A Expired GB1455695A (en) 1973-11-15 1973-11-15 Delayed action catalysts

Country Status (1)

Country Link
GB (1) GB1455695A (en)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2846123A1 (en) * 1977-10-25 1979-04-26 Ciba-Geigy Ag, Basel PROCESS FOR MANUFACTURING CURED MOLDED BODIES BASED ON EPOXY RESINS AND RESIN-HARDER COMPOSITIONS
DE3015033A1 (en) * 1979-04-20 1980-11-06 Ciba Geigy Ag EPOXY RESIN, HARDENER AND HARDENING ACCELERATOR CONTAINING, STORAGEABLE HOMOGENEOUS MIXTURE AND THE USE THEREOF FOR THE PRODUCTION OF HARDENED PRODUCTS
US4301186A (en) 1978-07-14 1981-11-17 Bayer Aktiengesellschaft Ammonium salts of α-ketocarboxylic acids
US4369206A (en) 1978-07-14 1983-01-18 Bayer Aktiengesellschaft Ammonium salts of α-ketocarboxylic acids
EP0088377A2 (en) * 1982-03-04 1983-09-14 Air Products And Chemicals, Inc. Carbamate and carbonate salts of tertiary amines
EP0137321A1 (en) * 1983-09-08 1985-04-17 Tosoh Corporation Catalyst having delay property for producing polyurethane
US4857560A (en) * 1986-03-08 1989-08-15 Bayer Aktiengesellschaft Reaction products useful as catalysts in the production of isocyanate-based plastics
US4910230A (en) * 1987-12-25 1990-03-20 Tosoh Corporation Preparation of fine-cell rigid polyurethane foam using amine catalyst
EP0424548A1 (en) * 1988-10-13 1991-05-02 BASF Lacke + Farben AG Stable storage solutions of adhesive melting enamels
EP0559216A1 (en) * 1992-03-06 1993-09-08 Tosoh Corporation Process for producing urethan foam having high-density skin layer
GB2490734A (en) * 2011-05-13 2012-11-14 Mas Res And Innovation Pvt Ltd Polyurethane foam composition and method of manufacturing a foam article
GB2490733A (en) * 2011-05-13 2012-11-14 Mas Res And Innovation Pvt Ltd Polyurethane foam composition and method of manufacturing a foam article

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2846123A1 (en) * 1977-10-25 1979-04-26 Ciba-Geigy Ag, Basel PROCESS FOR MANUFACTURING CURED MOLDED BODIES BASED ON EPOXY RESINS AND RESIN-HARDER COMPOSITIONS
US4301186A (en) 1978-07-14 1981-11-17 Bayer Aktiengesellschaft Ammonium salts of α-ketocarboxylic acids
US4369206A (en) 1978-07-14 1983-01-18 Bayer Aktiengesellschaft Ammonium salts of α-ketocarboxylic acids
DE3015033A1 (en) * 1979-04-20 1980-11-06 Ciba Geigy Ag EPOXY RESIN, HARDENER AND HARDENING ACCELERATOR CONTAINING, STORAGEABLE HOMOGENEOUS MIXTURE AND THE USE THEREOF FOR THE PRODUCTION OF HARDENED PRODUCTS
EP0088377A2 (en) * 1982-03-04 1983-09-14 Air Products And Chemicals, Inc. Carbamate and carbonate salts of tertiary amines
EP0088377A3 (en) * 1982-03-04 1984-07-18 Air Products And Chemicals, Inc. Carbamate and carbonate salts of tertiary amines
EP0137321A1 (en) * 1983-09-08 1985-04-17 Tosoh Corporation Catalyst having delay property for producing polyurethane
US4857560A (en) * 1986-03-08 1989-08-15 Bayer Aktiengesellschaft Reaction products useful as catalysts in the production of isocyanate-based plastics
US4910230A (en) * 1987-12-25 1990-03-20 Tosoh Corporation Preparation of fine-cell rigid polyurethane foam using amine catalyst
US5006501A (en) * 1987-12-25 1991-04-09 Tosoh Corporation Amine catalyst for forming fine-cell rigid polyurethane foam
EP0424548A1 (en) * 1988-10-13 1991-05-02 BASF Lacke + Farben AG Stable storage solutions of adhesive melting enamels
EP0559216A1 (en) * 1992-03-06 1993-09-08 Tosoh Corporation Process for producing urethan foam having high-density skin layer
US5304578A (en) * 1992-03-06 1994-04-19 Tosoh Corporation Process for producing urethane foam having a high density skin layer
GB2490734A (en) * 2011-05-13 2012-11-14 Mas Res And Innovation Pvt Ltd Polyurethane foam composition and method of manufacturing a foam article
GB2490733A (en) * 2011-05-13 2012-11-14 Mas Res And Innovation Pvt Ltd Polyurethane foam composition and method of manufacturing a foam article

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee