GB791851A - Elastomeric latices derived from diisocyanates and substances containing active hydrogen atoms - Google Patents

Elastomeric latices derived from diisocyanates and substances containing active hydrogen atoms

Info

Publication number
GB791851A
GB791851A GB17981/54A GB1798154A GB791851A GB 791851 A GB791851 A GB 791851A GB 17981/54 A GB17981/54 A GB 17981/54A GB 1798154 A GB1798154 A GB 1798154A GB 791851 A GB791851 A GB 791851A
Authority
GB
United Kingdom
Prior art keywords
diisocyanate
added
latex
organic
molecular weight
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
GB17981/54A
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB791851A publication Critical patent/GB791851A/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
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7614Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
    • C08G18/7621Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring being toluene diisocyanate including isomer mixtures
    • 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
    • C08G18/08Processes
    • C08G18/0838Manufacture of polymers in the presence of non-reactive compounds
    • C08G18/0842Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents
    • C08G18/0861Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers
    • C08G18/0866Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers the dispersing or dispersed phase being an aqueous medium
    • 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
    • C08G18/08Processes
    • C08G18/10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • 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
    • C08G2101/00Manufacture of cellular products
    • 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
    • C08G2170/00Compositions for adhesives
    • C08G2170/80Compositions for aqueous adhesives
    • 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
    • C08G2350/00Acoustic or vibration damping material
    • 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
    • C08G2380/00Tyres
    • 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
    • C08G2410/00Soles

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

An elastomeric latex is made by reacting an organic compound having a molecular weight of at least 750 and containing at least two groups bearing active hydrogen atoms with a stoichiometric excess of an organic diisocyanate and thereafter effecting chain extension of the reaction product by emulsifying it in aqueous medium and in the presence of an emulsifying agent. The aqueous medium may contain a diamine (e.g. phenylene-, tolylene-, cyclohexylene-, propylene- or ethylene-diamine) which reacts, with the isocyanate terminated polymer preferentially to the water. The organic compound with a molecular weight of at least 750 may be a linear or branched polyester, a polyesteramide, a polyalkylene glycol, a polyalkylene ether-thioether glycol having terminal hydroxyl groups or an ester of a hydroxy fatty acid with a polyhydric alcohol (e.g. castor oil or glyceryl ricinoleate). A mixture of castor oil and polyethylene glycol may be used. In addition to these organic compounds smaller amounts of low molecular weight diols (e.g.2-butene-1,4-diol) may be used. The Specification lists suitable starting materials of the type referred to above. Suitable emulsifying agents are the polyethylene glycol ethers of long-chain alcohols, quaternary ammonium salts, the tertiary amine or alkylol amine salts of long-chain alkyl acid sulphate esters, alkyl sulphonic acids or alkyl aryl sulphonic acids, the sodium salt of long-chain sulphated alcohols, casein, and alkali metal salts of high molecular weight organic acids (e.g. rosin or tall oil). The last named may be formed in situ by adding the acid to the isocyanate terminated polymer and adding alkali to the aqueous bath. The isocyanate terminated polymer may be added to the aqueous medium while dissolved in an organic solvent (e.g. heptanes, octanes, nonanes, kerosenes, synthetic hydrocarbons, methylcyclohexane, benzene or toluene). Coagulation of the latex may be effected by adding an acid (e.g. acetic) and/or an inorganic salt (e.g. sodium or calcium chloride) or by freezing. In an example, a film of elastomer is formed by dipping a cylindrical glass mould first into a coagulating solution and then into a latex, the coagulating solution comprising methanol, acetone, calcium nitrate and calcium chloride. The coagulated polymer may then be dried and cured by milling it with a diisocyanate. Films of the dried polymer may be cured either by dipping into a liquid diisocyanate or a solution thereof or by exposure to the vapours of a diisocyanate. In Example 21, toluene is added to the reaction product of castor oil, polyethylene glycol and 2,4-tolylenediisocyanate and the mixture added to a solution containing water, the sodium salt of sulphated long-chain alcohols, casein and an anti-foaming agent comprising pine oil and tributyl phosphate. An emulsion suitable for gluing wood results. In Example 25, tall oil is added to the reaction product of polytetramethylene ether glycol and 2,4-tolylene diisocyanate and the mixture added to sodium hydroxide solution to produce a latex. A curing agent is then dispersed in the latex comprising the dimer of 2,4-tolylene diisocyanate, the sodium salt of polymerized formaldehyde napthalene sulphonic acids, water and casein. A dip film is then made, coagulated and dried. The elastomers may be made fireproof by adding antimony or zinc oxide and electrically conductive by adding carbon black or powdered metals. Compounding agents such as carbon black, clay, silica, talc, zinc and magnesium oxides, calcium and magnesium carbonate, titanium dioxide, plasticizers and inorganic or organic colouring agents may be added. The Specification lists a large number of uses for the elastomers. Specifications 731,071, 753,712, [Group IV (b)], 791,852 and 791,854 are referred to.
GB17981/54A 1953-06-30 1954-06-18 Elastomeric latices derived from diisocyanates and substances containing active hydrogen atoms Expired GB791851A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US791851XA 1953-06-30 1953-06-30

Publications (1)

Publication Number Publication Date
GB791851A true GB791851A (en) 1958-03-12

Family

ID=22148955

Family Applications (1)

Application Number Title Priority Date Filing Date
GB17981/54A Expired GB791851A (en) 1953-06-30 1954-06-18 Elastomeric latices derived from diisocyanates and substances containing active hydrogen atoms

Country Status (5)

Country Link
CA (1) CA583572A (en)
DE (1) DE1097678B (en)
FR (1) FR1108785A (en)
GB (1) GB791851A (en)
IT (1) IT517966A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015048441A1 (en) * 2013-09-30 2015-04-02 Basf Se Lignocellulosic composite articles
CN115141597A (en) * 2022-08-04 2022-10-04 河南工程学院 Castor oil-based degradable pressure-sensitive adhesive and preparation method thereof

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1007502B (en) * 1955-06-10 1957-05-02 Bayer Ag Process for the production of rubber-elastic plastics from polythioethers containing hydroxyl groups, diisocyanates and crosslinking agents
NL104700C (en) * 1955-08-12
US2901467A (en) * 1956-04-20 1959-08-25 Du Pont Polyurethane coating compositions
US2899411A (en) * 1956-07-30 1959-08-11 Polyurethane elastomers from hy-
DE1027395B (en) * 1956-10-01 1958-04-03 Phoenix Gummiwerke Ag Process for the production of light-resistant, elastic plastics
US2948611A (en) * 1957-10-30 1960-08-09 Du Pont Photopolymerizable compositions, elements, and processes
BE570635A (en) * 1957-11-06 1900-01-01
US2995531A (en) * 1958-09-08 1961-08-08 Mobay Chemical Corp Stable coating compositions containing a polyisocyanate and a polyamide
US3148173A (en) * 1959-01-26 1964-09-08 Wyandotte Chemicals Corp Polyurethane-ureas containing urealinked nu-(2-hydroxypropyl) alkylene diamines
GB880665A (en) * 1959-01-26 1961-10-25 Wyandotte Chemicals Corp Polyurethane-ureas containing urea-linked piperazine compounds
US3178310A (en) * 1962-03-01 1965-04-13 Du Pont Aqueous polyurethane coating emulsions
BE636685A (en) * 1962-08-28
BE637982A (en) * 1962-10-01
US3350332A (en) * 1962-10-05 1967-10-31 Monsanto Co Rigid polyvinyl chloride blends having improved impact strength
DE1248287B (en) * 1965-12-18 1967-08-24 Bayer Ag Process for the production of molded articles from aqueous polyurethane dispersions
DE1282962B (en) * 1966-04-28 1968-11-14 Bayer Ag Process for the production of aqueous sedimenting, redispersible dispersions of crosslinked polyadducts containing urea groups

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE957564C (en) * 1957-01-17 Farbenfabriken Bayer Aktiengesellschaft, Leverkusen-Bayerwerk Process for coating or preparing carrier materials such as fabrics, textiles, foils with plastics
DE896716C (en) * 1943-12-28 1953-11-16 Bayer Ag Process for the manufacture of rubber-like articles
DE819086C (en) * 1949-09-23 1951-10-29 Bayer Ag Process for coating textiles
DE831772C (en) * 1952-11-18 1952-02-18 Bayer Ag Process for the production of high molecular weight crosslinked plastics

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015048441A1 (en) * 2013-09-30 2015-04-02 Basf Se Lignocellulosic composite articles
US9920202B2 (en) 2013-09-30 2018-03-20 Basf Se Lignocellulosic composite articles
US10669424B2 (en) 2013-09-30 2020-06-02 Basf Se Lignocellulosic composite articles
CN115141597A (en) * 2022-08-04 2022-10-04 河南工程学院 Castor oil-based degradable pressure-sensitive adhesive and preparation method thereof
CN115141597B (en) * 2022-08-04 2023-04-28 河南工程学院 Castor oil-based degradable pressure-sensitive adhesive and preparation method thereof

Also Published As

Publication number Publication date
IT517966A (en)
DE1097678B (en) 1961-01-19
FR1108785A (en) 1956-01-17
CA583572A (en) 1959-09-22

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