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US4870152A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the production of compounds containing isocyanurate groups and olefinic double bonds and their use as binders

Assignee: Bayer AG
•
Filing: 1988-10-26
•
Granted: 1989-09-26
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Expires: 2008-10-26
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Abstract

Abstract Binders which are hardenable by radiation or peroxides and are useful in coating compositions are compounds containing isocyanurate groups and olefinic double bonds produced by the reaction of components (a), (b) and (c) wherein (a) is a polyisocyanate component containing isocyanurate polyisocyanates which is (i) N,N',N"-tris-(isocyanatohexyl)-isocyanurate alone or in admixture with its higher homologs containing more than one isocyanurate ring or (ii) mixtures of the polyisocyanates (i) with up to 40 NCO-equivalent-%, based on the total component (a), of other polyisocyanates containing aliphatically or cycloaliphatically bound isocyanate groups; (b) is an olefinically unsaturated alcohol component comprising at least one hydroxyalkyl ester of acrylic acid or methacrylic acid; and (c) is a polyol component consisting essentially of a polyester polyol having an OH value of 80 to 350 based on (i) an acid component, of which at least 80 carboxyl equivalent-% is adipic acid, isophthalic acid or a mixture of both and (ii) a polyhydroxy component of which at least 70 hydroxyl equivalent-% is hexane-1, 6-diol; wherein component (c) amounts to 20 to 150% by weight, based on the weight of component (b), and the reaction is carried out at with an NCO:OH equivalent ratio maintained at 0.9:1 to 1.1:1, and wherein components (b) and (c) are reacted with the polyisocyanate component in any order or in admixture.

Inventors

  • 👤 Jurgen Meixner
  • 👤 Manfred Bock
  • 👤 Josef Pedain
  • 👤 Manfred Schonfelder

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 10:31
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/671; C08G18/672; C07; C07D; C07D251/00; C07D251/02; C07D251/12; C07D251/26; C07D251/30; C07D251/34; C08G18/40; C08G18/42; C08G18/4205; C08G18/4208; C08G18/4211; C08G18/4216; C08G18/4236; C08G18/4238; C08G18/70; C08G18/72; C08G18/77; C08G18/78; C08G18/79; C08G18/791; C08G18/792; C08G18/81; C08G18/8141; C08G18/815; C08G18/8158; C08G18/8175

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 205 words
A process for the production of compounds containing isocyanurate groups and olefinic double bonds by reaction of components (a), (b) and (c) wherein (a) is a polyisocyanate component containing isocyanurate polyisocyanates which is (i) N,N',N"-tris-(isocyanatohexyl)-isocyanurate alone or in admixture with its higher homologs containing more than one isocyanurate ring or (ii) mixtures of the polyisocyanates (i) with up to 40 NCO-equivalent-%, based on the total component (a), of other polyisocyanates containing aliphatically or cycloaliphatically bound isocyanate groups; (b) is an olefinically unsaturated alcohol component comprising at least one hydroxyalkyl ester of acrylic acid or methacrylic acid; and (c) is a polyol component consisting essentially of a polyester polyol having an OH value of 80 to 350 based on (i) an acid component, of which at least 80 carboxyl equivalent-% is adipic acid, isophthalic acid or a mixture of both and (ii) a polyhydroxy component of which at least 70 hydroxyl equivalent-% is hexane-1,6-diol; wherein component (c) amounts to 20 to 150% by weight, based on the weight of component (b), and the reaction is carried out at with an NCO:OH equivalent ratio maintained at 0.9:1 to 1.1:1, and wherein components (b) and (c) are reacted with the polyisocyanate component in any order or in admixture.
Claim 2
Dependent Claim 205 words
A process for the production of compounds containing isocyanurate groups and olefinic double bonds by reaction of components (a), (b) and (c) wherein (a) is a polyisocyanate component containing isocyanurate polyisocyanates which is (i) N,N',N"-tris-(isocyanatohexyl)-isocyanurate alone or in admixture with its higher homologs containing more than one isocyanurate ring or (ii) mixtures of the polyisocyanates (i) with up to 40 NCO-equivalent-%, based on the total component (a), of other polyisocyanates containing aliphatically or cycloaliphatically bound isocyanate groups; (b) is an olefinically unsaturated alcohol component comprising at least one hydroxyalkyl ester of acrylic acid or methacrylic acid; and (c) is a polyol component consisting essentially of a polyester polyol having an OH value of 80 to 350 based on (i) an acid component, of which at least 80 carboxyl equivalent-% is adipic acid, isophthalic acid or a mixture of both and (ii) a polyhydroxy component of which at least 70 hydroxyl equivalent-% is hexane-1,6-diol; wherein component (c) amounts to 20 to 150% by weight, based on the weight of component (b), and the reaction is carried out at with an NCO:OH equivalent ratio maintained at 0.9:1 to 1.1:1, and wherein components (b) and (c) are reacted with the polyisocyanate component in any order or in admixture.
Claim 3
Dependent Claim 22 words
A process as claimed in claim 1 wherein component (b) is 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate or mixtures thereof.
Claim 4
Dependent Claim 19 words
A process as claimed in claim 1 wherein component (c) is a polyester diol of adipic acid and 1,6-hexanediol.
Claim 5
Dependent Claim 22 words
A process as claimed in claim 3 wherein component (b) is 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate or mixtures thereof.
Claim 6
Dependent Claim 24 words
A binder for coating compositions which is hardenable by radiation or peroxides and which is the product of the process according to claim 1.
Claim 7
Dependent Claim 28 words
In an improved coating composition containing a binder hardenable by radiation or peroxides, the improvement comprises said binder being the product of the process according to claim 1.

References Cited (Backward Citations)

US4246391A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-09-25 1993-03-27 1993-09-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-09-25 1997-03-27 1997-09-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-09-25 2001-03-27 2001-09-26 $7700.00 Window Closed / Lapsed

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