GB1001946A - Improvements in or relating to the manufacture of polyols - Google Patents

Improvements in or relating to the manufacture of polyols

Info

Publication number
GB1001946A
GB1001946A GB45464/62A GB4546462A GB1001946A GB 1001946 A GB1001946 A GB 1001946A GB 45464/62 A GB45464/62 A GB 45464/62A GB 4546462 A GB4546462 A GB 4546462A GB 1001946 A GB1001946 A GB 1001946A
Authority
GB
United Kingdom
Prior art keywords
aromatic
alkylene oxide
oxide
amino compound
reacting
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
GB45464/62A
Inventor
John Frederick Chapman
Herbert Gudgeon
Arthur Ibbotson
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB45464/62A priority Critical patent/GB1001946A/en
Publication of GB1001946A publication Critical patent/GB1001946A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/50Polyethers having heteroatoms other than oxygen
    • C08G18/5021Polyethers having heteroatoms other than oxygen having nitrogen
    • C08G18/5033Polyethers having heteroatoms other than oxygen having nitrogen containing carbocyclic groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00Foam properties
    • C08G2110/0008Foam properties flexible
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00Foam properties
    • C08G2110/0025Foam properties rigid
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00Foam properties
    • C08G2110/0083Foam 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)
  • Polyethers (AREA)

Abstract

Rigid, flexible, cellular or homogeneous polyurethanes may be made by reacting an organic polyisocyanate with a hydroxyl group-containing oxyalkylated aromatic amine made by reacting an aromatic amino compound containing at least two primary or secondary amino groups, at least one of which is directly attached to an aromatic nucleus, with from 0.1 to 0.6 molecular proportions of alkylene oxide for each equivalent proportion of active hydrogen in the amino compound, incorporating an alkaline catalyst which is then reacted with the hydroxyl groups with elimination of water and subsequently continuing the addition of alkylene oxide. The polyisocyanates include aliphatic diisocyanates, aromatic diisocyanates, cycloaliphatic dissocyanates, triisocyanates and reaction products of a diisocyanate with polyhydric alcohols. Foamed polyurethanes may be made by carrying out the reaction in the presence of water and/or a low boiling point liquid such as a fluorinated alkaline. Suitable catalysts include tertiary amines, organotin compounds, potassium acetate, iron acetylacetonate, stannous carboxylates and lead carboxylates. Surface-active agents may be present including alkyl and aryl polysiloxanes, siloxane-oxyalkylene block copolymers, oxyethylated phenols, oxyethylated fatty alcohols and block copolymers of ethylene and propylene oxides.ALSO:Hydroxyl group-containing oxyalkylated aromatic amines are made by reacting an aromatic amino compound containing at least two primary or secondary amino groups, at least one of which is directly attached to an aromatic nucleus, with from 0-1 to 0-6 molecular proportions of alkylene oxide for each equivalent proportion of active hydrogen in the amino compound, incorporating the alkaline catalyst which is then reacted with the hydroxyl groups of the partially oxyalkylated amino compound with elimination of water and subsequently continuing the addition of alkylene oxide until an oxyalkylated aromatic amine having the desired molecular weight is obtained. Suitable amino compounds are listed, 2: 4- and 2: 6-diaminotoluenes and mixtures thereof being preferred. Alkylene oxides include ethylene oxide, 1: 2-propylene oxide, 1: 2-butylene oxide, 2: 3-butylene oxide and mixtures thereof. Temperatures of from 50 DEG to 150 DEG C. and pressures of up to 80 p.s.i. may be employed in reacting the amine and alkylene oxide. Alkaline catalysts include alkali metal hydroxides and alcoholates and quaternary ammonium hydroxides. The alkylene oxide reacted in the final stage may be the same or different from that used prior to incorporation of catalyst. The oxyalkylation products may be rendered alkali-free by treatment with acid followed by filtration or treatment with active carbon or an absorbent earth followed by filtration. A detailed example is given.
GB45464/62A 1962-12-03 1962-12-03 Improvements in or relating to the manufacture of polyols Expired GB1001946A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB45464/62A GB1001946A (en) 1962-12-03 1962-12-03 Improvements in or relating to the manufacture of polyols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB45464/62A GB1001946A (en) 1962-12-03 1962-12-03 Improvements in or relating to the manufacture of polyols

Publications (1)

Publication Number Publication Date
GB1001946A true GB1001946A (en) 1965-08-18

Family

ID=10437303

Family Applications (1)

Application Number Title Priority Date Filing Date
GB45464/62A Expired GB1001946A (en) 1962-12-03 1962-12-03 Improvements in or relating to the manufacture of polyols

Country Status (1)

Country Link
GB (1) GB1001946A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5146398A (en) * 1974-10-18 1976-04-20 Asahi Denka Kogyo Kk
US4562290A (en) * 1981-12-01 1985-12-31 Basf Wyandotte Corporation Alkylene oxide adducts of vicinal toluenediamine
EP0199938A1 (en) * 1985-03-20 1986-11-05 Bayer Ag Polyol composition and its use in the preparation of rigid polyurethane foams
US9290604B2 (en) 2010-08-13 2016-03-22 Air Products And Chemicals, Inc. NPE-free emulsifiers for water-blown polyurethane spray foam

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5146398A (en) * 1974-10-18 1976-04-20 Asahi Denka Kogyo Kk
JPS5344194B2 (en) * 1974-10-18 1978-11-27
US4562290A (en) * 1981-12-01 1985-12-31 Basf Wyandotte Corporation Alkylene oxide adducts of vicinal toluenediamine
EP0199938A1 (en) * 1985-03-20 1986-11-05 Bayer Ag Polyol composition and its use in the preparation of rigid polyurethane foams
US9290604B2 (en) 2010-08-13 2016-03-22 Air Products And Chemicals, Inc. NPE-free emulsifiers for water-blown polyurethane spray foam

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