GB1133834A - Process for preparing light-stable polyurethane elastomers and products obtained thereby - Google Patents

Process for preparing light-stable polyurethane elastomers and products obtained thereby

Info

Publication number
GB1133834A
GB1133834A GB43366A GB43366A GB1133834A GB 1133834 A GB1133834 A GB 1133834A GB 43366 A GB43366 A GB 43366A GB 43366 A GB43366 A GB 43366A GB 1133834 A GB1133834 A GB 1133834A
Authority
GB
United Kingdom
Prior art keywords
aliphatic
aromatic
glycols
diols
diol
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
GB43366A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of GB1133834A publication Critical patent/GB1133834A/en
Expired 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
    • C08G18/70—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
    • C08G18/7692—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing at least one isocyanate or isothiocyanate group linked to an aromatic ring by means of an aliphatic 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
    • 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
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/44—Polycarbonates
    • 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
    • C08G18/6603—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/6607—Compounds of groups C08G18/42, 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
    • C08G18/73—Polyisocyanates or polyisothiocyanates 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
    • C08G18/70—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
    • C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
    • C08G18/7628—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group
    • C08G18/7642—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group containing at least two isocyanate or isothiocyanate groups linked to the aromatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate groups, e.g. xylylene diisocyanate or homologues substituted on the aromatic ring

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)
  • Artificial Filaments (AREA)
  • Multicomponent Fibers (AREA)

Abstract

1,133,834. Polyurethane elastomers. F. URGESI. 5 Jan., 1966 [5 Nov., 1965], No. 433/66. Heading C3R. A light-stable polyurethane elastomer is made by reacting (1) a hydroxyl-containing aliphatic polyether or polycarbonate, or a hydroxylcontaining aliphatic polyester which contains no residue of adipic acid, with (2) an aliphatic, aromatic-aliphatic or cyclo-aliphatic diisocyanate and with (3) an aromatic or aromaticaliphatic diol, the quantity of the diol used being molecularly greater than the quantity of polymer (1) used. The preferred polymers (1) have a M.W. from 1000 to 2000, and are polyesters made from aliphatic dicarboxylic acids having 4 to 10 C. atoms (except adipic acid) and aliphatic glycols having 2 to 8 C atoms or polycaprolactone, polyethers made by polymerizing ethylene or propylene oxide or tetrahydrofuran, and polycarbonates made by reacting aliphatic carbonates and glycols. Diols (3) can be esters of aromatic acids with aliphatic or aromatic glycols, or of oxyacids with glycols having at least one benzene nucleus or the diphenols; diols of the formula wherein Ar = one or more aromatic nuclei, n = 1 to 10, and m = 1 to 5; condensation products of ethylene or propylene oxides with aromatic glycols or diamines; or ethoxylation products of the ester of an aromatic dicarboxylic acid with an aliphatic glycol. Many examples are given of these diols and of diisocyanates. In addition, 1,4-butane diol can be added to increase the number of rigid urethane linkages. The reaction can be effected in one or more stages, and where carried out in more than one stage, the last stage is effected in suitable solvents. Where the polymers are dry spun or extruded in the absence of solvents, crosslinking is obtained by using a controlled excess of diisocyanate or by adding triisocyanates or triols. If desired, melt spinning may be carried out from polymers which are not completely formed, and the reaction is then completed by heating the yarn. In a typical Example (1), p-xylylene and 1,4-butane diol were added to a charge of polycaprolactone and TiO 2 which had been dehydrated under vacuum at 248‹ F., the mixture being maintained at 248‹ F. for 1 hour, and then hexamethylene diisocyanate was added and the temp. raised to 347‹ F.; the resulting polymer was discharged, cooled and suitably cut prior to melt spinning.
GB43366A 1965-11-05 1966-01-05 Process for preparing light-stable polyurethane elastomers and products obtained thereby Expired GB1133834A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT2446165 1965-11-05

Publications (1)

Publication Number Publication Date
GB1133834A true GB1133834A (en) 1968-11-20

Family

ID=11213609

Family Applications (1)

Application Number Title Priority Date Filing Date
GB43366A Expired GB1133834A (en) 1965-11-05 1966-01-05 Process for preparing light-stable polyurethane elastomers and products obtained thereby

Country Status (2)

Country Link
DE (1) DE1645575A1 (en)
GB (1) GB1133834A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2290531A1 (en) * 1974-11-08 1976-06-04 Uniroyal Inc ELASTOMERIC COMPOSITION OF LIQUID POLYURETHANE
US3985699A (en) 1974-06-07 1976-10-12 Ab Bofors Method of manufacturing mould members of polyurethane-bonded granular material
US5449704A (en) * 1992-12-19 1995-09-12 Ciba-Geigy Corporation Photopolymerisable liquid compositions comprising resol and aminotraizine resins

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3985699A (en) 1974-06-07 1976-10-12 Ab Bofors Method of manufacturing mould members of polyurethane-bonded granular material
FR2290531A1 (en) * 1974-11-08 1976-06-04 Uniroyal Inc ELASTOMERIC COMPOSITION OF LIQUID POLYURETHANE
US5449704A (en) * 1992-12-19 1995-09-12 Ciba-Geigy Corporation Photopolymerisable liquid compositions comprising resol and aminotraizine resins

Also Published As

Publication number Publication date
DE1645575A1 (en) 1970-10-22

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