GB896396A - Improvements in or relating to synthetic resins and to processes for the manufacture thereof - Google Patents

Improvements in or relating to synthetic resins and to processes for the manufacture thereof

Info

Publication number
GB896396A
GB896396A GB2691858A GB2691858A GB896396A GB 896396 A GB896396 A GB 896396A GB 2691858 A GB2691858 A GB 2691858A GB 2691858 A GB2691858 A GB 2691858A GB 896396 A GB896396 A GB 896396A
Authority
GB
United Kingdom
Prior art keywords
component
ester
polyisocyanate
acid
tolylene diisocyanate
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
GB2691858A
Inventor
Hans-Joachim Beck
Hans Dannenbaum
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.)
Beck & Co Dr GmbH
Original Assignee
Beck & Co Dr GmbH
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
Priority claimed from DEB41593A external-priority patent/DE1052111B/en
Application filed by Beck & Co Dr GmbH filed Critical Beck & Co Dr GmbH
Priority to GB2691858A priority Critical patent/GB896396A/en
Publication of GB896396A publication Critical patent/GB896396A/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
    • C08G18/80Masked polyisocyanates
    • C08G18/8003Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen
    • C08G18/8006Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32
    • C08G18/8009Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32 with compounds of C08G18/3203
    • C08G18/8035Masked aromatic polyisocyanates not provided for in one single of the groups C08G18/8019 and C08G18/8029
    • 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
    • C08G18/67Unsaturated compounds having active hydrogen
    • C08G18/68Unsaturated polyesters
    • 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
    • C08G18/702Isocyanates or isothiocyanates containing compounds having carbon-to-carbon double bonds; Telomers thereof
    • 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
    • C08G18/80Masked polyisocyanates
    • C08G18/8003Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen
    • C08G18/8051Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/36

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)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

In a process for the manufacture of a synthetic resin at least one complex polyisocyanate (B-2) and at least one polymerizable, unsaturated monomer (B-1) which is substantially free of hydroxyl groups and is copolymerizable with the hydroxyl ester mixture are reacted with an hydroxyl ester mixture which includes at least one hydroxy-ester (A-1) of a fatty acid and of a multivalent alcohol and at least one high molecular polyester (A-2) of a fatty acid glyceride containing free hydroxyl groups and a multivalent alcohol or an amino alcohol with at least one unsaturated dicarboxylic acid, the polycondensation product containing a plurality of free hydroxyl groups. Preferably a third component (C) of the reaction mixture is employed to accelerate or inhibit the polymerization or polycondensation. These include free radical polymerization and poly addition catalysts, such as phenyl, lauryl, tertiary butyl or dibutyl peroxides, tertiary aromatic or aliphatic amines, for instance, diethyl aniline, dimethyl cyclohexylamine, pyridine and quinoline, metal soaps, for instance cobalt laurinate and lead or manganese naphthenate, and inhibitors, for instance benzo- or naphthoquinone and aldehydeamines. The (A-1) component may be castor oil or, for example, a hydroxyl-containing ester from pentaerythritol and a fatty acid. (A-2) can be synthesized by condensing a glyceride such as castor oil, a multivalent alcohol or an amino-alcohol and an unsaturated dicarboxylic acid, with which some saturated dicarboxylic acid may be mixed. The mixture of (A-1) and (A-2) is preferably pre-treated by reaction with a polyisocyanate before further reaction is effected. As component (B-1) styrene, divinylbenzene, vinylcarbazole, acrylonitrile or an ester of allyl alcohol, acrylic acid or fumaric acid are specified. (B-2) is a complex polyisocyanate obtained by reacting a polyisocyanate with a polyhydroxy compounds, such as a glycol, triol, hydroxy-ester or hydroxy-glyceride. Component B (i.e. B-1 and B-2 mixed) should also contain a content of fat, for example castor oil. It may be obtained by adding the polyisocyanate to component B-1 and a stabilizer and then reacting with the hydroxy compound. Alternatively components (A-1), A-2 and B-2 are reacted to form an unsaturated polyurethane which is cross-linked on addition of component B-1. In a further method the mixed A and B components are first reacted in the presence of an amine and copolymerization is afterwards effected at elevated temperature in the presence of an inhibitor-initiator pair, such as a benzoquinone-benzoyl or ter. butyl peroxide mixture. The resin can be processed with glass fibres, pigments, dyes, other synthetic resins, fats, hydrocarbons, ethers or esters. In the examples component A-1 is a castor oil reacted with 2% tolylene diisocyanate; A-2 is a polyester from diglycol, ethylene glycol, stearic acid mono-glyceride, phthalic anhydride and maleic anhydride, treated with 2% of tolylene diisocyanate. Mixtures of B-1 and B-2 components are products, still containing free NCO groups from the reaction of mixtures of (a) styrene, tolylene diisocyanate and hexanetriol; (b) vinyltoluene, tolylene diisocyanate and hexane-triol; (c) styrene, tolylene diisocyanate and a pentaerythritoldistearic acid ester. Mixtures of these A and B components with catalysts and inhibitors specified above for C are than prepared and used to form soft and hard cast resins, embedding resins for copper coils and a dyed coating resin.
GB2691858A 1956-08-30 1958-08-21 Improvements in or relating to synthetic resins and to processes for the manufacture thereof Expired GB896396A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2691858A GB896396A (en) 1956-08-30 1958-08-21 Improvements in or relating to synthetic resins and to processes for the manufacture thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEB41593A DE1052111B (en) 1956-08-30 1956-08-30 Process for the production of elastic to tough plastics with shaping
GB2691858A GB896396A (en) 1956-08-30 1958-08-21 Improvements in or relating to synthetic resins and to processes for the manufacture thereof

Publications (1)

Publication Number Publication Date
GB896396A true GB896396A (en) 1962-05-16

Family

ID=25965162

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2691858A Expired GB896396A (en) 1956-08-30 1958-08-21 Improvements in or relating to synthetic resins and to processes for the manufacture thereof

Country Status (1)

Country Link
GB (1) GB896396A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2029469A1 (en) * 1969-01-27 1970-10-23 Ici Ltd
WO2021150174A1 (en) 2020-01-20 2021-07-29 Özerden Plasti̇k Sanayi̇ Ve Ti̇caret Anoni̇m Şi̇rketi̇ Low density polyurethane foam using functionalized castor oil

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2029469A1 (en) * 1969-01-27 1970-10-23 Ici Ltd
WO2021150174A1 (en) 2020-01-20 2021-07-29 Özerden Plasti̇k Sanayi̇ Ve Ti̇caret Anoni̇m Şi̇rketi̇ Low density polyurethane foam using functionalized castor oil

Similar Documents

Publication Publication Date Title
US4267239A (en) Vapor permeation curable coatings based on alkyd resins
US3759873A (en) Boxy polyols water dispersible polyurethanes based on polyesters prepared from car
US3926875A (en) Thermosetting polymer dispersions and process for production thereof
EP0222977A2 (en) Phase stabilized polyester molding material
US3162616A (en) Esterification process
EP0084312B1 (en) Radiation-curable aqueous binder emulsions
FR2516090A1 (en) THERMOSETTING RESIN COMPOSITION COMPRISING AN OLIGOMERIC POLYESTER COUPLED WITH AN ORGANIC POLYISOCYANATE
CA1159993A (en) Vapour permeation curable coatings based on alkyd resins
CN107099024A (en) A kind of waterborne polyester of water boiling resistance excellent performance and preparation method thereof
US2915493A (en) Solution of vinylidene monomer and hydroxy polyester modified with an isocyanate and an unsaturated ether alcohol and method of preparing same
JP2012057154A (en) Coating composition
EP0424745A2 (en) Process for the preparation of unsaturated, urethanized polyester resins, the polyester resins obtained in this way and their use as or for the preparation of coatings
GB896396A (en) Improvements in or relating to synthetic resins and to processes for the manufacture thereof
US4163749A (en) Dispersing agents
US2902462A (en) Polyester of a mixture of isomeric c10 dicarboxylic acids and process of making
US4343728A (en) Process for preparing solution polymerizates of acrylic and methacrylic esters and their use as flow-promoting agents in lacquers
US2360393A (en) Alcoholysis catalysts
JP2018076537A (en) Polyol composition for polyurethane resin for building material
ES386085A1 (en) H can be diluted with water or dispersed in water process for the manufacture of epoxymodified polyurethane resins whic
US4166066A (en) Dispersing agents
CN109721715A (en) A kind of decompression technique is for alkyd resin and preparation method thereof
GB840089A (en) Improvements in or relating to methods of preparing polyurethane resins and intermediate compositions therefor
US3804921A (en) Terephthalic based unsaturated polyesters
EP0017798A1 (en) Modified polyester imides curable by high energy radiation, process for their production and their use in the insulation of electric wires
US3277035A (en) Modified alkyd resins containing glycidyl esters of mixed alpha-branched saturated aliphatic monocarboxylic acids