IP Library Granted Patent US 8,106,195
Granted Patent B2
US 8,106,195 · App. 11/991,503 · Granted Jan 31, 2012

Polymer and compositions

Assignee: Cytec Surface Specialties, S.A.
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Quick Facts
Patent No.
US 8,106,195
App. No.
11/991,503
Granted
Jan 31, 2012
Kind
B2
Abstract

There are disclosed urethane acrylates of Formula 1: where R 1a , R 1b and R 1c each independently represent C 2-15 hydrocarbylene, preferably linear C 3-12 alkylene (such as, C 4-8 alkylene; e.g. hexylene); a isophorone unit and/or a tolyl unit. R 2a , R 2b and R 2c each independently represent: a divalent moiety of (Formula 2) where X and Y independently represent C 2-10 hydrocarbylene, preferably C 2-8 alkylene; and k is from 0 to 30; l is from 0 to 30; and ‘k+l’ is from 1 to 30; and/or a divalent moiety of Formula 3 where V and W independently represent C 2-10 hydrocarbylene, preferably C 2-8 alkylene; and i is from 0 to 30; j is from 0 to 30; and ‘i+j’ is from 1 to 30; p is from 1 to 10; and r is from 1 to 10; and R 3a R 3b and R 3c each independently represent H or methyl (i.e. R 3 forms respectively part of an acrylate or a methacrylate group); with the provisos that at least one of R 2a , R 2b and R 2c is a moiety of Formula 2; at least one of R 2a , R 2b and R 2c is a moiety of Formula 3; and when R 2 represents a divalent moiety of Formula 3, the sub moiety within Formula 3, is attached directly to the amide group in Formula 1. The UAs of Formula 1 are of non crystalline and of low viscosity and are suitable for preparing polymeric flexibilizers suitable for tenting applications. A process for preparing these urethane acrylate is also described.

Claims (41)

1. A urethane acrylate represented by Formula 1:

where

R 1a , R 1b and R 1c each independently represent C 2-15 hydrocarbylene;

R 2a , R 2b and R 2c each independently are selected from the group consisting of:

a divalent moiety of Formula 2

where X and Y independently represent C 2-10 hydrocarbylene and

k is from 0 to 30; l is from 0 to 30; and ‘k+l’ is from 1 to 30; and

a divalent moiety of Formula 3

wherein V and W independently represent C 2-10 hydrocarbylene; and

i is from 0 to 30; j is from 0 to 30; and ‘i+j’ is from 1 to 30;

p is from 1 to 10; and

r is from 1 to 10;

R 3a R 3b and R 3c each independently represent H or methyl;

with the provisos that:

at least one of R 2a , R 2b and R 2c is a moiety of Formula 2;

at least one of R 2a , R 2b and R 2c is a moiety of Formula 3; and

wherein the sub-moiety

within Formula 3, is attached directly to the amide group in Formula 1.

2. A urethane acrylate as claimed in claim 1 , in which

R 1a , R 1b and R 1c each independently represent

a linear C 2-15 alkylene, and/or a C 3-15 hydrocarbylene comprising a cyclic ring;

R 2a , R 2b and R 2c each independently represent:

a moiety of Formula 2 where:

k is from 0 to 20; 1 is from 0 to 20 and ‘k+l’ is from 1 to 20; and/or

a moiety of Formula 3 where:

i is from 0 to 20; j is from 0 to 20, and ‘i+j’ is from 1 to 20; and

r is from 1 to 8; and p is from 3 to 6.

3. A urethane acrylate as claimed in claim 2 , in which Formula 2 is a divalent moiety of Formula 2a

where m is from 2 to 12 and

Formula 3 is a divalent moiety of Formula 3a

where n is from 1 to 8.

4. A urethane acrylate as claimed in claim 1 , having a weight average molecular weight (M w ) of from about 3000 to about 6000 daltons.

5. A urethane acrylate as claimed in claim 1 , having a viscosity of less than about 30,000 mPa·s.

6. A urethane acrylate as claimed in claim 5 , having a viscosity of, less than about 20,000 mPa·s.

7. A urethane acrylate as claimed in claim 5 , having a viscosity of, less than about 12,000 mPa·s.

8. A process for preparing a urethane acrylate as described in claim 1 , the process comprising the step of reacting together

(a) Component A comprising at least one C 2-15 hydrocarbyl diisocyanate isocyanurate;

(b) Component B comprising at least one compound of Formula 2b

where X, Y, k and l are as denoted in claim 1 for Formula 2, and R 7 and R 8 are (meth)acrylate groups which are optionally the same;

(c) Component C comprising at least one compound of Formula 3b

where V, W, i, j, p and r are as denoted in claim 1 for Formula 3, and R 9 and R 10 are (meth)acrylate groups which are optionally the same.

Assignments (4)
CHANGE OF ADDRESS OF ASSIGNEE Recorded Sep 21, 2017
From: ALLNEX BELGIUM S.A.
To: ALLNEX BELGIUM S.A.
Reel/Frame 044168/0952 →
CORRECTIVE ASSIGNMENT TO CORRECT THE OWNER NAME PREVIOUSLY RECORDED ON REEL 031970 FRAME 0134. ASSIGNOR(S) HEREBY CONFIRMS THE OWNER NAME SHOULD BE ALLNEX BELGIUM S.A. AND NOT ALLNEX BELGIUM SA. WITHOUT THE PERIOD BETWEEN SA.. Recorded May 22, 2014
From: CYTEC SURFACE SPECIALTIES S.A.
To: ALLNEX BELGIUM S.A.
Reel/Frame 032983/0488 →
CHANGE OF NAME Recorded Jan 13, 2014
From: CYTEC SURFACE SPECIALTIES S.A.
To: ALLNEX BELGIUM SA.
Reel/Frame 031970/0134 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2008
From: KONISHI, TORU; MAEJIMA, NOBORU; ITO, MAKIYA
To: CYTEC SURFACE SPECIALTIES, S.A.
Reel/Frame 020814/0194 →
Priority Claims (1)
EP 05023240 · Oct 25, 2005 · regional
Continuity (1)
Related Publication 20090043095A1 · Feb 12, 2009