CN113717321A - Preparation method of light-cured resin lens monomer - Google Patents

Preparation method of light-cured resin lens monomer Download PDF

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Publication number
CN113717321A
CN113717321A CN202111103267.XA CN202111103267A CN113717321A CN 113717321 A CN113717321 A CN 113717321A CN 202111103267 A CN202111103267 A CN 202111103267A CN 113717321 A CN113717321 A CN 113717321A
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CN
China
Prior art keywords
lens
mixture
resin
trimethylbenzoyl
diphenyl
Prior art date
Legal status (The legal status 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 status listed.)
Pending
Application number
CN202111103267.XA
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Chinese (zh)
Inventor
谢公晚
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Mingyue Lens Co ltd
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Mingyue Lens Co ltd
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Priority to CN202111103267.XA priority Critical patent/CN113717321A/en
Publication of CN113717321A publication Critical patent/CN113717321A/en
Pending legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/10Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers containing more than one epoxy radical per molecule
    • C08F283/105Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers containing more than one epoxy radical per molecule on to unsaturated polymers containing more than one epoxy radical per molecule
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00Processes of polymerisation
    • C08F2/46Polymerisation initiated by wave energy or particle radiation
    • C08F2/48Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F265/00Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/04Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F290/00Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/02Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
    • C08F290/06Polymers provided for in subclass C08G
    • C08F290/062Polyethers
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Casting Or Compression Moulding Of Plastics Or The Like (AREA)

Abstract

The invention discloses a preparation method of a light-cured resin lens monomer, which comprises the following steps: providing polyethylene glycol epoxy acrylate, poly (dipropylene glycol acrylate), poly (trimethylolpropane acrylate) and poly (hydroxyethyl methacrylate), and preliminarily mixing and blending to prepare a resin monomer A; providing at least one or two of diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide, 2-hydroxy-2-methyl-1-phenyl acetone and 1-hydroxycyclohexyl phenyl ketone, and stirring in vacuum to prepare a mixture B; and extracting 100 parts of resin monomer A and 5 parts of mixture B, and stirring in a vacuum reaction kettle for 30min in vacuum until the resin monomer A and the mixture B are fully dissolved to obtain the resin lens raw material. According to the invention, the resin monomer A and the mixture B are extracted to prepare the resin lens raw material, and the resin lens raw material is subjected to ultraviolet curing molding, so that the curing time is shortened, the quality of a lens product is ensured, the refractive index of the lens is ensured, the wearing comfort is improved, and the vision is effectively prevented and controlled.

Description

Preparation method of light-cured resin lens monomer
Technical Field
The invention belongs to the technical field of lenses, and particularly relates to a preparation method of a photocurable resin lens monomer.
Background
At present, a thermosetting process is generally adopted in a resin lens forming process, the process is that a glass mold filled with optical resin monomers is pre-gelled for a certain time and then sent into curing equipment for heating, so that the optical resin monomers are cured and formed, the curing time is long, the production period is 20-40 hours, the production efficiency of the resin lens is seriously influenced, the production energy consumption is high, and the cost is high. In addition, the blending of the resin monomer also influences the curing efficiency, the surface definition and the optical refractive index of the lens, and a novel and efficient preparation method of the resin lens with better surface performance is lacked.
Disclosure of Invention
In view of the above, the technical problem to be solved by the present invention is to provide a method for preparing a photocurable resin lens monomer, which is used to avoid the problem that the conventional resin lens has poor surface quality due to simple ingredients and low curing efficiency.
In order to solve the technical problem, the invention discloses a preparation method of a photocurable resin lens monomer, which comprises the following steps:
step a, providing 25-35% of polyethylene glycol epoxy acrylate, 30-40% of poly (dipropylene glycol) acrylate, 5-15% of poly (trimethylolpropane) acrylate, 5-15% of styrene and 5-10% of polyhydroxyethyl methacrylate, preliminarily mixing and blending to obtain a resin monomer A, and storing in vacuum;
b, providing diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide, matching with at least one or two of 2-hydroxy-2-methyl-1-phenyl acetone and 1-hydroxycyclohexyl phenyl ketone, and stirring in vacuum to prepare a mixture B;
c, extracting 100 parts of resin monomer A and 5 parts of mixture B, and stirring in a vacuum reaction kettle for 30min in vacuum until the resin monomer A and the mixture B are fully dissolved to obtain a resin lens raw material;
d, pouring the resin lens raw material into a glass mold, and curing for 10min through ultraviolet light to form;
e, separating the glass mold by using a mold opening knife to obtain a cured resin lens, cleaning the cured resin lens, and then sending the cured resin lens into hardening liquid for hardening;
and f, sending the hardened resin lens into a film coating machine for coating, cleaning, taking out and packaging.
According to an embodiment of the present invention, in the step B, when the mixture B is prepared by mixing diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide with 2-hydroxy-2-methyl-1-phenyl acetone, the content of diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide is 3% to 5%, and the content of 2-hydroxy-2-methyl-1-phenyl acetone is 5% to 10%.
According to an embodiment of the present invention, in the step B, when the mixture B is prepared by diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide with 1-hydroxycyclohexyl phenyl ketone, the content of diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide is 4% to 6%, and the content of 1-hydroxycyclohexyl phenyl ketone is 4% to 8%.
According to an embodiment of the present invention, in the step B, when the mixture B is prepared by diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide, and 2-hydroxy-2-methyl-1-phenyl acetone and 1-hydroxycyclohexyl phenyl ketone, the content of diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide is 3% to 6%, the content of 2-hydroxy-2-methyl-1-phenyl acetone is 2% to 4%, and the content of 1-hydroxycyclohexyl phenyl ketone is 2% to 6%.
According to an embodiment of the present invention, the refractive index of the lens coated in the step f is 1.56 to 1.60.
Compared with the prior art, the invention can obtain the following technical effects:
through extracting resin monomer A and mixture B, prepare resin lens raw materials, through the ultraviolet curing shaping, shorten curing time, guarantee lens product quality simultaneously, guarantee the refracting index of lens, improve the comfort of wearing, effectively prevent and control eyesight.
Of course, it is not necessary for any one product in which the invention is practiced to achieve all of the above-described technical effects simultaneously.
Detailed Description
The following embodiments are described in detail with reference to the accompanying drawings, so that how to implement the technical features of the present invention to solve the technical problems and achieve the technical effects can be fully understood and implemented.
The invention discloses a preparation method of a light-cured resin lens monomer, which comprises the following steps:
step a, providing 25-35% of polyethylene glycol epoxy acrylate, 30-40% of poly (dipropylene glycol) acrylate, 5-15% of poly (trimethylolpropane) acrylate, 5-15% of styrene and 5-10% of polyhydroxyethyl methacrylate, preliminarily mixing and blending to obtain a resin monomer A, and storing in vacuum;
b, providing diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide, matching with at least one or two of 2-hydroxy-2-methyl-1-phenyl acetone and 1-hydroxycyclohexyl phenyl ketone, and stirring in vacuum to prepare a mixture B;
c, extracting 100 parts of resin monomer A and 5 parts of mixture B, and stirring in a vacuum reaction kettle for 30min in vacuum until the resin monomer A and the mixture B are fully dissolved to obtain a resin lens raw material;
d, pouring the resin lens raw material into a glass mold, and curing for 10min through ultraviolet light to form;
e, separating the glass mold by using a mold opening knife to obtain a cured resin lens, cleaning the cured resin lens, and then sending the cured resin lens into hardening liquid for hardening;
and f, sending the hardened resin lens into a film coating machine for coating, cleaning, taking out and packaging.
In the preparation process, the resin monomer A is prepared from polyethylene glycol epoxy acrylate, poly (dipropylene glycol acrylate), poly (trimethylolpropane acrylate), styrene and polyhydroxyethyl methacrylate, is an acrylic resin monomer, specifically contains polyalcohol acrylate, and is used as a resin monomer raw material, so that the cured and formed lens has better light transmission performance and better antireflection performance. And during modulation, the content of the modified resin is reasonably controlled, and the cured lens has higher hardness.
In the step B, when the mixture B is prepared by diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide and 2-hydroxy-2-methyl-1-phenyl acetone, the content of the diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide is 3% -5%, and the content of the 2-hydroxy-2-methyl-1-phenyl acetone is 5% -10%. Among them, diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide can conveniently realize photocuring, and 2-hydroxy-2-methyl-1-phenyl acetone can improve the optical performance of the lens.
In the step B, when the mixture B is prepared by diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide and 1-hydroxycyclohexyl phenyl ketone, the content of the diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide is 4% -6%, and the content of the 1-hydroxycyclohexyl phenyl ketone is 4% -8%. In this embodiment, diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide can conveniently achieve photocuring, while 1-hydroxycyclohexyl phenyl ketone improves the optical properties of the lens, increasing the refractive index of light.
In the step B, when the mixture B is prepared by diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide and is matched with 2-hydroxy-2-methyl-1-phenyl acetone and 1-hydroxycyclohexyl phenyl ketone, the content of the diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide is 3% -6%, the content of the 2-hydroxy-2-methyl-1-phenyl acetone is 2% -4%, and the content of the 1-hydroxycyclohexyl phenyl ketone is 2% -6%. In this embodiment, diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide can be conveniently cured by light, and after 2-hydroxy-2-methyl-1-phenyl acetone and 1-hydroxycyclohexyl phenyl ketone are used in combination, the surface layer and the deep layer are mixed to jointly improve the optical performance of the lens.
The refractive index of the lens coated in the step f is 1.56-1.60, and the lens is light, thin and comfortable to wear.
In conclusion, the resin monomer A and the mixture B are extracted to prepare the resin lens raw material, and the resin lens raw material is subjected to ultraviolet curing molding, so that the curing time is shortened, the quality of a lens product is ensured, the refractive index of the lens is ensured, the wearing comfort is improved, and the vision is effectively prevented and controlled.
The foregoing description shows and describes several preferred embodiments of the invention, but as aforementioned, it is to be understood that the invention is not limited to the forms disclosed herein, but is not to be construed as excluding other embodiments and is capable of use in various other combinations, modifications, and environments and is capable of changes within the scope of the inventive concept as expressed herein, commensurate with the above teachings, or the skill or knowledge of the relevant art. And that modifications and variations may be effected by those skilled in the art without departing from the spirit and scope of the invention as defined by the appended claims.

Claims (5)

1. A method for preparing a photocurable resin lens monomer is characterized by comprising the following steps:
step a, providing 25-35% of polyethylene glycol epoxy acrylate, 30-40% of poly (dipropylene glycol) acrylate, 5-15% of poly (trimethylolpropane) acrylate, 5-15% of styrene and 5-10% of polyhydroxyethyl methacrylate, preliminarily mixing and blending to obtain a resin monomer A, and storing in vacuum;
b, providing diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide, matching with at least one or two of 2-hydroxy-2-methyl-1-phenyl acetone and 1-hydroxycyclohexyl phenyl ketone, and stirring in vacuum to prepare a mixture B;
c, extracting 100 parts of resin monomer A and 5 parts of mixture B, and stirring in a vacuum reaction kettle for 30min in vacuum until the resin monomer A and the mixture B are fully dissolved to obtain a resin lens raw material;
d, pouring the resin lens raw material into a glass mold, and curing for 10min through ultraviolet light to form;
e, separating the glass mold by using a mold opening knife to obtain a cured resin lens, cleaning the cured resin lens, and then sending the cured resin lens into hardening liquid for hardening;
and f, sending the hardened resin lens into a film coating machine for coating, cleaning, taking out and packaging.
2. The method for preparing a photocurable lens monomer according to claim 1, wherein in the step B, when the mixture B is prepared from diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide and 2-hydroxy-2-methyl-1-phenylpropanone, the content of diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide is 3% to 5% and the content of 2-hydroxy-2-methyl-1-phenylpropanone is 5% to 10%.
3. The method for preparing a photocurable lens monomer according to claim 1, wherein in the step B, when the mixture B is prepared from diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide and 1-hydroxycyclohexyl phenyl ketone, the content of diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide is 4% to 6% and the content of 1-hydroxycyclohexyl phenyl ketone is 4% to 8%.
4. The method for preparing a photocurable lens monomer according to claim 1, wherein in the step B, when the mixture B is prepared from diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide in combination with 2-hydroxy-2-methyl-1-phenylpropanone and 1-hydroxycyclohexyl phenyl ketone, the diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide content is 3% to 6%, the 2-hydroxy-2-methyl-1-phenylpropanone content is 2% to 4%, and the 1-hydroxycyclohexyl phenyl ketone content is 2% to 6%.
5. The method of claim 1, wherein the refractive index of the coated lens of step f is 1.56-1.60.
CN202111103267.XA 2021-09-22 2021-09-22 Preparation method of light-cured resin lens monomer Pending CN113717321A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114921081A (en) * 2022-06-13 2022-08-19 江苏全真光学科技股份有限公司 Photo-curing resin lens monomer and preparation method thereof

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6309585B1 (en) * 1999-04-23 2001-10-30 Rodenstock North America, Inc. Curable casting compositions having a high refractive index and high impact resistance
US20020004574A1 (en) * 1999-07-16 2002-01-10 William M. Hung Polymerizable composition and optical articles using the same
JP2010265346A (en) * 2009-05-13 2010-11-25 Nippon Kayaku Co Ltd Energy ray-curable resin composition for optical lens sheet and cured product thereof
CN106699996A (en) * 2015-11-17 2017-05-24 上海伟星光学有限公司 Resin lens with ultraviolet photocuring refractive index of 1.56 and production method thereof
CN108456284A (en) * 2018-04-13 2018-08-28 江苏康耐特光学有限公司 A kind of anti-blue light resin lens and preparation method thereof
CN113400692A (en) * 2021-06-29 2021-09-17 明月镜片股份有限公司 Manufacturing process of ultraviolet light photocuring resin lens

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6309585B1 (en) * 1999-04-23 2001-10-30 Rodenstock North America, Inc. Curable casting compositions having a high refractive index and high impact resistance
US20020004574A1 (en) * 1999-07-16 2002-01-10 William M. Hung Polymerizable composition and optical articles using the same
JP2010265346A (en) * 2009-05-13 2010-11-25 Nippon Kayaku Co Ltd Energy ray-curable resin composition for optical lens sheet and cured product thereof
CN106699996A (en) * 2015-11-17 2017-05-24 上海伟星光学有限公司 Resin lens with ultraviolet photocuring refractive index of 1.56 and production method thereof
CN108456284A (en) * 2018-04-13 2018-08-28 江苏康耐特光学有限公司 A kind of anti-blue light resin lens and preparation method thereof
CN113400692A (en) * 2021-06-29 2021-09-17 明月镜片股份有限公司 Manufacturing process of ultraviolet light photocuring resin lens

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114921081A (en) * 2022-06-13 2022-08-19 江苏全真光学科技股份有限公司 Photo-curing resin lens monomer and preparation method thereof

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