GB920514A - New hardeners of epoxy resins, a process of making same and products produced therefrom - Google Patents

New hardeners of epoxy resins, a process of making same and products produced therefrom

Info

Publication number
GB920514A
GB920514A GB2247259A GB2247259A GB920514A GB 920514 A GB920514 A GB 920514A GB 2247259 A GB2247259 A GB 2247259A GB 2247259 A GB2247259 A GB 2247259A GB 920514 A GB920514 A GB 920514A
Authority
GB
United Kingdom
Prior art keywords
acid
hardeners
amide
reacting
group
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
GB2247259A
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.)
Bayer Pharma AG
Original Assignee
Schering AG
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 Schering AG filed Critical Schering AG
Publication of GB920514A publication Critical patent/GB920514A/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
    • 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
    • C08G59/50—Amines
    • C08G59/54—Amino amides>
    • 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
    • C08G59/44—Amides
    • 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
    • C08G59/50—Amines
    • C08G59/5006—Amines aliphatic
    • 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
    • C08G59/50—Amines
    • C08G59/5006—Amines aliphatic
    • C08G59/5013—Amines aliphatic containing more than seven carbon atoms, e.g. fatty amines
    • 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
    • C08G71/00—Macromolecular compounds obtained by reactions forming a ureide or urethane link, otherwise, than from isocyanate radicals in the main chain of the macromolecule

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Epoxy Resins (AREA)

Abstract

Hardeners for epoxy resins comprise compounds of formula <FORM:0920514/IV(a)/1> in which X represents -CH2NH2 or a substituted acid amide group, any substituent in the amide group still containing a primary or secondary amine group, Y is hydrogen or the grouping <FORM:0920514/IV(a)/2> m is 7 or 8 and n is 8 when m is 7, and 7 when m is 8 (see Group IV(b) ). The hardeners are non-volatile and of low viscosity and are suitable for solvent-free lacquers, casting or laminating material or reaction adhesive. Examples describe the use of a mixture of 1:9 and 1:10 diaminooctadecanes, a mixture of 9- and 10-amino-stearic acid amino-amides, and a polyamido-amide as hardeners for an epoxy resin derived from diphenylolpropane and epichlorhydrin to give cast, moulded or a film-forming coating, or for solutions of the resin in xylene-methylisobutyl ketone and xylenemethyl glycol to give film-forming lacquers.ALSO:The invention comprises compounds of formula, <FORM:0920514/IV(a)/1> in which X represents -CH2NH2 or a substituted acid amide group, any substituent in the amide group still containing a p- or secamine group, and Y represents hydrogen or the grouping <FORM:0920514/IV(a)/2> m is 7 or 8 and n is 8 when m is 7 and n is 7 when m is 8. the compounds are prepared by reacting an unsaturated fatty acid amine with hydrocyanic acid in the presence of concentrated sulphuric acid, and hydrolysing the formylamino compound, or alternatively by reacting an unsaturated fatty acid with hydrocyanic acid in the presence of sulphuric acid, hydrolysing the formylamino compound to the amino acid and if desired reacting after esterification, either with a polyamine to the corresponding amino amide or converting into a urea compound by reaction with phosgene in the presence of an acidbinding agent and then reacting with a polyamine to a polyamide amine. The products, for example, a mixture of 1 : 9 and 1 : 10 diamino octadecanes, 9- and 10-aminostearic acids, and a polyamino-amide derived from the action of diethylene triamine on carbonyldi(aminostearic acid) are non-volatile and of low viscosity and may therefore be used as hardeners for epoxy resins in solvent-free lacquers or as casting and laminating, or adhesive resins.
GB2247259A 1958-07-19 1959-06-30 New hardeners of epoxy resins, a process of making same and products produced therefrom Expired GB920514A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DESCH24433A DE1100281B (en) 1958-07-19 1958-07-19 Use of non-volatile compounds as curing agents for epoxy resins

Publications (1)

Publication Number Publication Date
GB920514A true GB920514A (en) 1963-03-06

Family

ID=7429878

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2247259A Expired GB920514A (en) 1958-07-19 1959-06-30 New hardeners of epoxy resins, a process of making same and products produced therefrom

Country Status (4)

Country Link
CH (1) CH387648A (en)
DE (1) DE1100281B (en)
FR (1) FR1230155A (en)
GB (1) GB920514A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2989375A1 (en) 2012-04-17 2013-10-18 Centre Nat Rech Scient NOVEL BRANCHED AND UNSATURATED COMPOUNDS FOR THE MANUFACTURE OF RETICULABLE POLYMERS

Also Published As

Publication number Publication date
DE1100281B (en) 1961-02-23
CH387648A (en) 1965-02-15
FR1230155A (en) 1960-09-14

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