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US4130708A Expired / Lapsed US ⏱️ 0.0 years remaining

Siloxane urethane acrylate radiation curable compounds for use in coating compositions

Assignee: PPG Industries Inc
•
Filing: 1977-12-09
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Granted: 1978-12-19
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Expires: 1997-12-09
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Abstract

Abstract Radiation curable compounds are disclosed which are derived from the reaction of siloxy-containing carbinol, a polyisocyanate and a polyfunctional compound having hydroxy and acrylic functional groups. The compounds have high cure rates, are compatible with other components of radiation curable, film forming compositions and impart good slip and other properties to cured film coatings.

Inventors

  • 👤 Charles B. Friedlander
  • 👤 John C. McMullen

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 11:01
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/29; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/61; C08G18/67; C08G18/671; C08G18/672; C08G77/00; C08G77/04; C08G77/38; C08G77/382; C08G77/388; C08G77/48; C08G77/54

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 60 words
Radiation polymerizable compound comprising the reaction product of: (A) at least one siloxy-containing polycarbinol compound; (B) a polyisocyanate; and (C) a polyfunctional compound having at least one functional group which is reactive with an isocyanato group of said polyisocyanate and which polyfunctional compound after reaction with said isocyanato group provides at least one ethylenic functional group in said reaction product.
Claim 2
Dependent Claim 60 words
Radiation polymerizable compound comprising the reaction product of: (A) at least one siloxy-containing polycarbinol compound; (B) a polyisocyanate; and (C) a polyfunctional compound having at least one functional group which is reactive with an isocyanato group of said polyisocyanate and which polyfunctional compound after reaction with said isocyanato group provides at least one ethylenic functional group in said reaction product.
Claim 3
Dependent Claim 70 words
The radiation polymerizable compound of claim 1 wherein said siloxy-containing polycarbinol is a compound of the formula ##STR8## where R' = R 1 = R 2 = R 3 = R 4 = R 5 = R 8 = R 9 = R" = --CH 3 x 1 = x 3 = 1 x 2 = 3 y 1 has an average value of 74.1 y 2 = 0 ##STR9##
Claim 4
Dependent Claim 82 words
The radiation polymerizable compound of claim 1 wherein said siloxy-containing polycarbinol is a compound of the formula ##STR10## where R' = R 1 = R 2 = R 3 = R 4 = R 5 = R 8 = R 9 = R" = --CH 3 x 1 = x 3 = 1 x 2 = 3 y 1 has an average value of 26.2 y 2 = 0 R = --ch 2 ch 2 o] n n = 1 to 25.
Claim 5
Dependent Claim 70 words
The radiation polymerizable compound of claim 1 wherein said siloxy-containing polycarbinol is a compound of the formula ##STR11## where R' = R 1 = R 2 = R 3 = R 4 = R 5 = R 8 = R 9 = R" = --CH 3 x 1 = x 3 = 1 x 2 = 2 y 1 has an average value of 5.6 y 2 = 0 ##STR12##
Claim 6
Dependent Claim 81 words
The radiation polymerizable compound of claim 1 wherein said siloxy-containing polycarbinol is a compound of the formula ##STR13## where R' = R" = RH, with R = --CH 2 CH 2 O] n n = 1 to 25 R 1 = r 2 = r 3 = r 4 = r 8 = r 9 = --ch 3 x 2 = 0 x 1 = x 3 = 1 y 1 has an average value of 29.4 y 2 = 0.
Claim 7
Dependent Claim 20 words
The reaction product of claim 1 wherein said polyisocyanate is selected from the group consisting of toluene diisocyanate and 1-isocyanatomethyl-5-isocyanato-1,3,3-trimethylcyclohexane.
Claim 8
Dependent Claim 18 words
The reaction product of claim 1 wherein said polyfunctional compound is acrylic acid or a hydroxyl-containing acrylic ester.
Claim 9
Dependent Claim 27 words
The reaction product of claim 7 wherein said hydroxyl-containing acrylic ester is selected from the group consisting of 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 2-hydroxyethyl methacrylate and 2-hydroxypropyl methacrylate.
Claim 10
Independent Claim 62 words
A method for preparing a radiation polymerizable compound comprising reacting (A) at least one siloxy-containing polycarbinol compound; (B) a polyisocyanate; and (C) a polyfunctional compound having at least one functional group which is reactive with an isocyanato group of said polyisocyanate and which polyfunctional compound after reaction with said isocyanato group provides at least one ethylenic functional group in said reaction product.
Claim 11
Independent Claim 62 words
A method for preparing a radiation polymerizable compound comprising reacting (A) at least one siloxy-containing polycarbinol compound; (B) a polyisocyanate; and (C) a polyfunctional compound having at least one functional group which is reactive with an isocyanato group of said polyisocyanate and which polyfunctional compound after reaction with said isocyanato group provides at least one ethylenic functional group in said reaction product.
Claim 12
Dependent Claim 35 words
The method of claim 9 comprising (1) reacting said siloxy-containing polycarbinol compound with said polyisocyanate to form an intermediate having at least one terminal isocyanato group; and (2) reacting said intermediate with said polyfunctional compound.
Claim 13
Dependent Claim 35 words
The method of claim 9 comprising (1) reacting said polyisocyanate with said polyfunctional compound to form an intermediate having at least one terminal isocyanato group; and (2) reacting said intermediate with said siloxy-containing polycarbinol compound.
Claim 14
Dependent Claim 27 words
The method of claim 9 comprising (1) forming a mixture of said siloxy-containing polycarbinol compound and said polyfunctional compound; and (2) adding said polyisocyanate to said mixture.
Claim 15
Dependent Claim 19 words
The method of claim 12 wherein said polyisocyanate is added gradually to said mixture of polycarbinol and polyfunctional compounds.
Claim 16
Dependent Claim 12 words
A coating composition comprising radiation polymerizable compound as defined in claim 1.

References Cited (Backward Citations)

US3399247A Cited
US3243475A Cited
US4033912A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-12-18 1982-06-19 1982-12-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-12-18 1986-06-19 1986-12-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-12-18 1990-06-19 1990-12-19 $7700.00 Window Closed / Lapsed

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