US 2013/0158151 A1Published application

Gels from polystyrene-based photoinitiators

AssigneeColoplast A/S

InventorsChristian B. Nielsen, Niels Jørgen Madsen, Bo Rud Nielsen

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Abstract

The invention provides a method for the manufacture of a gel precursor. The method comprising the steps of combining a polymeric photoinitiator of the general formula (I): with one or more gel-forming polymers and/or gel-forming monomers to form a matrix composition, and curing the matrix composition obtained in the first step by exposing it to UV radiation. The invention also relates to the gel precursor itself, a method for the manufacture of a hydrophilic gel, the hydrophilic gel itself and a medical device comprising or coated with said gel.

Claims40

Dependent claims

A method for the manufacture of a hydrophilic gel precursor, said method comprising the steps of:

a. combining a polymeric photoinitiator of the general formula I:
R
1

(
A
1
)
q
-
{
—CH
2

CH
(
Ph
(
A
2
1
)
n
1

(
A
2
2
)
n
2

(
A
2
3
)
n
3

(
A
2
4
)
n
4

(
A
2
5
)
n
5
)
-
}
p
-
R
4

(
A
3
)
r
(
I
)
wherein:
R1 and R4 are each independently selected from C1-C25 linear alkyl, C3-C25 branched alkyl, C3-C25 cycloalkyl, aryl, heteroaryl, hydrogen, —OH, —CN, halogens, amines, amides, alcohols, ethers, thioethers, sulfones and derivatives thereof, sulfonic acid and derivatives thereof, sulfoxides and derivatives thereof, carbonates, isocyanates, nitrates, acrylates, polyethylenes, polyethylene oxides, polyvinyl pyrrolidones, polypropylenes, polyesters, polyamides, polyacrylates, polystyrenes, and polyurethanes;
and when R1 and R4 are alkyl and aryl groups, they may be substituted with one or more substituents selected from CN;
OH;
azides;
esters;
ethers;
amides;
halogen atoms;
sulfones;
sulfonic derivatives;
NH2 or Nalk2, where alk is any C1-C8 straight chain alkyl group, C3-C8 branched or cyclic alkyl group;
n1, n2, n3, n4, and n5 are real numbers from 0 to 5, whereby the sum n1+n2+n3+n4+n5 is a real number greater than 0;
p is an integer from 1-10,000;
q and r are each an integer from 0-10,000;
A1 and A3 are identical or different photoinitiator moieties;
Ph is an optionally-substituted phenyl group;
and
A21, A22, A23, A24 and A25—together with Ph—independently form optionally-substituted alkylphenone moieties or optionally-substituted benzophenone moieties;
with one or more gel-forming polymers and/or gel-forming monomers to form a matrix composition, and
b. curing the matrix composition obtained in step a. by exposing it to UV radiation.

90 more elements

A method for the manufacture of a hydrophilic gel, said method comprising the steps of:

a. providing a polymeric photoinitiator of the general formula I:
R
1

(
A
1
)
q
-
{
—CH
2

CH
(
Ph
(
A
2
1
)
n
1

(
A
2
2
)
n
2

(
A
2
3
)
n
3

(
A
2
4
)
n
4

(
A
2
5
)
n
5
)
-
}
p
-
R
4

(
A
3
)
r
(
I
)
wherein:
R1 and R4 are each independently selected from C1-C25 linear alkyl, C3-C25 branched alkyl, C3-C25 cycloalkyl, aryl, heteroaryl, hydrogen, —OH, —CN, halogens, amines, amides, alcohols, ethers, thioethers, sulfones and derivatives thereof, sulfonic acid and derivatives thereof, sulfoxides and derivatives thereof, carbonates, isocyanates, nitrates, acrylates, polyethylenes, polyethylene oxides, polyvinyl pyrrolidones, polypropylenes, polyesters, polyamides, polyacrylates, polystyrenes, and polyurethanes;
and when R1 and R4 are alkyl and aryl groups, they may be substituted with one or more substituents selected from CN;
OH;
azides;
esters;
ethers;
amides;
halogen atoms;
sulfones;
sulfonic derivatives;
NH2 or Nalk2, where alk is any C1-C8 straight chain alkyl group, C3-C8 branched or cyclic alkyl group;
n1, n2, n3, n4, and n5 are real numbers from 0 to 5, whereby the sum n1+n2+n2+n4+n5 is a real number greater than 0;
p is an integer from 1-10,000;
q and r are each an integer from 0-10,000;
A1 and A3 are identical or different photoinitiator moieties;
Ph is an optionally-substituted phenyl group;
and
A21, A22, A23, A24 and A25—together with Ph—independently form optionally-substituted alkylphenone moieties or optionally-substituted benzophenone moieties;
b. exposing the polymeric photoinitiator from step a. to UV radiation, and
c. exposing the polymeric photoinitiator to a swelling medium,
wherein steps b. and c. may take place in any order.

91 more elements

A matrix composition comprising a polymeric photoinitiator and one or more gel-forming polymers and/or gel-forming monomers;

where the polymeric photoinitiator is of the general formula I:
R
1

(
A
1
)
q
-
{
—CH
2

CH
(
Ph
(
A
2
1
)
n
1

(
A
2
2
)
n
2

(
A
2
3
)
n
3

(
A
2
4
)
n
4

(
A
2
5
)
n
5
)
-
}
p
-
R
4

(
A
3
)
r
(
I
)
wherein:
R1 and R4 are each independently selected from C1-C25 linear alkyl, C3-C25 branched alkyl, C3-C25 cycloalkyl, aryl, heteroaryl, hydrogen, —OH, —CN, halogens, amines, amides, alcohols, ethers, thioethers, sulfones and derivatives thereof, sulfonic acid and derivatives thereof, sulfoxides and derivatives thereof, carbonates, isocyanates, nitrates, acrylates, polyethylenes, polyethylene oxides, polyvinyl pyrrolidones, polypropylenes, polyesters, polyamides, polyacrylates, polystyrenes, and polyurethanes;
and when R1 and R4 are alkyl and aryl groups, they may be substituted with one or more substituents selected from CN;
OH;
azides;
esters;
ethers;
amides;
halogen atoms;
sulfones;
sulfonic derivatives;
NH2 or Nalk2, where alk is any C1-C8 straight chain alkyl group, C3-C8 branched or cyclic alkyl group;
n1, n2, n3, n4, and n5 are real numbers from 0 to 5, whereby the sum n1+n2+n3+n4+n5 is a real number greater than 0;
p is an integer from 1-10,000;
q and r are each an integer from 0-10,000;
A1 and A3 are identical or different photoinitiator moieties;
Ph is an optionally-substituted phenyl group;
and
A22, A22, A23, A24 and A25—together with Ph—independently form optionally-substituted alkylphenone moieties or optionally-substituted benzophenone moieties.

88 more elements

Dependencies are inferred from the claim text.

Facts

Application: 13/701,716Filed 1 Jun 2011
Priority: DK PA 2010 702341 Jun 2010
Published: 20 Jun 2013
Term ends: Not estimatedThe source records don’t support an estimate.

Classification19 codes

C09D 125/18
Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one…:…
A61K 9/06
Medicinal preparations characterised by special physical form: ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
C08F 2/50
By ultraviolet or visible light: with sensitising agents
C08F 8/10
Chemical modification by after-treatment: acylation

Family

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Abstract

Facts

Application

13/701,716Filed 1 Jun 2011

Priority

DK PA 2010 702341 Jun 2010

Published

20 Jun 2013

Term ends

Not estimatedThe source records don’t support an estimate.

Classification19 codes

C09D 125/18
Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one…:…
A61K 9/06
Medicinal preparations characterised by special physical form: ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
C08F 2/50
By ultraviolet or visible light: with sensitising agents
C08F 8/10
Chemical modification by after-treatment: acylation