GB987432A - Stable aqueous emulsions from water-insoluble epoxy resins and water-insoluble aminoplasts - Google Patents

Stable aqueous emulsions from water-insoluble epoxy resins and water-insoluble aminoplasts

Info

Publication number
GB987432A
GB987432A GB2321361A GB2321361A GB987432A GB 987432 A GB987432 A GB 987432A GB 2321361 A GB2321361 A GB 2321361A GB 2321361 A GB2321361 A GB 2321361A GB 987432 A GB987432 A GB 987432A
Authority
GB
United Kingdom
Prior art keywords
emulsions
water
epoxide
ether
stiffening
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
GB2321361A
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.)
BASF Schweiz AG
Original Assignee
Ciba 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 Ciba AG filed Critical Ciba AG
Publication of GB987432A publication Critical patent/GB987432A/en
Expired legal-status Critical Current

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/55—Epoxy resins
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • 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
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Epoxy Resins (AREA)
  • Paper (AREA)

Abstract

Oil-in-water emulsions contain a mixture of 3-85% by weight of a water-insoluble curable viz. epoxy compound having an epoxide equivalency greater than 1, and 97-15% of a water-insoluble curable aminoplast resin. They may also contain a protective colloid, and a non-ionic or ionic emulsifying agent, many of which are referred to. Many suitable epoxy compounds are referred to. Examples use: Epoxide A-a diglycidyl ether of 4,41-dihydroxydiphenyldimethyl methane; Epoxide B-an epoxidized acetal from tetrahydrobenzaldehyde and 1,1 - dimethylolcyclohexene - 3; Epoxide C-Epoxidized ester obtained by condensation of 2 mols. of 2-methyl-tetrahydrobenzaldehyde; Epoxide D-vinyl cyclohexene di-epoxide; Epoxide E-glycidyl ether of 3,4-epoxy-dicyclopentan - 8 - ol; Epoxides F, G and H-partially epoxidized polybutadienes; Epoxide I-a condensate of 4,41-dihydroxydiphenyl-dimethylmethate and epichlohydrin. The aminoplasts used are water-insoluble methylol compound of urea or an aminotriazine, which have been etherified with mono-alcohols containing 3-10 carbon atoms. Some suitable alcohols are propanol; butanol; amyl alcohols; hexyl alcohols; cyclohexanol, 2-ethyl hexanol; nonyl alcohol; 2,6-dimethyl-4-heptanol; tetrahydrofuran - 2 - methanol; 2,2 - dimethyl - 1 - butanol; 2,2,4 - trimethyl - I - pentanol; 2-propyl-1-heptanol. The emulsions, with or without additives have a wide variety of applications e.g. stiffening textile materials, paper or pasteboard, for which purpose it preferably includes an acidic curing agent, many examples of which are listed, and may also include starch and/or urea. The emulsions may also, together with a curing catalyst, if desired, make coatings on substrates of glass, metals or building materials; or be used as binders for pigments or fibre tufts. Aminoplasts used in the examples are: A. A butanol solution of dimethylolmelamine ether containing two n-butyl ether groups. B. butanol solution of hexamethylolmelamine ether containing 6 n-butyl ether groups. C. propanol solution of dimethylolmelamine ether with about two n-propyl ether groups. D. isobutanol solution of dimethylolmelamine ether with two iso-butyl ether groups. E. butanol solution of dimethylolbenzoguanamine ether during two n-butyl ether groups. F. butanol solution of dimethylolurea ether having 2 n-butyl ether groups. Example 1 is similar to the many others. Epoxide A is dispersed in aqueous polyvinyl alcohol with an ethylene oxide adduct of cetyl alcohol. Aminoplast A is emulsified in water containing an ethylene oxide adduct of hydroabityl alcohol, cross-linked with hexamethylene diisocyanate. The emulsions are mixed, and used together with zinc fluoborate, or with urea, potato starch and aluminium sulphate, or with potato starch and aluminium sulphate for stiffening collars by impregnation, followed by drying and curing.ALSO:Aqueous oil-in-water emulsions containing an epoxy resin and an aminoplast (see Division C3) are suitable for making coatings, e.g. by spreading or spraying on substrata, such as building materials, glass or metal, e.g. iron, aluminium or copper. The emulsions may include curing agents and application is followed by curing for 10-60 minutes at 120-240 DEG C., or for 1-2 minutes at 300 DEG C. In Example 15, emulsions containing zinc fluoborate are spread on aluminium sheets and cured for 10 minutes at 150 DEG C. In Example 18, emulsions are diluted with water and brushed on to sheets or bars of aluminium, or are diluted with less water and the sheets or bars are coated by dipping. The coatings are dried for 45 minutes at 180-200 DEG C.ALSO:Fibrous material is stiffened by aqueous oil-in-water emulsions of an epoxy resin and an amino-plant (see Division C3) containing an acid curing agent. The emulsions are especially useful for textile material, e.g. stiffening collars, but may also be used for stiffening paper or plasterboard, or as binders for fibre tufts. Starch and/or urea may be added to the textile stiffening emulsions and aluminium sulphate is an advantageous curing agent. Impregnation is followed by drying and curing. Stiffening effects may be imparted to native, mercerised or regenerated cellulose materials, acetylcellulose, wool, silk, polyamides, polyurthanes, polyolefines, polyacrylonitrile or polyesters, e.g. as yarns, fleeces, felts, woven or knitted fabrics. In Example 1, aqueous emulsions containing an epoxy resin from epichlorohydrin and 4, 41-dihydroxydiphenyl-dimethyl methane, as butanol solution of a dimethylolmelamine butyl ether, polyvinyl alcohol, an ethylene oxide adduct of cetyl alcohol, an ethylene oxide adduct of hydroabutyl alcohol cross-linked with hexamethylene diisocyanate, and trithanolamine to bring the pH to 7 are used for collar stiffening material, (d) with added zinc fluoborate, (e) with added potato starch, urea and aluminium sulphate, and (f) p with added potato starch and aluminium sulphate. Example 14 describes similar treatments of cotton fabric.
GB2321361A 1960-06-30 1961-06-27 Stable aqueous emulsions from water-insoluble epoxy resins and water-insoluble aminoplasts Expired GB987432A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH743760A CH364482A (en) 1960-06-30 1960-06-30 Process for the permanent stiffening of textiles

Publications (1)

Publication Number Publication Date
GB987432A true GB987432A (en) 1965-03-31

Family

ID=4325107

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2321361A Expired GB987432A (en) 1960-06-30 1961-06-27 Stable aqueous emulsions from water-insoluble epoxy resins and water-insoluble aminoplasts

Country Status (5)

Country Link
BE (1) BE605553A (en)
CH (1) CH364482A (en)
ES (1) ES268679A1 (en)
GB (1) GB987432A (en)
NL (1) NL266514A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0688823A1 (en) * 1994-06-21 1995-12-27 Shell Internationale Researchmaatschappij B.V. Crosslinkable waterborne dispersions of epoxidized polydiene block copolymers and amino resins
US5721317A (en) * 1994-07-18 1998-02-24 Shell Oil Company Crosslinkable waterborne dispersions of hydroxy functional polydiene polymers and amino resins
GB2320037A (en) * 1996-12-06 1998-06-10 Lamers Beheer Bv Reinforcing a board, sheet or foil

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0688823A1 (en) * 1994-06-21 1995-12-27 Shell Internationale Researchmaatschappij B.V. Crosslinkable waterborne dispersions of epoxidized polydiene block copolymers and amino resins
US6255364B1 (en) 1994-06-21 2001-07-03 Shell Oil Company Crosslinkable waterborne dispersions of epoxidized polydiene block copolymers and amino resins
US5721317A (en) * 1994-07-18 1998-02-24 Shell Oil Company Crosslinkable waterborne dispersions of hydroxy functional polydiene polymers and amino resins
US5854314A (en) * 1994-07-18 1998-12-29 Shell Oil Company Crosslinkable waterborne dispersions of hydroxy functional polydiene polymers and amino resins
GB2320037A (en) * 1996-12-06 1998-06-10 Lamers Beheer Bv Reinforcing a board, sheet or foil
GB2320037B (en) * 1996-12-06 2001-04-11 Lamers Beheer Bv Method for reinforcing a board,sheet or foil

Also Published As

Publication number Publication date
CH364482A (en) 1962-11-15
ES268679A1 (en) 1961-12-16
CH743760A4 (en) 1962-05-30
BE605553A (en)
NL266514A (en)

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