US 9,809,713 B2
Photoactivatable crosslinker compositions for surface modification
Timothy A. Bloomquist, Shoreview, MN (US); Mark W. Josephson, Welch, MN (US); Laurie R. Lawin, New Brighton, MN (US); Kristin S. Taton, Little Canada, MN (US); and Jie Wen, Eden Prairie, MN (US)
Assigned to INNOVATION SURFACE TECHNOLOGIES, INC., St. Paul, MN (US)
Appl. No. 13/62,218
Filed by Timothy A. Bloomquist, Shoreview, MN (US); Mark W. Josephson, Welch, MN (US); Laurie R. Lawin, New Brighton, MN (US); Kristin S. Taton, Little Canada, MN (US); and Jie Wen, Eden Prairie, MN (US)
PCT Filed Sep. 3, 2009, PCT No. PCT/US2009/055814
§ 371(c)(1), (2), (4) Date May 23, 2011,
PCT Pub. No. WO2010/028104, PCT Pub. Date Mar. 11, 2010.
Claims priority of provisional application 61/094,472, filed on Sep. 5, 2008.
Prior Publication US 2011/0223336 A1, Sep. 15, 2011
Int. Cl. B05D 3/00 (2006.01); C09D 179/04 (2006.01); C09D 4/00 (2006.01); C08L 1/02 (2006.01); C08L 3/12 (2006.01); C08L 5/00 (2006.01); C08L 89/00 (2006.01); G03F 7/012 (2006.01)
CPC C09D 4/00 (2013.01) [C08L 1/02 (2013.01); C08L 3/12 (2013.01); C08L 5/00 (2013.01); C08L 89/00 (2013.01); G03F 7/012 (2013.01)] 13 Claims
 
1. A primer coating for enhancing adhesion of a subsequent coating to a surface, the primer coating consisting of a combination of:
(a) a crosslinking agent comprising at least two pohotoactivatabl groups attached to a molecule and having a formula

OG Complex Work Unit Drawing
 and
(b) an initiator, wherein the initiator is not a photoactivatable crosslinker; wherein the primer coating comprises crosslinking agent in an amount in a range of 0.5 mg/ml to 1 mg/ml,
wherein the initiator is present in the primer coating in an amount in a range of 9 mg/ml to 19 mg/ml, and
wherein at least some of the photoactivatable groups of the crosslinker, at least some free radical generators of the initiator, or a combination of photoactivatable groups and free radical generators within the primer coating, are in an unreacted state and adhere the subsequent coating to the surface.
 
6. A primer coating for enhancing adhesion of a lubricious coating to a surface, the primer coating consisting of a combination of:
(a) a crosslinking agent comprising at least two photoactivatable groups attached to a molecule, and
(b) an initiator, wherein the initiator is not a photoactivatable crosslinker; wherein the crosslinking agent has a formula
L(T-C(R1)(XP)CHR2GR3C(═O)R4)m
wherein L is a linking group;
T is (—CH2—)x, (—CH2CH2—O—)x, (—CH2CH2CH2—O—)x, (—CH2CH2CH2CH2—O—)x or forms a bond;
R1 is a hydrogen atom, an alkyl, alkyloxyalkyl, aryl, aryloxyalkyl or aryloxyaryl group;
X is O, S, or NR8R9;
P is a hydrogen atom or a protecting group, with the proviso that P is absent when X is NR8R9;
R2 is a hydrogen atom, an alkyl, alkyloxyalkyl, aryl, aryloxylalkyl or aryloxyaryl group;
G is O, S, SO, SO2, NR10, (CH2)t—O— or C═O;
R3 and R4 are each independently an alkyl, aryl, arylalkyl, heteroaryl, or an heteroarylalkyl group, or optionally, R3 and R4 can be tethered together via (—CH2—)q, (—CH2—)rC═O(—CH2—)s, (—CH2—)rS(—CH2—)s, (—CH2—)rS═O(—CH2—)s or (—CH2—)rS(O)2(—CH2—)s, (—CH2—)rNR(—CH2—)s;
R10 is a hydrogen atom or an alkyl, aryl or arylalkyl group;
R8 and R9 are each independently a hydrogen atom, an alkyl, aryl, or arylalkyl group;
R is a hydrogen atom, an alkyl or aryl group;
q is an integer from 1 to about 7;
r is an integer from 0 to about 3;
s is an integer from 0 to about 3;
m is an integer from 2 to about 10;
t is an integer from 1 to about 10;
x is an integer from 1 to about 500;
wherein the primer coating comprises crosslinking agent in an amount in a range of 0.5 mg/ml 1 mg/ml,
wherein the initiator is present in the primer coating in an amount in a range of 9 mg/ml to 19 mg/ml, and
wherein at least some of the photoactivatable groups of the crosslinker, at least some free radical generators of the initiator, or a combination of photoactivatable groups and free radical generators within the primer coating, are in an unreacted state and adhere the lubricious coating to the surface.