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DE317858T1 - Strahlungshaertbare ueberzugszusammensetzung auf der basis einer silica/vinyl-funktionalen silanol-dispersion. - Google Patents

Strahlungshaertbare ueberzugszusammensetzung auf der basis einer silica/vinyl-funktionalen silanol-dispersion.

Info

Publication number
DE317858T1
DE317858T1 DE198888118919T DE88118919T DE317858T1 DE 317858 T1 DE317858 T1 DE 317858T1 DE 198888118919 T DE198888118919 T DE 198888118919T DE 88118919 T DE88118919 T DE 88118919T DE 317858 T1 DE317858 T1 DE 317858T1
Authority
DE
Germany
Prior art keywords
mixture
silane
vinyl
total weight
film
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.)
Pending
Application number
DE198888118919T
Other languages
English (en)
Inventor
Dr. Howard Wayne Taylors South Carolina 29687 Swofford
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.)
CNA Holdings LLC
Original Assignee
Hoechst Celanese Corp
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 Hoechst Celanese Corp filed Critical Hoechst Celanese Corp
Publication of DE317858T1 publication Critical patent/DE317858T1/de
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/06—Coating with compositions not containing macromolecular substances
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
    • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
    • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
    • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
    • B32B17/10165—Functional features of the laminated safety glass or glazing
    • B32B17/1033—Laminated safety glass or glazing containing temporary protective coatings or layers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B32B27/306—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers comprising vinyl acetate or vinyl alcohol (co)polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/0427—Coating with only one layer of a composition containing a polymer binder
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/046—Forming abrasion-resistant coatings; Forming surface-hardening coatings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00—Properties of the layers or laminate
    • B32B2307/50—Properties of the layers or laminate having particular mechanical properties
    • B32B2307/554—Wear resistance
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2329/00—Polyvinylalcohols, polyvinylethers, polyvinylaldehydes, polyvinylketones or polyvinylketals
    • B32B2329/06—PVB, i.e. polyinylbutyral
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2605/00—Vehicles
    • B32B2605/08—Cars
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2483/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
    • C08J2483/04—Polysiloxanes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Laminated Bodies (AREA)
  • Paints Or Removers (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Joining Of Glass To Other Materials (AREA)
  • Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)

Claims (11)

Patentansprüche
1. Durch Strahlung härtbares Beschichtungsgemisch aus einem silicium/vinyl-funktionellen Silanol in Kombination mit mindestens einem multifunktionellen Acryl- oder Methacrylsäureestermonomeren, dadurch gekennzeichnet, daß das strahlungshärtbare Gemisch
a) 50 bis 85 %, bezogen auf das Gesamtgewicht des Gemisches, an kolloidalem Silicium und dem partiellen Kondensat eines Silans, wobei mindestens 50 % des Silans ein vinyl-funktionelles Silan entsprechend der Formel
(R)9Si(R')b(R")c
ist, worin
R allyl- oder vinyl-funktionelles Alkyl, R1 hydrolysierbares Alkoxy oder Phenoxy, R" nicht-hydrolysierbares, gesättigtes Alkyl, Phenyl
oder Siloxy
ist, wobei a + b + c = 4 und
a 2: 1,
b > 1,
c S 0 und
b) 15 bis 50 %, bezogen auf das Gesamtgewicht des Gemischs, an mindestens einem multifunktionellen Acryl- oder Methacrylsäureestermonomeren
enthält.
e 4 ·
HOECHST CELANESE CORPORATION
Somerville, N.J. 08876/USA
2. Gemisch nach Anspruch lf dadurch gekennzeichnet, daß es ferner bis zu 10 % eines Photoinitiators enthält.
3. Gemisch nach Anspruch 1 oder 2, dadurch gekenn-
zeichnet, daß das Vinylsilan ausgewählt ist aus der Gruppe umfassend Vinyltris(2-methoxyethoxy)silan, Vinyltriethoxysilan, Vinyltriisopropenoxysilan, Phenylvinyldiethoxysilan, Vinyltris(t-butylperoxy)silan, Vinylmethyldiethoxysilan, Vinyltris-t-butoxysilan, Vinyldimethylethoxysilan, Vinyltriphenoxysilan, Diphenylvinylethoxysilan, Vinyltrimethoxysilan, 1,3-Divinyltetraethoxydisiloxan und Vinyltriisopropoxysilan, vorzugsweise ist das Vinylsilan ausgewählt aus der Gruppe umfassend Vinyltriethoxysilan, Vinyltrimethoxysilan und Vinyltris(2-methoxyethoxy)silan.
4. Gemisch nach Anspruch 2, dadurch gekennzeichnet, daß der Photoinitiator eine Mischung aus Benzophenon und 1-Hydroxycyclohexyl-phenylketon ist.
5. Gemisch nach Anspruch 1, dadurch gekennzeichnet,
daß es ferner 1 bis 35 Gew.-%, bezogen auf das Gesamtgewicht des Gemischs, an mindestens einem wasserlöslichen Alkanol, vorzugsweise Isopropanol, in einer bevorzugten Menge von 15 bis 25 Gew.-%, bezogen auf das Gesamtgewicht des Gemischs, enthält.
6. Abriebfeste Kunststoffolie bestehend aus einer haftvermittelnd vorbeschichteten Kunststoffolie mit einer
,Q abriebfesten Schicht über der Haftvermittlerschicht, da-
HOECHST CELANESE CORPORATION
Somerville, N.J. 08876/US.A
- 3
durch gekennzeichnet, daß die abriebfeste Schicht aus dem vernetzten Umsetzungsprodukt eines durch Strahlung härtbaren Gemische besteht, das
a) 50 bis 85 %, bezogen auf das Gesamtgewicht des Gemisches, an kolloidalem Silicium und dem partiellen Kondensat eines Silans, wobei mindestens 60 % des Silans ein vinyl-funktionelles Silan entsprechend der Formel
(R)3Si(R1)b(R")c
ist, worin
R allyl- oder vinyl-funktionelles Alkyl, R1 hydrolysierbares Alkoxy oder Phenoxy, R" nicht-hydrolysierbares, gesättigtes Alkyl, Phenyl oder Siloxy
ist, wobei a + b + c = 4 und
a ^ 1,
b 2: 1,
c 2ü 0 und
b) 15 bis 50 %, bezogen auf das Gesamtgewicht des Ge-mischs, an mindestens einem multifunktionellen Acryl- oder Methacrylsaureestermonomeren
enthält.
HOECHST CELANESE CORPORATION
Somerville, N.J. 08876/USA
7. Folie nach Anspruch 6, dadurch gekennzeichnet, daß die Kunststoffolie ausgewählt ist aus der Gruppe umfassend Polyester, Polypropylen, Polycarbonat und Polyamid, wobei die Kunststoffolie vorzugsweise eine mit einer Acryl-Haftvermittlerschicht beschichtete Polyesterfolie ist.
8. Folie nach Anspruch 7, dadurch gekennzeichnet, daß die Acryl-Haftvermittlerschicht aus dem Umsetzungsprodukt eines vernetzbaren Acrylterpolymerisats mit einem Vernetzungsmittel besteht, wobei das Acrylterpolymerisat vorzugsweise aus Methylmethacrylat/Ethylacrylat/Methacrylamid im Molverhältnis von ca. 52,5:42,5:5 besteht und das Vernetzungsmittel ein Melamin/Formaldehyd-Kondensat ist.
9. Folie nach Anspruch 8, dadurch gekennzeichnet, daß
das alkylierte Melamin/Formaldehyd-Kondensat Hexamethoxymethylmelamin ist.
10· Abriebfeste Polyesterfolie, hergestellt durch Schmelzextrudieren eines im wesentlichen amorphen Polyesterharzes in Form einer Bahn, Abkühlen des Harzes zu einer Polyestervorfolie, Orientieren der Polyestervorfolie in einer Richtung zu einer uniaxial orientierten Polyesterfolie, Beschichten der uniaxial orientierten Polyesterfolie mit einem haftvermittelnden Vorbeschichtungsgemisch, so daß eine beschichtete Polyesterfolie entsteht, Orientieren der beschichteten Polyesterfolie im rechten Winkel zur ersten Orientierungsrichtung, so daß
,Q eine biaxial orientierte Polyesterfolie entsteht, Thermo-
HOECHST CELANESE CORPORATION
Somerville, N.J. 08876/USA
fixieren der biaxial orientierten Polyesterfolie, Beschichten der biaxial orientierten Polyesterfolie mit einer durch Strahlung härtbaren Beschichtung bestehend aus
a) 50 bis 85 %, bezogen auf das Gesaratgewicht des Gemisches, an kolloidalem Silicium und dem partiellen Kondensat eines Silans, wobei mindestens 60 % des Silans ein vinyl-funktionelles Silan entsprechend der Formel
ist, worin
R allyl- oder vinyl-funktionelles Alkyl, R1 hydrolysierbares Alkoxy oder Phenoxy, R" nicht-hydrolysierbares, gesättigtes Alkyl, Phenyl oder Siloxy
ist, wobei a + b + c = 4 und
a >1,
b 2: l,
C^o und
b) 15 bis 50 %, bezogen auf das Gesamtgewicht des Gemischs, an mindestens einem multifunktionellen Acryl oder Methacrvlsäureestermonomeren,
Trocknen der Beschichtung und Härten der Beschichtung durch Bestrahlen.
HOECHST CELANESE CORPORATION
Somerville, N.J. 08876/USA
11. Mehrschichtiges Kraftfahrzeug-Verglasungselement, aufgebaut aus
i) einer Schicht aus Glas,
5
ii) einer Schicht aus Polyvinylbutyral,
■iii.j einer abriebfesten Kunststoffolie bestehend aus einer haftvermittelnd vorbeschichteten Kunststofffolie, die über der Haftvermittlerschicht eine abriebfeste Schicht trägt, wobei die abriebfeste Schicht das vernetzte Umsetzungsprodukt einer durch Strahlung härtbaren Beschichtung ist, bestehend aus
a) 50 bis 85 %, bezogen auf das Gesamtgewicht des Gemisches, an kolloidalem Silicium und dem partiellen Kondensat eines Silanäy wobei mindestens 60 % des Silans ein yinyl-funktionelles Silan entsprechend der Formel
(R)aSi(R')b(R")c
ist, worin
R allyl- oder vinyl-funktionelles Alkyl, R1 hydrolysierbares Alkoxy oder Phenoxy, R" nicht-hydrolysierbares, gesättigtes Alkyl, Phenyl oder Siloxy
ist, wobei a + b + c = 4 und
30
HOECHST CELANESE CORPORATION Somerville,.N.J. 08876/USA
Cl "*· X /
b > 1,
c S O und
5 b) 15 bis 50 %, bezogen auf das Gesamtgewicht des Gernischs, an mindestens einem multifunktionellen Acryl- oder Methacrylsäureestermonomeren.
DE198888118919T 1987-11-23 1988-11-14 Strahlungshaertbare ueberzugszusammensetzung auf der basis einer silica/vinyl-funktionalen silanol-dispersion. Pending DE317858T1 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US07/123,847 US4822828A (en) 1987-11-23 1987-11-23 Radiation curable coating composition based on a silica/vinyl-functional silanol dispersion

Publications (1)

Publication Number Publication Date
DE317858T1 true DE317858T1 (de) 1989-11-16

Family

ID=22411247

Family Applications (2)

Application Number Title Priority Date Filing Date
DE198888118919T Pending DE317858T1 (de) 1987-11-23 1988-11-14 Strahlungshaertbare ueberzugszusammensetzung auf der basis einer silica/vinyl-funktionalen silanol-dispersion.
DE8888118919T Expired - Fee Related DE3871730T2 (de) 1987-11-23 1988-11-14 Strahlungshaertbare ueberzugszusammensetzung auf der basis einer silica/vinyl-funktionalen silanol-dispersion.

Family Applications After (1)

Application Number Title Priority Date Filing Date
DE8888118919T Expired - Fee Related DE3871730T2 (de) 1987-11-23 1988-11-14 Strahlungshaertbare ueberzugszusammensetzung auf der basis einer silica/vinyl-funktionalen silanol-dispersion.

Country Status (9)

Country Link
US (1) US4822828A (de)
EP (1) EP0317858B1 (de)
JP (2) JPH01188509A (de)
KR (1) KR930001353B1 (de)
CA (1) CA1314647C (de)
DE (2) DE317858T1 (de)
DK (1) DK650788A (de)
NO (1) NO885203L (de)
SE (1) SE8804218L (de)

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DK650788A (da) 1989-05-24
DE3871730D1 (de) 1992-07-09
NO885203D0 (no) 1988-11-22
SE8804218L (sv) 1989-05-24
CA1314647C (en) 1993-03-16
JPH01188509A (ja) 1989-07-27
DE3871730T2 (de) 1993-01-21
US4822828A (en) 1989-04-18
KR890008223A (ko) 1989-07-10
EP0317858A3 (en) 1989-08-16
EP0317858A2 (de) 1989-05-31
SE8804218D0 (sv) 1988-11-22
NO885203L (no) 1989-05-24
DK650788D0 (da) 1988-11-22
JPH0768705A (ja) 1995-03-14
KR930001353B1 (ko) 1993-02-27
EP0317858B1 (de) 1992-06-03

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