Powder paint binder composition

Details Powder paint binder composition Powder paint binder composition

2001-01-05

2004-05-25

Berman, Susan (Department: 1711)

Stock material or miscellaneous articles

Composite

Of polyamidoester

C428S435000, C428S457000, C428S458000, C428S460000, C428S474400, C428S479600, C428S480000, C428S481000, C428S511000, C522S111000, C522S137000, C528S065000, C528S288000, C528S354000, C528S367000

Reexamination Certificate

active

06740415

ABSTRACT:

The invention relates to a powder paint binder composition.
As is evident from Powder Coatings Bulletin, 1996, 10, pp. 6-8, there is a market demand for radiation-curable powder paint formulations.
The object of the invention is to provide a radiation-curable binder composition that results in a powder coating with good properties, such as for instance a good storage stability and a viscosity at a relatively low curing temperature that is so low that a good flow can be obtained, and that also results in a powder paint formulation that can be cured on several substrates.
The invention is characterized in that the binder composition comprises a radiation curable compound, being a mono or multi valent carboxylic ester of a &bgr;, &ggr;, &dgr; or &egr;-hydroxyalkylamide group containing compound in which the carboxylic ester is derived from an &agr;, &bgr;-ethylenically unsaturated caroxylic acid.
Preferably, the compound is an unsaturated amideester according to formula (I):
where:
A=hydrogen, or a monovalent or polyvalent organic group which is derived from a saturated or an unsaturated (C
1
-C
60
) alkyl group, or derived from an (C
6
-C
10
) aryl group or a polymer P,
Y=hydrogen, an (C
1
-C
8
) alkyl group or
R
1
, R
2
, R
3
, R
4
are, identical or different, hydrogen or a linear, branched or cyclic (C
1
-C
8
) alkyl chain,
R
5
=hydrogen, (C
1
-C
5
)alkyl, —CH
2
OH or CH
2
COOX,
R
6
, R
7
=hydrogen, (C
1
-C
8
) alkyl, (C
6
-C
10
)aryl or COOX,
X=hydrogen or (C
1
-C
8
) alkyl,
n=1-1000 and
m=1-4.
The organic groups in A may furthermore be substituted with, for example, ethers, esters, hydroxyl, amides, urethanes, acids, amines, urea or ketones.
R
1
, R
2
or R
3
may form part of a cycloalkyl group.
Preferably, Y is hydrogen or methyl.
Preferably, R
1
, R
2
, R
3
and R
4
are hydrogen or methyl.
More preferably R
1
, R
2
, R
3
and R
4
are hydrogen.
R
5
is preferably hydrogen, (m)ethyl or CH
2
COOX or COOX.
R
6
and R
7
are preferably hydrogen or COOX.
Preferably n=1-100, more preferably n=1-20.
Preferably m=1-2, more preferably m=1.
Preferably, A is a monovalent organic group which is derived from a saturated (C
1
-C
30
) alkyl group.
According to another preferred embodiment of the invention A is a polyvalent organic group derived from a saturated (C
2
-C
10
) alkyl group or a C
6
-aryl group.
Preferably A is substituted with urethanes or esters.
Suitable polymers P include,for example,addition polymers and condensation polymers. The polymers preferably have a molecular weight (Mw) of at least 400.
The polymers can be, for example, linear polymers, branched polymers, comb polymers, star polymers, ladder polymers, dendrimers and hyperbranched polymers.
Suitable addition polymers P include for example polymers derived from monomers such as (meth)acrylate, acrylamide, styrene, ethylene,propylene, maleic acid, cyanoacrylate, vinylacetate, vinylether, vinylchloride, vinylsilane and mixtures thereof.
Suitable condensation polymers P include, for example, polyesters, polylactones, polyamides, polyesteramides, polyethers, polyesterethers, polyurethanes and polyurethane-urea.
Suitable linear polymers P include, for example, polyethers derived from diols, polyethylene, polymethylmethacrylate, polyesters derived from diols and difunctional acids and/or mono-hydroxy acids.
Suitable branched polymers P include, for example, polyethers comprising at least one trifunctional alcohol unit, polyesters comprising at least one tri-or tetrafunctional alcohol unit and/or one tri/tetra-functional acid unit.
Suitable dendrimers are disclosed in for example EP-A-575596, EP-A-707611, EP-A-741756, EP-A-672703, Angew. Chem. Int. Ed. Eng. 1994, 33, 2413, Angew. Chem. Int Ed. Eng. 1990, 29, 138, Angew. Chem. Int. Ed. Eng. 1993, 32, 1308 and Angew. Chem. Int. Ed. Eng. 1992, 31, 1200.
Suitable hyperbranched polymers include, for example, condensation polymers containing &bgr;-hydroxyalkylamide groups and having a weight average molecular mass of ≧800 g/mol. The polymers can comprise at least two groups according to formula (III):
in which
(C
1
-C
20
)(cyclo)alkyl or (C
6
-C
10
) aryl,
B=(C
2
-C
20
), optionally substituted, aryl or (cyclo)alkyl aliphatic diradical, and
R
1
, R
2
, R
3
, R
4
, R
5
and R
6
may, independently of one another, be the same or different, H, (C
6
-C
10
) aryl or (C
1
-C
8
)(cyclo)alkyl radical.
Other examples of suitable hyperbranched polymers are disclosed in WO-A-9612754, WO-A-9613558, WO-A-9619537 and WO-A-9317060.
Depending on the use it is also possible to use other functionalities besides the functional groups according to formula (I).
Between P and the functional group a connecting group S can be present:
A suitable group S includes, for example, alkyl, oxyalkyl, urethanealkyl, ureaalkyl carboxyalkyl, aminoalkyl or amidoalkyl groups. The selected chain length of the groups depends on the use.
Generally, a binder composition comprises a polymer and a crosslinker. The unsaturated esteramide can be applied as the resin, as the crosslinker and as the complete powder paint binder composition. In these applications the softening point of the compound has to be higher than about 30° C. The compound can also be added to a composition comprising a polymer and a crosslinker.
In case the unsaturated esteramide functions as the crosslinker the binder composition further can comprise a binder polymer having generally an amount of polymerizable unsaturation—expressed as WPU—ranging from 145 to 3000 grams of polymer per mole of unsaturated group (WPU), and preferably from 300 to 2000 grams per mole of unsaturated group. The unsaturated groups may be positioned both within the chain and at the end of the chain.
The ratio polymer: crosslinker can be selected depending on the use of the powder paint.
Preferably, the binder polymer is an unsaturated polyester and/or an unsaturated polyacrylate. These polymers are, for example, disclosed in U.S. Pat. No. 5,703,198.
If this polymer is an unsaturated polyester, the amount of unsaturation is preferably between 300 and 1800 grams per mole of unsaturated group (WPU).
The molecular weight (Mn) generally ranges from 800 to 5000 and preferably from 2000 to 4500. Mn is determined by means of gel permeation chromatography (GPC) using a polystyrene standard.
The glass transition temperature (Tg) of an amorphous polyester generally lies between 25° C. and 100° C., and preferably between 30° C. and 80° C.
The melting point of a crystalline unsaturated polyester and of a crystalline crosslinker generally lies between 35° C. and 180° C., preferably between 50° C. and 120° C.
A general description of powder paint compositions containing unsaturated polyesters can be found in Powder Coatings, Chemistry and Technology, by Misev (Wiley; 1991) at pages 167-170.
In case the compound applied in the present invention functions as the binder polymer the powder paint binder composition further comprises a crosslinker.
The crosslinker can be amorphous or crystalline.
The glass transition temperature (Tg) of an amorphous crosslinker generally lies between 25° C. and 100° C., and preferably between 30° C. and 80° C.
The melting point of a crystalline crosslinker generally lies between 35° C. and 180° C., preferably between 50° C. and 120° C.
The number of polymerizable unsaturations of the crosslinker is higher than or equal to 2. This number is generally between 2 and 10, and is preferably 2-4.
The crosslinker can be either linear or branched. The WPU of the crosslinker generally ranges from 200 to 1500.
Preferably, the crosslinker comprises ethylenically unsaturated units, for example, vinyl ether, allylether, allylurethane, fumarate, maleate, itaconate or unsaturated acrylate units. Suitable unsaturated acrylates are, for example, unsaturated urethaneacrylates, unsaturated polyesteracrylates, unsaturated epoxyacrylates and unsaturated polyetheracrylates.
Suitable crosslinkers are, for example, crosslinkers, as disclosed in U.S. Pat. No. 5,703,198, having at least two fun

Affiliated with

Also associated with

Rating

Powder paint binder composition does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Powder paint binder composition, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Powder paint binder composition will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-3208845