US4369232A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Dispersants for coating compositions isocyanatoalkylacrylates as inorganic pigment dispersant on metal substrates
Assignee: EIDP Inc
•
Filing: 1980-12-23
•
Granted: 1983-01-18
•
Expires: 2000-12-23
Abstract
Abstract Dispersants which improve the gloss of acrylic paints are prepared by reacting the isocyanate groups of monomeric polyisocyanates or isocyanate acrylate polymers with (1) fatty amines, (2) lower alkylamines or alkanolamines and (3), optionally, aminosilanes. A formula for the dispersants may be written as: ##STR1## isocyanate residue, A is fatty amine residue with a=20-80, B is lower alkylamine or alkanolamine residue with b=80-20, and C is aminosilane residue with c=0-40, the sum of a+b+c=100, the (mole) percentage of isocyanate groups replaced.
Inventors
- 👤 Christopher Scopazzi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 18:01
CPC Classifications
C; C09; C09D; C09D133/00; C09D133/04; C09D133/06; C08; C08L; C08L75/00; C08L75/04; Y; Y10; Y10S; Y10S516/00; Y10S516/01; Y10S516/06; Y10S516/07; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31605; Y10T428/31609
Claims Analysis
Total Claims: 40
Claim 1
Independent Claim
188 words
A composition of the formula ##STR4## A, B and C are connected to Z by urea linkages, Z is the residue of a polyisocyanate, it being understood that Z is at least a triisocyanate when all of A, B and C are present, A is the residue which results from the removal of amino hydrogen from a primary or secondary fatty acid amine of 12-24 carbon atoms in the fatty acid groups; B is the residue which results from the removal of amino hydrogen from a primary or secondary alkyl amine or alkanolamine of up to 6 carbon atoms in the alkyl or alkanol groups; C is the residue which results from the removal of amino hydrogen from a primary or secondary aminosilane of the formula H.sub.n N-[(CH.sub.2).sub.p -Si-(OY).sub.3 ].sub.m wherein Y is alkyl of 2-6 carbon atoms, m and n are each 1 or 2 and the sum of m and n is 3, and p is 2-6; and a is 20-80, b is 80-20, and c is 0-40, the sum of a, b and c being 100, the mole percentage of --NCO groups replaced on Z.
Claim 2
Dependent Claim
188 words
A composition of the formula ##STR4## A, B and C are connected to Z by urea linkages, Z is the residue of a polyisocyanate, it being understood that Z is at least a triisocyanate when all of A, B and C are present, A is the residue which results from the removal of amino hydrogen from a primary or secondary fatty acid amine of 12-24 carbon atoms in the fatty acid groups; B is the residue which results from the removal of amino hydrogen from a primary or secondary alkyl amine or alkanolamine of up to 6 carbon atoms in the alkyl or alkanol groups; C is the residue which results from the removal of amino hydrogen from a primary or secondary aminosilane of the formula H.sub.n N-[(CH.sub.2).sub.p -Si-(OY).sub.3 ].sub.m wherein Y is alkyl of 2-6 carbon atoms, m and n are each 1 or 2 and the sum of m and n is 3, and p is 2-6; and a is 20-80, b is 80-20, and c is 0-40, the sum of a, b and c being 100, the mole percentage of --NCO groups replaced on Z.
Claim 3
Dependent Claim
79 words
A composition of claim 1 wherein Z is the residue which results from the removal of the --NCO groups from the polymer of a number average molecular weight of 500-10,000 produced by reacting at least 10% by weight of an isocyanatoalkyl acrylate or isocyanatoalkyl methacrylate alone or with at least one other polymerizable monomer selected from the group consisting of alkyl acrylates and methacrylates having 1-12 carbon atoms in the alkyl group; styrene; ethylene; vinyl acetate; and vinyl chloride.
Claim 4
Dependent Claim
11 words
A composition of claim 2 wherein Z has terminal sulfide groups.
Claim 5
Dependent Claim
15 words
A composition of claim 2 wherein Z is the residue of an isocyanatoethyl methacrylate polymer.
Claim 6
Dependent Claim
16 words
A composition of claim 2 wherein Z is the residue of an isocyanatoethyl methacrylate/butyl acrylate polymer.
Claim 7
Dependent Claim
17 words
A composition of claim 2 wherein Z is the residue of an isocyanatoethyl methacrylate/butyl acrylate/methyl methacrylate polymer.
Claim 8
Dependent Claim
16 words
A composition of claim 2 wherein Z is the residue of an isocyanatoethyl methacrylate/butyl acrylate/styrene polymer.
Claim 9
Dependent Claim
15 words
A composition of claim 2 wherein Z is the residue of an isocyanatoethyl methacrylate/styrene polymer.
Claim 10
Dependent Claim
15 words
A composition of claim 2 wherein A is the residue of a soya primary amine.
Claim 11
Dependent Claim
12 words
A composition of claim 2 wherein B is the residue of ethanolamine.
Claim 12
Dependent Claim
14 words
A composition of claim 2 wherein B is the residue of a butyl amine.
Claim 13
Dependent Claim
24 words
A composition of claim 2 wherein C is the residue of NH 2 (CH 2 ) 3 Si(OC 2 H 5 ) 3 .
Claim 14
Dependent Claim
33 words
A composition of claim 2 wherein Z is the residue of a methyl methacrylate/butyl acrylate/isocyanatoethyl methacrylate polymer, A is the residue of soya oil primary amine, and B is the residue of ethanolamine.
Claim 15
Dependent Claim
12 words
The composition of claim 13 wherein the mole ratio A/B is 1/1.
Claim 16
Dependent Claim
32 words
A composition of claim 2 wherein Z is the residue of isocyanatoethyl methacrylate/styrene/butyl acrylate polymer, A is the residue of a soya oil primary amine, and B is the residue of ethanolamine.
Claim 17
Dependent Claim
12 words
The composition of claim 15 wherein the mole ratio A/B is 65/35.
Claim 18
Dependent Claim
51 words
A composition of claim 2 wherein Z is the residue of a isocyanatoethyl methacrylate/styrene/butyl acrylate polymer, A is the residue of a soya oil primary amine, B is the residue of ethanolamine and C is the residue of NH 2 (CH 2 ) 3 Si(OC 2 H 5 ) 3 .
Claim 19
Dependent Claim
12 words
A composition of claim 17 wherein the mole ratio A/B/C is 65/25/10.
Claim 20
Dependent Claim
35 words
A composition of claim 2 wherein Z is the residue of isocyanatoethyl methacrylate/methyl methacrylate/butyl acrylate polymer, A is the residue of a soya oil primary amine and B is the residue of a butyl amine.
Claim 21
Dependent Claim
12 words
The composition of claim 19 wherein the mole ratio A/B is 60/40.
Claim 22
Dependent Claim
37 words
A dispersion comprising: A. an organic liquid carrier; B. an inorganic pigment dispersed in the carrier; and C. a composition of claim 1 also dispersed in the carrier and acting as a dispersant for the inorganic pigment.
Claim 23
Dependent Claim
14 words
The dispersion of claim 21 comprising also a binder dissolved in the liquid carrier.
Claim 24
Dependent Claim
12 words
A dispersion of claim 22 wherein the binder is an acrylic polymer.
Claim 25
Dependent Claim
11 words
A dispersion of claim 23 wherein the pigment is aluminum flake.
Claim 26
Dependent Claim
47 words
A dispersion comprising: A. an organic liquid carrier; B. a binder dispersed in the carrier; C. aluminum flake dispersed in the carrier; and D. a composition of claim 13, 15, 17 or 19 also dispersed in the carrier and acting as a dispersant for the aluminum flake.
Claim 27
Dependent Claim
16 words
A substrate carrying a cured coating containing an inorganic pigment and a composition of claim 1.
Claim 28
Dependent Claim
11 words
A substrate of claim 26 wherein the pigment is aluminum flake.
Claim 29
Dependent Claim
17 words
A metal substrate carrying a cured coating containing an inorganic pigment and a composition of claim 1.
Claim 30
Dependent Claim
17 words
A steel substrate carrying a cured coating containing an inorganic pigment and a composition of claim 1.
Claim 31
Dependent Claim
20 words
A steel substrate carrying a cured coating containing flake aluminum and the composition of claim 13, 15, 17 or 19.
Claim 32
Dependent Claim
116 words
The process of preparing a composition of matter which comprises reacting the polymer of a number average molecular weight of 500-10,000 produced by reacting at least 10% by weight of an isocyanatoalkyl acrylate or isocyanatoalkyl methacrylate alone or with at least one other polymerizable monomer selected from the group consisting of alkyl acrylates having 2-12 carbon atoms in the alkyl group; alkyl methacrylates having 1-12 carbon atoms in the alkyl group; styrene; ethylene; vinyl acetate; and vinyl chloride; a primary or secondary saturated fatty acid amine of 6-24 carbon atoms in the fatty acid groups; and a primary or secondary alkyl amine or alkanolamine of up to 6 carbon atoms in the alkyl or alkanol groups.
Claim 33
Dependent Claim
116 words
The process of preparing a composition of matter which comprises reacting the polymer of a number average molecular weight of 500-10,000 produced by reacting at least 10% by weight of an isocyanatoalkyl acrylate or isocyanatoalkyl methacrylate alone or with at least one other polymerizable monomer selected from the group consisting of alkyl acrylates having 2-12 carbon atoms in the alkyl group; alkyl methacrylates having 1-12 carbon atoms in the alkyl group; styrene; ethylene; vinyl acetate; and vinyl chloride; a primary or secondary saturated fatty acid amine of 6-24 carbon atoms in the fatty acid groups; and a primary or secondary alkyl amine or alkanolamine of up to 6 carbon atoms in the alkyl or alkanol groups.
Claim 34
Dependent Claim
9 words
The process of claim 31 carried out with cooling.
Claim 35
Dependent Claim
23 words
The process of claim 31 wherein the polymerized ester, the fatty acid amine and the lower alkyl amine or alkanolamine are reacted simultaneously.
Claim 36
Dependent Claim
20 words
The process of claim 31 wherein the polymerized ester is reacted first with one co-reactant and then with the other.
Claim 37
Dependent Claim
14 words
The process of claim 31 wherein a primary or secondary aminosilane is also reacted.
Claim 38
Dependent Claim
12 words
The process of claim 35 wherein all the reactants are reacted simultaneously.
Claim 39
Dependent Claim
38 words
A composition of claim 1 wherein A is the residue of a soya oil fatty amine and B is the residue of a primary or secondary alkyl amine of up to 6 carbon atoms in any alkyl group.
Claim 40
Dependent Claim
11 words
A composition of claim 37 wherein any alkyl group is butyl.
References Cited (Backward Citations)
US2662027A
Cited
US3788996A
Cited
US3893956A
Cited
US4071487A
Cited
US4176099A
Cited
US4173682A
Cited
US4222909A
Cited
US4219632A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-01-17 | 1986-07-19 | 1987-01-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-01-17 | 1990-07-19 | 1991-01-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-01-17 | 1994-07-19 | 1995-01-18 | $7700.00 | Window Closed / Lapsed |