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Self- and diol reactive formaldehyde-free crosslinking monomers and their derived polymers

Assignee: Air Products and Chemicals Inc
•
Filing: 1987-09-03
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Granted: 1989-09-05
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Expires: 2007-09-03
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Abstract

Abstract A compound represented by the following formula: ##STR1## wherein R is a C 3 -C 24 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient, the olefinic unsaturation functionality being polymerizable, R 1 is hydrogen or a C 1 -C 4 alkyl radical, or R and R 1 together with the nitrogen atom can form an olefinically unsaturated 5 to 7-member ring which has functionality that renders the nitrogen atom electron deficient and the olefinic unsaturation functionality is polymerizable, R 2 and R 3 are hydrogen, a C 1 -C 4 alkyl or acyl radical, or R 2 and R 3 together are a C 1 -C 4 alkylene group, R 4 is hydrogen or a C 1 -C 4 alkyl, acyl, ester, amide or acid group, and n is an integer from 1 to 10, provided n is not 1 when R is (meth)acryloyl, R 2 and R 3 are methyl and R 1 and R 4 are hydrogen.

Inventors

  • 👤 Robert K. Pinschmidt, Jr.
  • 👤 Dale D. Dixon
  • 👤 William F. Burgoyne, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 23:56
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/04; C07D207/10; C07D207/12; C07C; C07C271/00; C07C271/06; C07C271/08; C07C271/10; C07C271/16; C07C275/00; C07C275/04; C07C275/06; C07C275/10; C07D239/00; C07D239/02; C07D239/04

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 135 words
A compound represented by the following formula: ##STR18## wherein R is a C 3 -C 24 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient, the olefinic unsaturation functionality being polymerizable, R 1 is hydrogen or a C 1 -C 4 alkyl radical, or R and R 1 together with the nitrogen atom form an olefinically unsaturated 5 to 7-member ring which has functionality that renders the nitrogen atom electron deficient and the olefinic unsaturation functionality is polymerizable, R 2 and R 3 are hydrogen or a C 1 -C 4 alkyl or acyl radical, or R 2 and R 3 together are a C 2 -C 4 alkylene group, R 4 is hydrogen or a C 1 -C 4 alkyl, acyl, ester, amide or acid group, and n is 3.
Claim 2
Dependent Claim 135 words
A compound represented by the following formula: ##STR18## wherein R is a C 3 -C 24 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient, the olefinic unsaturation functionality being polymerizable, R 1 is hydrogen or a C 1 -C 4 alkyl radical, or R and R 1 together with the nitrogen atom form an olefinically unsaturated 5 to 7-member ring which has functionality that renders the nitrogen atom electron deficient and the olefinic unsaturation functionality is polymerizable, R 2 and R 3 are hydrogen or a C 1 -C 4 alkyl or acyl radical, or R 2 and R 3 together are a C 2 -C 4 alkylene group, R 4 is hydrogen or a C 1 -C 4 alkyl, acyl, ester, amide or acid group, and n is 3.
Claim 3
Dependent Claim 39 words
The compound of claim 1 in which R is an olefinically usaturated acyl radical represented by the formula ##STR19## where R 5 is a C 2 to C 23 olefinically unsaturated organic radical in which the olefinic unsaturationis polymerizable.
Claim 4
Dependent Claim 70 words
The compoud of claim 2 in which the olefinically unsaturated acyl radical is represented by the formula: ##STR20## wherein X is hydrogen or a C 1 -C 10 alkyl , carboxylic acid, ester, amide group or a nitrile, Y is --O--, --Ch 2 O--, --NR 6 --, --CH 2 NR 6 --, --(CO)--O--(CH 2 ) a --NR 6 --, where R 6 is hydrogen or a C 1 -C 4
Claim 5
Dependent Claim 26 words
The compound of claim 1 in which R and R 1 together with the nitrogen atom form a 3 to 6 carbon containing alpha,beta-unsaturated lactam radical.
Claim 6
Dependent Claim 22 words
The compound of claim 2 in which the olefinically unsaturated acyl radical is a C 3 -C 10 alpha,beta unsaturated alkenoyl radical.
Claim 7
Dependent Claim 13 words
The compound of claim 5 in which the alkenoyl radical is an acryloyl.
Claim 8
Dependent Claim 11 words
The compound of claim 1 in which R 1 is hydrogen.
Claim 9
Dependent Claim 17 words
The compound of claim 1 in which R 2 and R 3 are both methyl or ethyl.
Claim 10
Dependent Claim 60 words
A compound represented by the formula ##STR21## wherein R is a C 3 -C 24 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient and the olefinic unsaturation is polymerizable, R 2 and R 3 are C 1 -C 4 alkyl radicals or together are a C 2 -C 4 alkylene radical, and n is 3.
Claim 11
Dependent Claim 60 words
A compound represented by the formula ##STR21## wherein R is a C 3 -C 24 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient and the olefinic unsaturation is polymerizable, R 2 and R 3 are C 1 -C 4 alkyl radicals or together are a C 2 -C 4 alkylene radical, and n is 3.
Claim 12
Dependent Claim 40 words
The compound of claim 9 in which R is an olefinically unsaturated acyl radical represented by the formula ##STR22## where R 5 is a C 2 to C 23 olefinically unsaturated organic radical in which the olefinic unsaturation is polymerizable.
Claim 13
Dependent Claim 122 words
The compounds of claim 10 in which the olefinically unsaturated acyl radical is represented by the formula: ##STR23## wherein X is hydrogen or a C 1 -C 10 alkyl, carboxylic acid, ester, amide group or a nitrile, Y is --O--, --CH 2 O--, --NR 6 --, --CH 2 NR 6 --, --(CO)--O--(CH 2 ) a --NR 6 --, where R 6 is hydrogen or a C 1 -C 4 alkyl radical and a is 1 to 4, --O(CO)--, --N(CO)--, a branched or unbranched C 1 to C 8 alkylene group, or a substituted or unsubstituted arylene group, Z is hydrogen, a C 1 -C 4 alkyl, carboxylic acid, ester, amide group, a halogen or a nitrile, and m is 0 or 1.
Claim 14
Dependent Claim 22 words
The compounds of claim 10 in which the olefinically unsaturated acyl radical is a C 3 -C 10 alpha,beta unsaturated alkenoyl radical.
Claim 15
Dependent Claim 14 words
The compounds of claim 12 in which the alkenoyl radical is acryloyl or methacryloyl.
Claim 16
Dependent Claim 17 words
The compounds of claim 9 in which R 2 and R 3 are both methyl or ethyl.
Claim 17
Dependent Claim 17 words
The compounds of claim 11 in which R 2 and R 3 are both methyl or ethyl.
Claim 18
Dependent Claim 43 words
A compound represented by the formula ##STR24## wherein R 2 and R 3 are C 1 -C 4 alkyl radicals or together are a C 2 -C 4 alkylene radical, R is a C 3 -C 10 alkenoyl radical, and n is 3.
Claim 19
Dependent Claim 43 words
A compound represented by the formula ##STR24## wherein R 2 and R 3 are C 1 -C 4 alkyl radicals or together are a C 2 -C 4 alkylene radical, R is a C 3 -C 10 alkenoyl radical, and n is 3.
Claim 20
Dependent Claim 14 words
The compounds of claim 16, in which the alkenoyl radical is acryloyl or methacryloyl.
Claim 21
Dependent Claim 17 words
The compounds of claim 17 in which R 2 and R 3 are both methyl or ethyl.
Claim 22
Dependent Claim 12 words
A compound of the formula ##STR25## where R is methyl or ethyl.
Claim 23
Dependent Claim 12 words
A compound of the formula ##STR25## where R is methyl or ethyl.
Claim 24
Dependent Claim 12 words
A compound of the formula ##STR26## where R is methyl or ethyl.
Claim 25
Dependent Claim 12 words
A compound of the formula ##STR26## where R is methyl or ethyl.
Claim 26
Dependent Claim 12 words
A compound of the formula ##STR27## where R is methyl or ethyl.
Claim 27
Dependent Claim 12 words
A compound of the formula ##STR27## where R is methyl or ethyl.
Claim 28
Dependent Claim 12 words
A compound of the formula ##STR28## where R is methyl or ethyl.
Claim 29
Dependent Claim 12 words
A compound of the formula ##STR28## where R is methyl or ethyl.

References Cited (Backward Citations)

US4448908A Cited
US4563431A Cited
US4508594A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-09-04 1993-03-06 1993-09-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-09-04 1997-03-06 1997-09-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-09-04 2001-03-06 2001-09-05 $7700.00 Window Closed / Lapsed

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