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US4429095A Expired / Lapsed US ⏱️ 0.0 years remaining

Polymerizable compositions comprising derivatives of mono-(alkylene ureido alkyl) ureas and bis-(alkylene ureido alkyl) ureas

Assignee: Syensqo USA LLC
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Filing: 1982-02-25
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Granted: 1984-01-31
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Expires: 2002-02-25
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Abstract

Abstract The invention provides new compounds which are cyclic alkylene ureas produced by the reaction of an alkylene urea selected from the group consisting of a mono-(alkylene ureido alkyl) urea, a bis-(alkylene ureido alkyl) urea, and mixtures thereof, with an unsaturated glycidyl ether or ester, such as allyl glycidyl ether. The new compounds are monomers which may be incorporated in aqueous emulsion polymer systems and are useful as wet adhesion promoters for latex paints.

Inventors

  • 👤 Joseph M. Sandri
  • 👤 John W. Calentine
  • 👤 Seymour M. Linder
  • 👤 Yves J. Billioux

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 15:17
CPC Classifications
C; C09; C09D; C09D4/00; C07; C07D; C07D233/00; C07D233/04; C07D233/28; C07D233/30; C07D233/32; C07D233/36; C08; C08F; C08F16/00; C08F16/12; C08F16/14; C08F16/28; C08F20/00; C08F20/02; C08F20/10; C08F20/34; C08F20/36; C09J; C09J4/00

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 341 words
A composition suitable for use in forming aqueous emulsion polymers comprising a polymerizable mixture of at least one unsaturated monomer polymerizable to form a latex polymer for paint and at least one compound having the formula: ##STR84## where A 1 and A 5 are each independently H, Q 6 H, or ##STR85## A 3 and A 4 are each independently H, Q 1 H, or ##STR86## provided that at least one of A 1 , A 3 , A 4 and A 5 is a group having the moiety ##STR87## R 1 is alkylene having 2 to 3 carbon atoms; R 2 is alkylene having 2 to about 10 carbon atoms; R 3 is H or CH 3 ; R 4 is H or CH 3 and may be the same as or different from R 3 ; Q 1 is (R 5 --O) m where m is zero or an integer from 1 to about 100, and R 5 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene, or aryloxyalkylene residue having 2 to about 20 carbon atoms; Q 2 is ##STR88## where A 2 is H, ##STR89## where t is zero or an integer from 1 to 10; Q 3 is (O--R 6 ) n where n is zero or an integer from 1 to about 100 and may be the same as or different from m, and R 6 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 ; Q 6 is (R 9 --O) r where r is zero or an integer from 1 to about 100 and may be the same as or different from m and n and R 9 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene, or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 and R 6 ; and Y is CH 2 or ##STR90##
Claim 2
Dependent Claim 341 words
A composition suitable for use in forming aqueous emulsion polymers comprising a polymerizable mixture of at least one unsaturated monomer polymerizable to form a latex polymer for paint and at least one compound having the formula: ##STR84## where A 1 and A 5 are each independently H, Q 6 H, or ##STR85## A 3 and A 4 are each independently H, Q 1 H, or ##STR86## provided that at least one of A 1 , A 3 , A 4 and A 5 is a group having the moiety ##STR87## R 1 is alkylene having 2 to 3 carbon atoms; R 2 is alkylene having 2 to about 10 carbon atoms; R 3 is H or CH 3 ; R 4 is H or CH 3 and may be the same as or different from R 3 ; Q 1 is (R 5 --O) m where m is zero or an integer from 1 to about 100, and R 5 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene, or aryloxyalkylene residue having 2 to about 20 carbon atoms; Q 2 is ##STR88## where A 2 is H, ##STR89## where t is zero or an integer from 1 to 10; Q 3 is (O--R 6 ) n where n is zero or an integer from 1 to about 100 and may be the same as or different from m, and R 6 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 ; Q 6 is (R 9 --O) r where r is zero or an integer from 1 to about 100 and may be the same as or different from m and n and R 9 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene, or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 and R 6 ; and Y is CH 2 or ##STR90##
Claim 3
Dependent Claim 46 words
A composition according to claim 1 wherein in said compound A 1 , A 3 , A 4 and A 5 are each independently H or ##STR91## provided that at least one of A 1 , A 3 , A 4 and A 5 is ##STR92##
Claim 4
Dependent Claim 14 words
A composition according to claim 2 wherein in said compound Q 2 is ##STR93##
Claim 5
Dependent Claim 15 words
A composition according to claim 2 wherein in said compound Y is CH 2 .
Claim 6
Dependent Claim 13 words
A composition according to claim 2 wherein in said compound Y is ##STR94##
Claim 7
Dependent Claim 18 words
A composition according to claim 2 wherein in said compound both R 1 and R 2 are ethylene.
Claim 8
Dependent Claim 667 words
A composition suitable for use in forming aqueous emulsion polymers comprising a polymerizable mixture of at least one unsaturated monomer polymerizable to form a latex polymer for paint and at least one compound having the formula: ##STR95## where A is H, Q 4 H or ##STR96## A 1 is H, Q 6 H or ##STR97## A 3 is H, Q 1 H or ##STR98## A 6 is H, Q 8 H or ##STR99## provided that at least one of A, A 1 , A 3 and A 6 is a group having the moiety ##STR100## R 1 is alkylene having 2 to 3 carbon atoms; R 2 is alkylene having 2 to about 10 carbon atoms; R 3 is H or CH 3 ; R 4 is H or CH 3 and may be the same as or different from R 3 ; Q 1 is (R 5 --O) m where m is zero or an integer from 1 to about 100, and R 5 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene,, arylalkylene, and aryloxyalkylene residue having 2 to about 20 carbon atoms; Q 2 is ##STR101## where A 2 is H or ##STR102## where t is zero or an integer from 1 to 10; Q 3 is (O--R 6 ) n where n is zero or an integer from 1 to about 100 and may be the same as or different from m, and R 6 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 ; Q 4 is (R 7 --O) p where p is zero or an integer from 1 to about 100 and may be the same as or different from m and n, and R 7 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene, or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 or R 6 ; Q 5 is (O--R 8 ) q where q is zero or an integer from 1 to about 100 and may be the same as or different from m, n and p, and R 8 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene, or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 , R 6 and R 7 ; and Q 6 is (R 9 --O) r where r is zero or an integer from 1 to about 100 and may be the same as or different from m, n, p and q, and R 9 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene, or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 , R 6 , R 7 and R 8 ; and Q 7 is (O--R 10 ) s where s is zero or an integer from 1 to about 100 and may be the same as or different from m, n, p, q and r, and R 10 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene, or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 , R 6 , R 7 , R 8 , and R 9 ; Q 8 is (R 11 --O) w where w is zero or an integer from 1 to about 100 and may be the same as or different from m, n, p, q, r and s, and R 11 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene or aryloxyalkylene residue having 2 to about 20 carbon atoms and may be the same as or different from R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 ; and Y is CH 2 or ##STR103##
Claim 9
Dependent Claim 667 words
A composition suitable for use in forming aqueous emulsion polymers comprising a polymerizable mixture of at least one unsaturated monomer polymerizable to form a latex polymer for paint and at least one compound having the formula: ##STR95## where A is H, Q 4 H or ##STR96## A 1 is H, Q 6 H or ##STR97## A 3 is H, Q 1 H or ##STR98## A 6 is H, Q 8 H or ##STR99## provided that at least one of A, A 1 , A 3 and A 6 is a group having the moiety ##STR100## R 1 is alkylene having 2 to 3 carbon atoms; R 2 is alkylene having 2 to about 10 carbon atoms; R 3 is H or CH 3 ; R 4 is H or CH 3 and may be the same as or different from R 3 ; Q 1 is (R 5 --O) m where m is zero or an integer from 1 to about 100, and R 5 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene,, arylalkylene, and aryloxyalkylene residue having 2 to about 20 carbon atoms; Q 2 is ##STR101## where A 2 is H or ##STR102## where t is zero or an integer from 1 to 10; Q 3 is (O--R 6 ) n where n is zero or an integer from 1 to about 100 and may be the same as or different from m, and R 6 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 ; Q 4 is (R 7 --O) p where p is zero or an integer from 1 to about 100 and may be the same as or different from m and n, and R 7 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene, or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 or R 6 ; Q 5 is (O--R 8 ) q where q is zero or an integer from 1 to about 100 and may be the same as or different from m, n and p, and R 8 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene, or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 , R 6 and R 7 ; and Q 6 is (R 9 --O) r where r is zero or an integer from 1 to about 100 and may be the same as or different from m, n, p and q, and R 9 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene, or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 , R 6 , R 7 and R 8 ; and Q 7 is (O--R 10 ) s where s is zero or an integer from 1 to about 100 and may be the same as or different from m, n, p, q and r, and R 10 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene, or aryloxyalkylene residue having 2 to about 20 carbon atoms, and may be the same as or different from R 5 , R 6 , R 7 , R 8 , and R 9 ; Q 8 is (R 11 --O) w where w is zero or an integer from 1 to about 100 and may be the same as or different from m, n, p, q, r and s, and R 11 is a linear or branched alkylene, alkoxyalkylene, cycloalkylene, cycloalkoxyalkylene, arylalkylene or aryloxyalkylene residue having 2 to about 20 carbon atoms and may be the same as or different from R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 ; and Y is CH 2 or ##STR103##
Claim 10
Dependent Claim 42 words
A composition according to claim 7 wherein in said compound A, A 1 , A 3 and A 6 are each independently H or ##STR104## provided that at least one of A, A 1 , A 3 and A 6 is ##STR105##
Claim 11
Dependent Claim 14 words
A composition according to claim 8 wherein in said compound Q 2 is ##STR106##
Claim 12
Dependent Claim 15 words
A composition according to claim 8 wherein in said compound Y is CH 2 .
Claim 13
Dependent Claim 13 words
A composition according to claim 8 wherein in said compound Y is ##STR107##
Claim 14
Dependent Claim 18 words
A composition according to claim 8 wherein in said compound both R 1 and R 2 are ethylene.
Claim 15
Dependent Claim 52 words
A composition according to claims 1 or 7 which is an aqueous mixture wherein said unsaturated monomer is selected from the group consisting of an ester of acrylic acid, an ester of methacrylic acid, vinyl acetate, vinyl esters of higher carboxylic acids, styrene, vinyl toluene, acrylonitrile, acrylamide, vinyl chloride and mixtures thereof.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-01-30 1987-08-01 1988-01-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-01-30 1991-08-01 1992-01-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-01-30 1995-08-01 1996-01-31 $7700.00 Window Closed / Lapsed

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