Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – At least one aryl ring which is part of a fused or bridged...
Reexamination Certificate
1998-06-23
2001-02-20
Michl, Paul R. (Department: 1714)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
At least one aryl ring which is part of a fused or bridged...
C525S301000
Reexamination Certificate
active
06191210
ABSTRACT:
BACKGROUND OF THE INVENTION
The invention relates to water-dilutable binders, to aqueous coating materials containing these binders and to processes for the priming or one-coat painting of plastics.
In order when painting plastics to achieve satisfactory adhesion of the applied coat or the applied coats it is necessary to pretreat the plastic surface, for example by flame treatment, corona treatment, plasma treatment or by etching with chromosulfuric acid and/or priming with special coating materials.
Pretreatment methods such as flame treatment, corona treatment, plasma treatment or etching with chromosulfuric acid are associated with technical effort and/or should be avoided on ecological grounds.
To prime plastics based on polypropylene, it is usual to employ coating materials which have the disadvantage that they include halogen-containing binders (cf. for example JP-A-256 556/1989).
EP-A-468 644 describes coating materials which are said to be also suitable for the priming of plastics. The preparation of the binders employed in these coating materials, however, requires monomers which can be obtained only with difficulty.
The technical object of the present invention is to provide water-dilutable binders and aqueous coating materials which contain these binders and which can be employed in processes for the priming or one-coat painting of plastics.
SUMMARY OF THE INVENTION
This object is surprisingly achieved by the provision of water-dilutable binders which are characterized in that they can be prepared by subjecting
(A) from 20 to 90% by weight, preferably from 55 to 85% by weight, of a mixture of
(a1) from 3 to 50% by weight, preferably from 5 to 15% by weight, of acrylic acid, methacrylic acid or a mixture of acrylic acid and methacrylic acid, and
(a2) from 50 to 97% by weight, preferably from 85 to 95% by weight, of an ethylenically unsaturated monomer which is different from (a1) or of a mixture of such ethylenically unsaturated monomers
to free-radical polymerization in the presence of
(B) from 9.9 to 79.9% by weight, preferably from 15 to 45% by weight, of a halogen-free copolymer composed of
(b1) from 1 to 99, preferably from 50 to 90% by weight, of propylene,
(b2) from 1 to 99, preferably from 10 to 50% by weight, of at least one olefin which is copolymerizable with (b1) and contains per molecule from five to twenty, preferably from six to eight, carbon atoms, with the exception of isoprene, and
(b3) from 0 to 50, preferably from 0 to 25%. by weight, of ethylene and/or butylene,
or of a mixture of such copolymers, and
(C) from 0.1 to 10% by weight, preferably from 1 to 7% by weight, of a free-radical initiator or of a mixture of free-radical initiators,
and, after neutralization of at least
20
% of the carboxyl groups which are present in the resulting polymerization product, dispersing the polymerization product in water, the sum of the percentages by weight of components (A), (B) and (C) and of (a1) and (a2) and (b1), (b2) and (b3) being in each case always 100% by weight, and the composition of the mixture of (a1) and (a2) being selected such that polymerization of the mixture of (a1) and (a2) alone gives a polymer which
has a glass transition temperature of from 0 to 150° C., preferably from 10 to 80° C.,
contains from 0.04 to 1.0, preferably from 0.1 to 0.5 milliequivalent of one or more of the following functional groups: —COOH, —OH NR
3
, —CN, CONH
2
, —CO—, —NHCONH—, —OCONH—, —OPO
3
H, —OSO
3
H, —R—O—R—, preferably —COOH, —CN, —CNH
2
and —R—O—R, where R is an organic radical, preferably an alkyl or alkylene radical having 1 to 6 carbon atoms, and
which comprises from 0 to 50, preferably from 5 to 25% by weight of one or more of the following cycloaliphatic groups which can be substituted by at least one alkyl group which contains 1 to 12, preferably 1 to 6 carbon atoms: cyclopentyl, cyclohexyl, perhydronaphthyl, perhydroanthracyl, perhydrophenanthryl, adamantyl, isobornyl, bicyclohexyl, bicycloheptyl, bicyclooctyl, bicyclononyl, bicyclodecyl, bicycloundecyl and bicyclododecyl group, preferably cyclohexyl and isobornyl group.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENT
Aqueous coating materials containing these binders can be employed in processes for the priming or one-coat painting of plastics, especially plastics based on polypropylene and/or copolymers of propylene and copolymerizable monomers, for example ethylene, and are notable for the fact that they give coating films which adhere very well to pretreated and nonpretreated plastics substrates.
The mixture (A) employed to prepare the novel water-dilutable binders consists of
(a1) from 3 to 50% by weight, preferably from 5 to 15% by weight, of acrylic acid, methacrylic acid or of a mixture of acrylic acid and methacrylic acid, and
(a2) from 50 to 97% by weight, preferably from 85 to 95% by weight, of an ethylenically unsaturated monomer or of a mixture of ethylenically unsaturated monomers,
the sum of the percentages by weight of components (a1) and (a2) being always 100% by weight, and the composition of the mixture of (a1) and (a2) being selected such that polymerization of the mixture of (a1) and (a2) alone gives a polymer which
has a glass transition temperature of from 0 to 150, preferably from 10 to 80° C.,
contains from 0.04 to 1.0, preferably from 0.1 to 0.5 milliequivalent of one or more of the following functional groups: —COOH, —OH, NR
3
, CONH
2
, —CO—, —NHCONH—, —OCONH—, OPO
3
H, OSO
3
H, —R—O—R—, preferably —COOH, —CN, —CHH
2
and —R—O—R—, where R is an organic radical, preferably an alkyl or alkylene radical having 1 to 6 carbon atoms, and
which comprises from 0 to 50, preferably from 5 to 25% by weight of one or more of the following cycloaliphatic groups which can be substituted by at least one alkyl group which contains 1 to 12, preferably 1 to 6 carbon atoms: cyclopentyl, cyclohexyl, perhydronaphthyl, perhydroanthracyl, perhydrophenanthryl, adamantyl, isobornyl, bicyclohexyl, bicycloheptyl, bicyclooctyl, bicyclononyl, bicyclodecyl, bicycloundecyl and bicyclododecyl group, preferably cyclohexyl and isobornyl group.
Since the glass transition temperatures of polymers prepared from ethylenically unsaturated monomers can be calculated in accordance with the equation
1
/Tg×&Sgr;W
n
/Tg
n
Tg=Glass transition temperature of the copolymer in ° K
W
n
=Proportion by weight of the nth monomer
Tgn=Glass transition temperature of the homopolymer of the nth monomer,
and since ethylenically unsaturated monomers which contain —COOH, —OH, NR
3
, —CN, CONH
2
, —CO—, —NHCONH—, —OCONH—, OPO
3
H, OSO
3
H, —R—O—R—(where R is an organic radical, preferably an alkyl or alkylene radical having 1 to 6 carbon atoms), cyclopentyl, cyclohexyl, perhydronaphthyl, perhydroanthracyl, perhydrophenanthryl, adamantyl, isobornyl, bicyclohexyl, bicycloheptyl, bicyclooctyl, bicyclononyl, bicyclodecyl, bicycloundecyl or bicyclododecyl groups are available commercially, the person skilled in the art is able without difficulty to select the composition of the mixture of components (a1) and (a2) such that a polymer resulting from the polymerization of the mixture of (a1) and (a2) alone
has a glass transition temperature of from 0 to 150° C., preferably from 10 to 80° C.,
contains from 0.04 to 1.0, preferably from 0.1 to 0.5 milliequivalent of one or more of the following functional groups: —COOH, —OH—, NR
3
, —CN, CONH
2
, —CO—, —NHCONH—, —OCONH—, OPO
3
H, OSO
3
H, —R—O—R—preferably —COOH, —CN, —CNH
2
and —R—O—R—, where R is an organic radical, preferably an alkyl or alkylene radical having 1 to 6 carbon atoms, and
which comprises from 0 to 50, preferably from 5 to 25% by weight of one or more of the following cycloaliphatic groups which can be substituted by at least one alkyl group which contains 1 to 12, preferably 1 to 6 carbon atoms: cyclopentyl, cyclohexyl, perhydronaphthyl, perhydroanthracyl, perhydrophenanthryl, adamantyl, isobornyl, bicyclohexyl, bicycloheptyl, bicyclooctyl, bicyclononyl, bicyclodecyl, bicycloundecyl and bicyclododecyl group, preferably cyclohexyl and isobornyl
Borgholte Harald
Hintze-Bruning Horst
Rosch Joachim
BASF Coatings AG
Michl Paul R.
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