GB1077119A - Sulfhydryl resins - Google Patents

Sulfhydryl resins

Info

Publication number
GB1077119A
GB1077119A GB3983965A GB3983965A GB1077119A GB 1077119 A GB1077119 A GB 1077119A GB 3983965 A GB3983965 A GB 3983965A GB 3983965 A GB3983965 A GB 3983965A GB 1077119 A GB1077119 A GB 1077119A
Authority
GB
United Kingdom
Prior art keywords
dimeric
fat acid
fatty acids
oil fatty
tall oil
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
GB3983965A
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.)
General Mills Inc
Original Assignee
General Mills 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 General Mills Inc filed Critical General Mills Inc
Publication of GB1077119A publication Critical patent/GB1077119A/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
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2636—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing sulfur
    • 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
    • C08G59/14—Polycondensates modified by chemical after-treatment
    • C08G59/1405—Polycondensates modified by chemical after-treatment with inorganic compounds
    • C08G59/1411—Polycondensates modified by chemical after-treatment with inorganic compounds containing sulfur
    • C08G59/1416—Hydrogen sulfide
    • 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
    • C08G59/66—Mercaptans
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins

Abstract

Epoxy resins are cured by secondary curing agents which are polythiols obtained by the reaction of H2S with (A) a vicinal epoxyalkyl ester of a dimerized fat acid or a hydrogenated dimerized fat acid of the formula D(CO2H)2 or (B) a vicinal epoxyalkyl ether of a corresponding alcohol of the formula D(CH2OH)2, where D is the divalent hydrocarbon radical of the dimeric fat acid or hydrogenated dimeric fat acid, using at least one mole of H2S per oxirane equivalent. Catalysts such as amines, polyamines, polyaminoamides, polycarboxylic acid anhydrides and BF3.ALSO:Polythiols are derived by the reaction of H2S with (A) a vicinal epoxyalkyl ester of a dimerized fat acid or a hydrogenated dimerized fat acid of the formula D(CO2H)2 or (B) a vicinal epoxyalkyl ether of a corresponding alcohol of the formula D(CH2OH)2, where D is the divalent hydrocarbon radical of the dimeric fat acid or hydrogenated dimeric fat acid, using at least one mole of H2S per oxinone equivalent. The epoxy compounds are derived from any saturated or unsaturated synthetic or natural monobasic, aliphatic C8- 22 acid. In the examples, polythiols are prepared from the diglycidyl ester of dimeric tall oil fatty acids in the presence of (1) cyclohexane and NaOMe, (2) NaOMe, and (3) trisdimethyl-amino-methylphenol (added halfway through the reaction), and from the diglycidyl ether of the diol corresponding to dimeric tall oil fatty acids in the presence of NaOMe. The diglycidyl ether of the diol corresponding to dimeric tall oil fatty acids is prepared by dehydrohalogenating the bischlorohydrin ether with NaOH in epichlorohydrin in the presence of water. The bischlorohydrin ether of the diol corresponding to dimeric tall oil fatty acids is prepared from the diol by reaction with epichlorohydrin in the presence of BF3 etherate. The diol derived from dimeric tall oil fatty acids is prepared by reducing in known manner the 4-methylpentan-2-yl ester of the dimer acids. The 4 - methylpentanyl - 2 - ester of dimeric tall oil fatty acids is prepared by esterifying the dimer acids with 4-methylpentan-2-ol in toluene in the presence of p-toluenesulphonic acid.
GB3983965A 1964-09-17 1965-09-17 Sulfhydryl resins Expired GB1077119A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US39731264A 1964-09-17 1964-09-17

Publications (1)

Publication Number Publication Date
GB1077119A true GB1077119A (en) 1967-07-26

Family

ID=23570699

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3983965A Expired GB1077119A (en) 1964-09-17 1965-09-17 Sulfhydryl resins

Country Status (2)

Country Link
DE (1) DE1518950A1 (en)
GB (1) GB1077119A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1801551A1 (en) * 1968-10-05 1970-06-04 Henkel & Cie Gmbh Process for the preparation of higher hydroxyalkyl mercaptans
US8658723B2 (en) 2002-07-31 2014-02-25 Croda International Plc Epoxy resin composition

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1801551A1 (en) * 1968-10-05 1970-06-04 Henkel & Cie Gmbh Process for the preparation of higher hydroxyalkyl mercaptans
US8658723B2 (en) 2002-07-31 2014-02-25 Croda International Plc Epoxy resin composition

Also Published As

Publication number Publication date
DE1518950A1 (en) 1969-09-18

Similar Documents

Publication Publication Date Title
GB691543A (en) A process for curing glycidyl ethers and the resinous products formed therefrom
GB930990A (en) Lignin resins and preparations thereof
DK364586A (en) EPOXY RESIN MATERIAL AND ITS USE
GB1000403A (en) Improvements in or relating to epoxy ether resin-lactone compositions
HK4386A (en) Epoxide moulding compositions,moulded articles produced therefrom,and their use
NO914546L (en) ADVANCED MATERIAL OF EPOXY RESIN
GB1113205A (en) Inorganic cement compositions
ATE24529T1 (en) ALKYD RESINS CONTAINING FUNCTIONAL EPOXY.
GB1462536A (en) Epoxy curing system
GB1077119A (en) Sulfhydryl resins
GB1009806A (en) Improvements in or relating to curing agents for epoxy resins
GB1275768A (en) New adducts, containing epoxide groups, from polyglycidyl compounds and acid polyesters of aliphatic-cycloaliphatic dicarboxylic acids, process for their manufacture and use
GB1272052A (en) Curable mixtures of polyglycidyl compounds, polyesters from aliphatic-cycloaliphatic dicarboxylic acids, and polycarboxylic acid anhydrides
JPS55108443A (en) Theromsetting resin composition
GB1043410A (en) Curable polyepoxide-containing compositions
GB1296897A (en)
GB924079A (en) Laminates and process of making of the same
EP0039018A3 (en) Rapidly curing epoxide compositions
GB1073815A (en) Sulfhydryl resins
ES367668A1 (en) Process for hardening epoxy resins with fluophosphoric acid
ES342398A2 (en) Method of accelerating the hardening of epoxy resins by adding sodium alcoholates
GB1293818A (en) New curable epoxide resin mixtures
GB811131A (en) Improvements in or relating to method of preparing new carboxylic acid and the new carboxylic acid resulting from said method
GB1357368A (en) Polyglycidyl ethers of glycerine compositions
ES309386A1 (en) A procedure to achieve the acceleration of the hardening of epoxidic resins. (Machine-translation by Google Translate, not legally binding)