CN106674420A - Coloring material, coloring film, preparation method of coloring film and eye ophthalmic lens - Google Patents
Coloring material, coloring film, preparation method of coloring film and eye ophthalmic lens Download PDFInfo
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- CN106674420A CN106674420A CN201510743021.7A CN201510743021A CN106674420A CN 106674420 A CN106674420 A CN 106674420A CN 201510743021 A CN201510743021 A CN 201510743021A CN 106674420 A CN106674420 A CN 106674420A
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- mixture
- coloring film
- coloured material
- coloring
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Abstract
The invention discloses a preparation method of a coloring film. The preparation method comprises the following steps: mixing a hydrophilic monomer, a vinyl monomer containing catechol groups, a cross-linking agent and an initiating agent, thus obtaining a mixture; adding active pigment and a solvent in the mixture, and uniformly mixing, thus forming a coloring material; coating the coloring material on a die, carrying out heating or ultraviolet irradiation, and enabling the hydrophilic monomer, the vinyl monomer containing the catechol groups, the initiating agent and the cross-linking agent to subject to polymerization reaction, thus forming the coloring film. The invention also provides the coloring film prepared through the preparation method, the coloring material used for preparing the coloring film and eye ophthalmic lens prepared by applying the coloring film.
Description
Technical field
The present invention relates to a kind of preparation method of coloring film, and prepared by the preparation method
Coloring film, the coloured material for preparing the coloring film and containing the ophthalmically acceptable of the eye lens coloring film
Eyeglass.
Background technology
In recent years, as the quantity of myopia population is more and more, contact lenses because its is portable,
Characteristic attractive in appearance and be widely used.Wherein, coloured contact lenses (U.S. pupil) are even more wide
Favored.Coloring matter is generally comprised in Tinted contact lenses.However, such coloring matter
The easily disengaging from contact lenses in use so that the use longevity of Tinted contact lenses
Life is greatly shortened.
The content of the invention
In view of this, it is necessary to provide it is a kind of can the strong coloring film of adhesiveness preparation method.
Separately, there is a need to a kind of coloring film prepared by above-mentioned preparation method is provided, preparing should
Coloured material and the eye lens using the coloring film used by coloring film.
A kind of preparation method of coloring film, it is comprised the following steps:By hydrophilic monomer, contain
The vinyl monomer of catechol group, crosslinking agent and initiator are mixed to get mixture;It is past
Reactive pigment is with solvent and is well mixed to form a coloured material for addition in said mixture;
And above-mentioned coloured material is coated on mould and heated or ultraviolet light, make institute
State hydrophilic monomer, the vinyl monomer containing catechol group, initiator and crosslinking agent to send out
Raw polymerisation, to form coloring film.
A kind of coloured material, including reactive pigment and solvent, the coloured material also include by
The mixing of hydrophilic monomer, the vinyl monomer containing catechol group, crosslinking agent and initiator
Mixture.
A kind of coloring film, the coloring film by hydrophilic monomer in coloured material as above,
Vinyl monomer containing catechol group, initiator and crosslinking agent be heated or ultraviolet lighting
Penetrate generation polymerisation to be obtained.
A kind of eye lens, the eye lens include a hydrogel or silicone-hydrogel matrix,
And it is incorporated into the coloring film on the hydrogel or the surface of silicone-hydrogel matrix one, the coloring film
By hydrophilic monomer, the vinyl list containing catechol group in coloured material as above
Body, initiator and crosslinking agent are heated or ultraviolet light occurs polymerisation and is obtained.
Coloring film prepared by above-mentioned preparation method, it contains the vinyl monomer of catechol group
In the active group of catechol group and reactive pigment form covalent bond, to strengthen to face
The adhesiveness of material strengthens, so that reactive pigment is difficult to depart from from coloring film, and works as institute
When stating coloring film and being applied in eye lens, the catechol group and water in the coloring film
The group (such as amido) of gel or silicone-hydrogel matrix forms covalent bond so that coloring film with
Adhesiveness between hydrogel or silicone-hydrogel matrix strengthens, so as to avoid the de- of coloring film
Fall.
Specific embodiment
Better embodiment of the present invention provides the preparation of a coloring film being applied in eye lens
Method, it is comprised the following steps:
Step S1, by hydrophilic monomer, the vinyl monomer containing catechol group, crosslinking
Agent and initiator are mixed to get mixture.Wherein, the hydrophilic monomer is in the mixture
In mass percent be 42%~78%, the vinyl monomer containing catechol group exists
Mass percent in the mixture is 0.5%~15%, and the crosslinking agent is in the mixing
Mass percent in thing is 10%~38%, quality of the initiator in the mixture
Percentage is 1%~8%.
The hydrophilic monomer is the conventional hydrophily list for preparing hydrogel or silicone-hydrogel
Body, its may be selected from hydroxyethyl methacrylate (HEMA), methyl methacrylate (MMA),
Dimethyl silicone polymer, 3- methacrylic acids propyl group three (trimethoxy silicon), N- vinyl
Pyrrolidones (NVP), GMA, N, N- DMAAs
And the methacrylic compound such as methyl acrylate (MA) or the one kind in acyclic compound
Or it is several.
The vinyl monomer containing catechol group may be selected from 3,4- dihydroxy benzenes ethyls-
MethacrylimideAnd its derivative and 3,4- dihydroxy benzenes ethyls-
MethacrylateAnd its at least one in derivative.The 3,4- dihydroxies
The chemical formula of the derivative of base phenethyl-methacrylimide isThe 3,4-
The chemical formula of the derivative of dihydroxy benzenes ethyl-methacrylate isWherein,
R1、R2、R3For identical or different substituent.
The crosslinking agent can adopt GDMA (EGDMA), three hydroxyl first
Base propane trimethyl acrylic ester (TMPTMA) etc. is conventionally used for preparing the friendship of eye lens
Connection agent, the initiator (can be changed using azodiisobutyronitrile (AIBN), Irgacure-1173
Work industry standard number) etc. be conventionally used for preparing the initiator of eye lens.
Step S2, reactive pigment is with solvent and is well mixed with shape for addition toward said mixture
Into a coloured material.The reactive pigment can adopt and be conventionally used for preparing having for eye lens
One or more of the reactive pigment of active group, its species can be selected according to actual needs
Select, such as C.I. active blue 19s, C.I. active reds 11, C.I. active yellows 15.The solvent
Can be toluene and methyl alcohol etc. be conventionally used for preparing the solvent of eye lens one or more.Institute
It is 24%~78% to state mass percent of the mixture in the coloured material, the active face
Mass percent of the material in the coloured material is 17%~45%, and the solvent is described
The mass percent of color material is 5%~31%.
Step S3, above-mentioned coloured material is coated on the die inwall of mould and heated
Or ultraviolet light, make the hydrophilic monomer, the vinyl monomer containing catechol group,
There is polymerisation in initiator and crosslinking agent, to form the coloring film.In present embodiment
In, the thickness of the coloring film is 1 μm~40 μm.It is described heating or ultraviolet light when
Between be 10s~120s.
Catechol group in the coloring film can be formed altogether with the active group of reactive pigment
Valence link, to strengthen the adhesiveness to reactive pigment, so that reactive pigment is difficult from coloring
Depart from film.
The present invention is specifically described below by embodiment.
Embodiment 1
By mass percentage, by 68% hydroxyethyl methacrylate, the 3,4- of 12.2%
Dihydroxy benzenes Ethyl-Methyl acrylimide, 3% azodiisobutyronitrile, 16.8% diformazan
Base acrylic acid glycol ester is mixed to get mixture.Add C.I. active toward said mixture
Blue 19 and toluene and it is well mixed to form a coloured material.Wherein, the mixture is in institute
The mass percent stated in coloured material is 31%, and the C.I. active blue 19s are in the coloring
Mass percent in material is 38%, quality hundred of the toluene in the coloured material
Divide than being 31%.45s is coated on mould and irradiated under ultraviolet light to the coloured material
Obtain coloring film.
Embodiment 2
By mass percentage, by 75% hydroxyethyl methacrylate, 5.5% 3,4- bis-
Leptodactyline-methacrylimide, 4.5% Irgacure-1173,15% dimethyl
Acrylic acid glycol ester is mixed to get mixture.C.I. active reds are added toward said mixture
11 and toluene and it is well mixed to form a coloured material.Wherein, the mixture is described
Mass percent in coloured material is 49%, and the C.I. active reds 11 are in the coloring material
Mass percent in material is 41%, quality percentage of the toluene in the coloured material
Than for 10%.The coloured material is coated on mould and irradiates 10s under ultraviolet light and is obtained
To coloring film.
Embodiment 3
By mass percentage, by 78% methyl methacrylate, 1.8% 3,4- dihydroxies
Base phenethyl-methacrylate, 3% azodiisobutyronitrile, 17.2% trihydroxy methyl third
Alkane trimethyl acrylic ester is mixed to get mixture.Add C.I. active toward said mixture
Blue 19 and methyl alcohol and it is well mixed to form a coloured material.Wherein, the mixture is in institute
The mass percent stated in coloured material is 65%, and the C.I. active blue 19s are in the coloring
Mass percent in material is 30%, quality hundred of the methyl alcohol in the coloured material
Divide than being 5%.60s is coated on mould and irradiated under ultraviolet light to the coloured material
Obtain coloring film.
Embodiment of the present invention also provides the coloured material for preparing above-mentioned coloring film, its bag
Include reactive pigment, solvent and by hydrophilic monomer, the vinyl containing catechol group
The mixture that monomer, crosslinking agent and initiator are mixed.Wherein, the hydrophilic monomer
Mass percent in the mixture is 42%~78%, described containing catechol group
Mass percent of the vinyl monomer in the mixture is 0.5%~15%, the crosslinking
Mass percent of the agent in the mixture is 10%~38%, and the initiator is described mixed
Mass percent in compound is 1%~8%.Matter of the mixture in the coloured material
Amount percentage is 24%~78%, quality percentage of the reactive pigment in the coloured material
Than for 17%~45%, the solvent is 5%~31% in the mass percent of the coloured material.
In heating or ultraviolet light, hydrophilic monomer in the coloured material, containing adjacent benzene two
There is polymerisation in vinyl monomer, initiator and the crosslinking agent that phenolic group is rolled into a ball, so as to obtain
State coloring film.
Embodiment of the present invention also provides a kind of coloring film, and it is by the institute in above-mentioned coloured material
State hydrophilic monomer, the vinyl monomer containing catechol group, initiator and crosslinking agent to exist
There is polymerisation under heating or ultraviolet light conditions to be obtained.In the present embodiment, it is described
The thickness of color film is 1 μm~40 μm.
Embodiment of the present invention also provides a kind of eye lens, and it includes a hydrogel or silicon water
Gel-in-matrix and one it is incorporated into a coloring film on the surface of hydrogel matrix one.Wherein, can root
The coloring film is obtained according to the preparation method of above-mentioned coloring film, is then added toward die and is prepared
The raw material of hydrogel or silicone-hydrogel matrix, treats that ultraviolet light forms hydrogel or silicon water-setting
After matrix body so that the coloring film is incorporated into the table of the hydrogel or silicone-hydrogel matrix
Face.Wherein, the catechol group of the coloring film and hydrogel or silicone-hydrogel matrix
Group (such as amido) forms covalent bond so that coloring film and hydrogel or silicone-hydrogel matrix
Between adhesiveness strengthen, so as to avoid coloring film from hydrogel or silicone-hydrogel matrix
Come off.
In addition, for the person of ordinary skill of the art, can be with skill of the invention
Art design make other it is various it is corresponding change with deformation, and it is all these change and deform all
The protection domain of the claims in the present invention should be belonged to.
Claims (14)
1. a kind of preparation method of coloring film, it is comprised the following steps:
By hydrophilic monomer, the vinyl monomer containing catechol group, crosslinking agent and initiation
Agent is mixed to get mixture;
Reactive pigment is with solvent and is well mixed to form a coloring for addition toward said mixture
Material;And
Above-mentioned coloured material is coated on mould and heated or ultraviolet light, institute is made
State hydrophilic monomer, the vinyl monomer containing catechol group, initiator and crosslinking agent to send out
Raw polymerisation, to form coloring film.
2. the preparation method of coloring film as claimed in claim 1, it is characterised in that described
Mass percent of the hydrophilic monomer in the mixture is 42%~78%, described containing adjacent benzene
Mass percent of the vinyl monomer of diphenol group in the mixture is 0.5%~15%,
Mass percent of the crosslinking agent in the mixture is 10%~38%, the initiator
Mass percent in the mixture is 1%~8%, and the mixture is in the coloring material
Mass percent in material is 24%~78%, and the reactive pigment is in the coloured material
Mass percent is 17%~45%, and the solvent is in the mass percent of the coloured material
5%~31%.
3. the preparation method of coloring film as claimed in claim 2, it is characterised in that described
Vinyl monomer containing catechol group is selected from 3,4- dihydroxy benzenes Ethyl-Methyl acryloyls
Imines and its derivative and 3,4- dihydroxy benzenes ethyl-methacrylate and its derivative
In at least one.
4. the preparation method of coloring film as claimed in claim 2, it is characterised in that described
Hydrophilic monomer in methacrylic compound and acyclic compound at least one
Kind.
5. the preparation method of coloring film as claimed in claim 4, it is characterised in that described
Hydrophilic monomer is selected from hydroxyethyl methacrylate, methyl methacrylate, poly dimethyl silicon
Oxygen alkane, 3- methacrylic acids propyl group three (trimethoxy silicon), NVP,
GMA, N, in N- DMAAs and methyl acrylate extremely
Few one kind.
6. a kind of coloured material, the coloured material includes reactive pigment and solvent, its feature
It is that the coloured material is also included by hydrophilic monomer, the ethene containing catechol group
The mixture that base monomer, crosslinking agent and initiator are mixed.
7. coloured material as claimed in claim 6, it is characterised in that the hydrophily list
Mass percent of the body in the mixture is 42%~78%, described containing catechol group
Mass percent of the vinyl monomer in the mixture be 0.5%~15%, the friendship
Mass percent of the connection agent in the mixture is 10%~38%, and the initiator is described
Mass percent in mixture is 1%~8%, and the mixture is in the coloured material
Mass percent is 24%~78%, quality hundred of the reactive pigment in the coloured material
Divide than being 17%~45%, the solvent is in the mass percent of the coloured material
5%~31%.
8. coloured material as claimed in claim 7, it is characterised in that described containing adjacent benzene two
The vinyl monomer of phenolic group group selected from 3,4- dihydroxy benzenes Ethyl-Methyl acrylimides and its
In derivative and 3,4- dihydroxy benzenes ethyl-methacrylate and its derivative at least
It is a kind of.
9. coloured material as claimed in claim 7, it is characterised in that the hydrophily list
At least one of the body in methacrylic compound and acyclic compound.
10. coloured material as claimed in claim 9, it is characterised in that the hydrophily
Monomer selected from hydroxyethyl methacrylate, methyl methacrylate, dimethyl silicone polymer,
3- methacrylic acids propyl group three (trimethoxy silicon), NVP, methyl-prop
Olefin(e) acid ethylene oxidic ester, N, at least one in N- DMAAs and methyl acrylate.
11. a kind of coloring films, it is characterised in that the coloring film is by such as claim 6-10
Hydrophilic monomer, the vinyl containing catechol group in coloured material described in any one
Monomer, initiator and crosslinking agent are heated or ultraviolet light occurs polymerisation and is obtained.
12. coloring films as claimed in claim 11, it is characterised in that the coloring film
Thickness is 1 μm~40 μm.
A kind of 13. eye lens, the eye lens include a hydrogel or silicone-hydrogel base
Body and the coloring film on the hydrogel or the surface of silicone-hydrogel matrix one is incorporated into, its feature
It is, coloring film parent in the coloured material as described in claim 6-10 any one
Aqueous monomers, the vinyl monomer containing catechol group, initiator and crosslinking agent are heated
Or there is polymerisation and be obtained in ultraviolet light.
14. eye lens as claimed in claim 13, it is characterised in that the coloring film
Thickness be 1 μm~40 μm.
Priority Applications (1)
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CN201510743021.7A CN106674420A (en) | 2015-11-05 | 2015-11-05 | Coloring material, coloring film, preparation method of coloring film and eye ophthalmic lens |
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CN201510743021.7A CN106674420A (en) | 2015-11-05 | 2015-11-05 | Coloring material, coloring film, preparation method of coloring film and eye ophthalmic lens |
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Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100773571B1 (en) * | 2007-02-09 | 2007-11-07 | 이원희 | The contact lens coloring ink paste and manufacturing method of the color contact lens which it uses |
US20120078296A1 (en) * | 2006-08-04 | 2012-03-29 | Knc Ner Acquisition Sub, Inc. | Biomimetic compounds and synthetic methods therefor |
-
2015
- 2015-11-05 CN CN201510743021.7A patent/CN106674420A/en active Pending
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20120078296A1 (en) * | 2006-08-04 | 2012-03-29 | Knc Ner Acquisition Sub, Inc. | Biomimetic compounds and synthetic methods therefor |
KR100773571B1 (en) * | 2007-02-09 | 2007-11-07 | 이원희 | The contact lens coloring ink paste and manufacturing method of the color contact lens which it uses |
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