Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Processes of preparing a desired or intentional composition...
Reexamination Certificate
1999-02-11
2001-07-03
Dawson, Robert (Department: 1712)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Processes of preparing a desired or intentional composition...
C528S032000, C528S026000, C528S499000, C528S496000, C528S493000, C526S310000, C526S279000, C623S006120, C623S004100, C264S331150, C264S001320, C264S002600
Reexamination Certificate
active
06255362
ABSTRACT:
BACKGROUND OF THE INVENTION
The present invention relates to an ocular lens material and a process for producing the same. More particularly, the present invention relates to an ocular lens material such as a contact lens, for instance, soft contact lens or an intraocular lens, which shows particularly extremely excellent stain resistance and extremely excellent flexibility at the same time, and a process for extremely easily producing the ocular lens material.
Conventionally, in particular, as a soft contact lens material, there has been proposed a material comprising a copolymer prepared by copolymerizing a monomer mixture containing a fluorine-containing monomer or macromonomer, from the viewpoint of stain resistance. However, although the material certainly shows a little stain resistance, the material is poor in flexibility.
In order to impart water-absorbing property to a material and exhibit flexibility, there has been proposed a material comprising a copolymer prepared by copolymerizing a monomer mixture containing a hydroxy group-containing hydrophilic monomer. However, flexibility of the material is insufficient.
In addition, because the above two materials have affinity for lipid, a lens made of each of these materials becomes cloud in white owing to lipid adhering to the materials. As a result, optical property of the lens is lowered. Thus, stain resistance of the materials is insufficient.
As mentioned above, there has not yet been provided a contact lens material which shows particularly extremely excellent stain resistance and extremely excellent flexibility at the same time.
On the other hand, as an intraocular lens material, there has been proposed a material comprising a copolymer prepared by copolymerizing a monomer mixture containing a silicon and/or fluorine-containing monomer or macromonomer, from the viewpoint of flexibility.
However, because the above material has also affinity for lipid, a lens made of the material becomes cloud in white owing to lipid after inserting the lens into an eye. As a result, optical property of the lens is lowered.
As aforementioned, there has not yet been provided an ocular lens material such as a contact lens material or an intraocular lens material, which shows particularly excellent stain resistance and excellent flexibility at the same time, and there has not yet been provided a process for easily producing such an ocular lens material.
An object of the present invention is to provide an ocular lens material which shows particularly excellent stain resistance and excellent flexibility at the same time in addition to excellent transparency.
A further object of the present invention is to provide a process for easily producing the above ocular lens material showing such excellent properties at the same time.
These and other objects of the present invention will become apparent from the description hereinafter.
SUMMARY OF THE INVENTION
In accordance with the present invention, there is provided an ocular lens material comprising a polymer prepared by polymerizing a polymerizable component for an ocular lens, containing
(A) 20 to 50% by weight of a silicon-containing alkyl acrylate,
(B) 20 to 50% by weight of a polysiloxane macromonomer in which a polymerizable group bonds to a siloxane main chain through at least one urethane bond, and which is represented by the formula (I):
[wherein A
1
is a group represented by the formula (II):
Y
21
—R
31
— (II)
in which Y21 is acryloyloxy group and R
31
is a linear or branched alkylene group having 2 to 6 carbon atoms;
A
2
is a group represented by the formula (III):
Y
22
—R
34
— (III)
in which Y
22
is acryloyloxy group and R
34
is a linear or branched alkylene group having 2 to 6 carbon atoms;
U
1
is a group represented by the formula (IV)
—X
21
—E
21
—X
25
—R
32
— (IV)
in which X
21
is a covalent bond, oxygen atom or an alkylene glycol group, E
21
is —NHCO— group (in this case, X
21
is a covalent bond and an urethane bond is formed between E
21
and X
25
) or a divalent group derived from a diisocyanate selected from a saturated aliphatic diisocyanate, an alicyclic diisocyanate and an aromatic diisocyanate (in this case, X
21
is oxygen atom or an alkylene glycol group and E
21
forms an urethane bond between X
21
and X
25
), X
25
is oxygen atom or an alkylene glycol group, and R
32
is a linear or branched alkylene group having 1 to 6 carbon atoms;
each of S
1
and S
2
is independently a group represented by the formula (V):
in which each of R
23
, R
24
, R
25
, R
26
, R
27
and R
28
is independently an alkyl group having 1 to 3 carbon atoms or phenyl group, K is an integer of 1 to 1500, L is 0 or an integer of 1 to 1500, and (K+L) is an integer of 1 to 1500;
U
2
is a group represented by the formula (VI):
—R
37
—X
27
—E
24
—X
28
—R
38
— (VI)
in which each of R
37
and R
38
is independently a linear or branched alkylene group having 1 to 6 carbon atoms, each of X
27
and X
28
is independently oxygen atom or an alkylene glycol group, and E
24
is a divalent group derived from a diisocyanate selected from a saturated aliphatic diisocyanate, an alicyclic diisocyanate and an aromatic diisocyanate (in this case, E
24
forms an urethane bond between X
27
and X
28
);
U
3
is a group represented by the formula (VII):
—R
33
—X
26
—E
22
—X
22
— (VII)
in which R
33
is a linear or branched alkylene group having 1 to 6 carbon atoms, X
22
is a covalent bond, oxygen atom or an alkylene glycol group, X
26
is oxygen atom or an alkylene glycol group, and E
22
is —NHCO— group (in this case, X
22
is a covalent bond and an urethane bond is formed between E
22
and X
26
) or a divalent group derived from a diisocyanate selected from a saturated aliphatic diisocyanate, an alicyclic diisocyanate and an aromatic diisocyanate (in this case, X
22
is oxygen atom or an alkylene glycol group and E
22
forms an urethane bond between X
22
and X
26
); and n is 0 or an integer of 1 to 10)],
(C) 10 to 50% by weight of at least one of hydroxyalkyl acrylates and at least one of hydroxyalkyl methacrylates, and
(D) 0.01 to 10% by weight of a crosslinkable compound having at least two polymerizable groups.
Furthermore, in accordance with the present invention, there is provided a process for producing an ocular lens material, characterized by mixing a polymerizable component for an ocular lens, containing
(A) 20 to 50% by weight of a silicon-containing alkyl acrylate,
(B) 20 to 50% by weight of a polysiloxane macromonomer in which a polymerizable group bonds to a siloxane main chain through at least one urethane bond, and which is represented by the formula (I):
[wherein A
1
is a group represented by the formula (II):
Y
21
—R
31
— (II)
in which Y
21
is acryloyloxy group and R
31
is a linear or branched alkylene group having 2 to 6 carbon atoms;
A
2
is a group represented by the formula (III):
Y
22
—R
34
— (III)
in which Y
22
is acryloyloxy group and R
34
is a linear or branched alkylene group having 2 to 6 carbon atoms;
U
1
is a group represented by the formula (IV):
—X
21
—E
21
—X
25
—R
32
— (IV)
in which X
21
is a covalent bond, oxygen atom or an alkylene glycol group, E
21
is —NHCO— group (in this case, X
21
is a covalent bond and an urethane bond is formed between E
21
and X
25
) or a divalent group derived from a diisocyanate selected from a saturated aliphatic diisocyanate, an alicyclic diisocyanate and an aromatic diisocyanate (in this case, X
21
is oxygen atom or an alkylene glycol group and E
21
forms an urethane bond between X
21
and X
25
), X
25
is oxygen atom or an alkylene glycol group, and R
32
is a linear or branched alkylene group having 1 to 6 carbon atoms;
each of S
1
and S
2
is independently a group represented by the formula (V):
in which each of R
23
, R
24
, R
25
, R
26
, R
27
and R
28
is independently an alkyl group having 1 to 3 carbon atoms or phenyl group, K is an integer of 1 to 1500, L is 0 or an integer of 1 to 1500, and (K+L) is an
Browdy and Neimark
Dawson Robert
Menicon Co. Ltd.
Peng Kuo-Liang
LandOfFree
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