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 PDF

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Publication number
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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CN
China
Prior art keywords
mixture
coloring film
coloured material
coloring
mass percent
Prior art date
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Pending
Application number
CN201510743021.7A
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Chinese (zh)
Inventor
简秀纹
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hongfujin Precision Industry Shenzhen Co Ltd
Hon Hai Precision Industry Co Ltd
Original Assignee
Hongfujin Precision Industry Shenzhen Co Ltd
Hon Hai Precision Industry Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hongfujin Precision Industry Shenzhen Co Ltd, Hon Hai Precision Industry Co Ltd filed Critical Hongfujin Precision Industry Shenzhen Co Ltd
Priority to CN201510743021.7A priority Critical patent/CN106674420A/en
Publication of CN106674420A publication Critical patent/CN106674420A/en
Pending legal-status Critical Current

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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

Coloured material, coloring film and preparation method thereof, eye lens
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.
CN201510743021.7A 2015-11-05 2015-11-05 Coloring material, coloring film, preparation method of coloring film and eye ophthalmic lens Pending CN106674420A (en)

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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Application Number Priority Date Filing Date Title
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)

* Cited by examiner, † Cited by third party
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

Patent Citations (2)

* Cited by examiner, † Cited by third party
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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