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US4504628A Expired / Lapsed US ⏱️ 0.0 years remaining

Polymerizable UV light stabilizers from isocyanatoalkyl esters of unsaturated carboxylic acids

Assignee: Dow Chemical Co
•
Filing: 1983-04-14
•
Granted: 1985-03-12
•
Expires: 2003-04-14
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Abstract

Abstract An addition polymerizable UV stabilizer is prepared by reacting an isocyanatoalkyl ester of an addition polymerizable carboxylic acid (such as 2-isocyanatoethyl methacrylate) with an UV stabilization functionality bearing an active hydrogen moiety which is reactive with the isocyanate (such as 2-hydroxy-4-(2-hydroxyethoxy)benzophenone).

Inventors

  • 👤 Mark R. Johnson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 03:35
CPC Classifications
C; C08; C08F; C08F20/00; C08F20/02; C08F20/10; C08F20/34; C08F20/36; C08K; C08K5/00; C08K5/16; C08K5/205

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 90 words
A vinyl polymerizable UV light stabilizer comprising a compound of the formula: ##STR4## in which R is H or CH 3 ; R 1 is H or CH 3 ; R and R 1 , are all such that the C═C double bond is vinyl polymerizable, R 3 is a C 1 -C 5 alkyl radical, X is a linkage derived from the active isocyanate group reacted with an organic hydroxyl group or other active hydrogen moiety pendent from a UV light stabilizer; and Y is a UV light stabilizer.
Claim 2
Dependent Claim 90 words
A vinyl polymerizable UV light stabilizer comprising a compound of the formula: ##STR4## in which R is H or CH 3 ; R 1 is H or CH 3 ; R and R 1 , are all such that the C═C double bond is vinyl polymerizable, R 3 is a C 1 -C 5 alkyl radical, X is a linkage derived from the active isocyanate group reacted with an organic hydroxyl group or other active hydrogen moiety pendent from a UV light stabilizer; and Y is a UV light stabilizer.
Claim 3
Dependent Claim 11 words
The UV light stabilizer of claim 1 wherein R is H.
Claim 4
Dependent Claim 22 words
The UV light stabilizer of claim 1 wherein R is H; and R 3 is a C 1 -C 5 alkyl radical.
Claim 5
Dependent Claim 26 words
The UV light stabilizer of claim 1 wherein R is H; R 1 is CH 3 ; and R 3 is a C 2 alkyl chain.
Claim 6
Dependent Claim 20 words
The UV light stabilizer of claim 1 wherein X is the reaction product of an isocyanate and a hydroxyl group.
Claim 7
Dependent Claim 13 words
The UV light stabilizer of claim 1 wherein Y is a 2-hydroxybenzophenone moiety.
Claim 8
Dependent Claim 33 words
A method of synthesizing the polymerizable UV light stabilizer of claim 1 comprising reacting an isocyanatoalkyl ester of an ethylenically unsaturated carboxylic acid with a UV light stabilizer bearing an active hydrogen moiety.
Claim 9
Dependent Claim 32 words
A polymeric composition comprising the copolymer of an addition polymerizable organic compound and the UV light stabilizer of claim 1 wherein the UV light stabilizer has been copolymerized with the organic compound.
Claim 10
Dependent Claim 28 words
A polymeric composition comprising an addition polymerized organic compound and the UV light stabilizer of claim 1 wherein the UV light stabilizer has been grafted onto the polymer.
Claim 11
Dependent Claim 13 words
The composition of claim 8 or 9 wherein said composition is a latex.
Claim 12
Dependent Claim 62 words
A vinyl polymerizable UV light stabilizer comprising an ester of an ethylenically unsaturated carboxylic acid, the alcohol residue of which includes a urethane-type linkage as follows: ##STR5## wherein X is a linkage derived from the active isocyanate group reacted with an organic hydroxyl group or other active hydrogen moiety pendent from a UV light stabilizer; and Y is a UV light stabilizer.
Claim 13
Dependent Claim 62 words
A vinyl polymerizable UV light stabilizer comprising an ester of an ethylenically unsaturated carboxylic acid, the alcohol residue of which includes a urethane-type linkage as follows: ##STR5## wherein X is a linkage derived from the active isocyanate group reacted with an organic hydroxyl group or other active hydrogen moiety pendent from a UV light stabilizer; and Y is a UV light stabilizer.
Claim 14
Dependent Claim 34 words
The UV light stabilizer of claim 11 wherein the UV stabilizer comprises the reaction product of an isocyanatoalkyl ester of an unsaturated carboxylic acid with a UV light stabilizer bearing an active hydrogen moiety.
Claim 15
Dependent Claim 16 words
The UV light stabilizer of claim 12 wherein the active hydrogen moiety is a hydroxyl moiety.
Claim 16
Dependent Claim 21 words
The UV light stabilizer of claim 13 wherein the UV light stabilizer comprises the reaction product of 2-isocyanatoethyl methacrylate and 2-hydroxy-4-(2-hydroxyethoxy)benzophenone.
Claim 17
Dependent Claim 25 words
The UV light stabilizer of claim 12 wherein the UV light stabilizer is a 2-hydroxybenzophenone, a 2-(2'-hydroxyphenyl)benzotriazole, a salicylate, an aryl-substituted acrylate or a p-aminobenzoate.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-03-11 1988-09-10 1989-03-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-03-11 1992-09-10 1993-03-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-03-11 1996-09-10 1997-03-12 $7700.00 Window Closed / Lapsed

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