CA2431827A1 - Sizing composition - Google Patents

Sizing composition Download PDF

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Publication number
CA2431827A1
CA2431827A1 CA002431827A CA2431827A CA2431827A1 CA 2431827 A1 CA2431827 A1 CA 2431827A1 CA 002431827 A CA002431827 A CA 002431827A CA 2431827 A CA2431827 A CA 2431827A CA 2431827 A1 CA2431827 A1 CA 2431827A1
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CA
Canada
Prior art keywords
weight
water
sizing composition
composition according
dispersible
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.)
Granted
Application number
CA002431827A
Other languages
French (fr)
Other versions
CA2431827C (en
Inventor
Thorsten Rische
Karin Naujoks
Thomas Feller
Christoph Gurtler
Jan Mazanek
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 AG
Original Assignee
Bayer 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 Bayer AG filed Critical Bayer AG
Publication of CA2431827A1 publication Critical patent/CA2431827A1/en
Application granted granted Critical
Publication of CA2431827C publication Critical patent/CA2431827C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes
    • 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
    • CCHEMISTRY; METALLURGY
    • C03GLASS; MINERAL OR SLAG WOOL
    • C03CCHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C25/00Surface treatment of fibres or filaments made from glass, minerals or slags
    • C03C25/10Coating
    • C03C25/24Coatings containing organic materials
    • C03C25/26Macromolecular compounds or prepolymers
    • C03C25/32Macromolecular compounds or prepolymers obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C03C25/326Polyureas; Polyurethanes
    • 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
    • C08G18/8061Masked polyisocyanates masked with compounds having only one group containing active hydrogen
    • C08G18/807Masked polyisocyanates masked with compounds having only one group containing active hydrogen with nitrogen containing compounds
    • C08G18/808Monoamines

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Geochemistry & Mineralogy (AREA)
  • General Chemical & Material Sciences (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Paints Or Removers (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Cosmetics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Surface Treatment Of Glass Fibres Or Filaments (AREA)
  • Confectionery (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Paper (AREA)

Abstract

Novel sizing compositions, their preparation and use. The compositions contain water-dispersible and/or water-soluble and alkylamine-blocked polyisocyanates, film-forming resins, coupling agents and lubricants. The isocyanates are synthesized from at least one polyisocyanate, at least one ionic and /or potentially ionic and/or nonionic compound, and at least one blocking agent which is at least 20% by weight aralkylamines.

Claims (15)

1. Sizing composition comprising:
1 ) water-dispersible and/or water-soluble and aralkylamine-blocked polyisocyanates,
2) film-forming resins,
3) coupling agents, and
4) lubricants.

2. Sizing composition according to Claim 1, wherein the water-dispersible and/or water-soluble blocked polyisocyanates 1) has been synthesized from:
A) at least one polyisocyanate containing aliphatically, cycloaliphatically araliphatically and/or aromatically attached isocyanate groups, B) at least one ionic and/or potentially ionic and/or nonionic compound, C) at least one blocking agent of which of least 20% by weight consists of aralkylamines, D) one or more (cyclo)aliphatic monoamaines and/or polyamines having front 1 to 4 amino groups, from the molecular weight range up to 300, E) one or more polyhydric alcohols having from 1 to 4 hydroxyl groups, from the molecular weight range up to 250, F) at least one stabilizer and other auxiliaries, and at least one solvent.

Sizing composition according to Maim 1, wherein tile water-dispersible and/or water-soluble blocked polyisocyanates 1) has been synthesized from:

A) from 20 to 80% by weight of at least one polyisocyanate containing aliphatically, cycloaliphatically, araliphatically and/or aromatically attached isocyanate groups, B) from 1 to 40% by weight of at least one ionic and/or potentially ionic and/or nonionic compound, C) from 15 to 60% by weight of at least one blocking agent of which at least 20% by weight consists of aralkylamines, D) from 0 to 15% by weight of one or more (cyclo)aliphatic monoamines and/or polyamines having from 1 to 4 amino groups, from the molecular weight range up to 300, E) from 0 to 15% by weight of one or more polyhydric alcohols having from 1 to 4 hydroxyl group, from the molecular weight range up to 250.

F) from 0 to 15% by weight of a stabilizer or stabilizer mixture, and G) from 0 to 20% by weight of at least one solvent.

4. Sizing composition according to Claim 1, wherein the water-dispersible and/or water-soluble blocked polyisocyanates 1) has been synthesized from:
A) from 25 to 75% by weight of at least one polyisocyanate containing aliphatically, cycloaliphatically, araliphatically and/or aromatically attached isocyanate groups, B) from 1 to 35% by weight of at least one ionic and/or potentially ionic and/or nonionic compound, C) from 20 to 50% by weight of at least one blocking agent of which at least 20% by weight consists of aralkylamines, D)from 0 to 10% by weight of one or more (cyclo)aliphatic monoamines and/or polyamines having from 1 to 4 amino groups, from the molecular weight range up to 300, E) from 0 to 10% by weight of one or more polyhydric alcohols having from 1 to 4 hydroxyl groups, from the molecular weight range up to F) from 0 to 15% by weight of a stabilizer or stabilizer mixture, and G) from 0 to 15% by weight of at least one solvent.
5. Sizing composition according to Claim 1, wherein the water-dispersible and/or water-soluble blocked polyisocyanates 1) has been synthesized from:
A) from 30 to 70% by weight of at least one polyisocyanate containing aliphatically, cycloaliphatically, araliphatically and/or aromatically attached isocyanate groups, B) from 5 to 30% by weight of at least one ionic and/or potentially ionic C) and/or nonionic compound, from 25 to 45% by weight of at least one blocking agent of which at least 20% by weight consists of aralkylamines, D) from 0 to 5% by weight of one or more (cyclo)aliphatic monoamines and/or polyamines having from 1 to 4 amino groups, from the molecular weight range up to 300, E) from 0 to 5% by weight of one or more polyhydric alcohols having from 1 to 4 hydroxyl groups, from the molecular weight range up to F) from 0 to 5% by weight of a stabilizer or stabilizer mixture, and from 0 to 10% by weight of at least one solvent.
6. Sizing composition according to Claim 2, wherein the at least one polyisocyanate containing aliphatically, cycloaliphatically, araliphatically and/or aromatically attached isocyanate groups A) of the water-dispersible and/or water-soluble blocked polyisocyanate 1) has an isocyanate group (non-blocked and blocked) content of from 5.0 to 27.0% by weight.
7. Sizing composition according to Claim 2, wherein the at least 50% of the isocyanate groups of the at least one polyisocyanate, containing aliphatically, cycloaliphatically, araliphatically and/or aromatically attached isocyanate groups A) of the water-dispersible blocked and/or water-soluble polyisocyanates 1) are in blocked form.
8. Sizing composition according to Claim 1, wherein the water-dispersible and/or water-soluble blocked polyisocyanates 1) comprises secondary benzylamine blocking agents.
9. Sizing composition according to Claim 1, wherein the water-dispersible and/or water-soluble blocked polyisocyanates 1) comprises N-tertbutyl benzylamine blocking agent.
10. Sizing composition according to Claim 1, wherein the water-dispersible and/or water-soluble blocked polyisocyanates 1) has been synthesized from:

A) at least one polyisocyanate containing aliphatically, cycloaliphatically araliphatically and/or aromatically attached isocyanate groups, B) at least one ionic and/or potentially ionic and/or nonionic compound, and C) at least one blocking agent of which at least 20% by weight consists of aralkylamines,
11. Method for sizing glass fibers, comprising applying the sizing composition according to claim 1 to the glass fibers.
12. The method according to Claim 11, wherein the solution or dispersion of component 1) has a solids content of from 10 to 70% by weight.
13. Method for sizing glass fibers, comprising applying the sizing composition according to claim 2 to glass fibers, wherein the solution or dispersion of the polyisocyante 1) has a fractions of less than 15% by weight of solvent G) in the overall composition of component 1).
14. Glass fibers sized with the sizing composition according to Claim 1.
15. The sizing composition according to claim 1, further comprising at least one of antistats, further additives and auxiliaries.
CA2431827A 2002-06-17 2003-06-11 Sizing composition Expired - Fee Related CA2431827C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10226924.6 2002-06-17
DE10226924A DE10226924A1 (en) 2002-06-17 2002-06-17 size composition

Publications (2)

Publication Number Publication Date
CA2431827A1 true CA2431827A1 (en) 2003-12-17
CA2431827C CA2431827C (en) 2011-04-12

Family

ID=29594577

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2431827A Expired - Fee Related CA2431827C (en) 2002-06-17 2003-06-11 Sizing composition

Country Status (12)

Country Link
EP (1) EP1375550B1 (en)
JP (1) JP4417656B2 (en)
KR (1) KR100993653B1 (en)
CN (1) CN1310989C (en)
AT (1) ATE353346T1 (en)
BR (1) BR0302141A (en)
CA (1) CA2431827C (en)
DE (2) DE10226924A1 (en)
ES (1) ES2282542T3 (en)
HK (1) HK1062306A1 (en)
MX (1) MXPA03005354A (en)
PT (1) PT1375550E (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102005018692A1 (en) * 2005-04-22 2006-10-26 Bayer Materialscience Ag size composition
US8148462B2 (en) 2006-07-07 2012-04-03 Tosoh Corporation Aqueous polyurethane fluid dispersion and method for producing the same
US20080160281A1 (en) * 2006-12-29 2008-07-03 Vickery Eric L Sizing composition for glass fibers
DE102007054002A1 (en) * 2007-11-13 2009-05-14 Bayer Materialscience Ag Nonionic hydrophilicized binder dispersions
DE102013224140A1 (en) 2013-11-26 2015-05-28 Rudolf Gmbh Finishing agents with blocked polyisocyanates
WO2018130586A1 (en) 2017-01-13 2018-07-19 Covestro Deutschland Ag Low-solvent coating systems for textiles
CN111423837B (en) * 2020-04-08 2022-04-05 上海抚佳精细化工有限公司 TPU hot melt adhesive and preparation method thereof

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3434881A1 (en) * 1984-09-22 1986-04-03 Hüls AG, 4370 Marl STORAGE POLYURETHANE POWDER VARNISH
US5157074A (en) * 1991-07-23 1992-10-20 Miles Inc. Aqueous compositions containing an at least partially blocked polyisocyanates and a trimerization catalyst and coatings and binders prepared therefrom
DE19615116A1 (en) * 1996-04-17 1997-10-23 Bayer Ag Aqueous or water-dilutable blocked polyisocyanates for the production of aqueous 1-component PUR clearcoats with significantly reduced thermal yellowing
DE19738497A1 (en) * 1997-09-03 1999-03-04 Bayer Ag Amine-blocked polyisocyanates

Also Published As

Publication number Publication date
MXPA03005354A (en) 2004-10-29
KR100993653B1 (en) 2010-11-10
HK1062306A1 (en) 2004-10-29
CA2431827C (en) 2011-04-12
PT1375550E (en) 2007-04-30
JP2004250316A (en) 2004-09-09
DE10226924A1 (en) 2003-12-24
JP4417656B2 (en) 2010-02-17
CN1310989C (en) 2007-04-18
EP1375550A1 (en) 2004-01-02
ES2282542T3 (en) 2007-10-16
AU2003204733B2 (en) 2008-07-24
CN1468879A (en) 2004-01-21
EP1375550B1 (en) 2007-02-07
AU2003204733A1 (en) 2004-01-15
ATE353346T1 (en) 2007-02-15
BR0302141A (en) 2004-09-08
KR20040002559A (en) 2004-01-07
DE50306450D1 (en) 2007-03-22

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Effective date: 20140611