CN105934690A - Resin composition for use in optical component and optical component using same - Google Patents

Resin composition for use in optical component and optical component using same Download PDF

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Publication number
CN105934690A
CN105934690A CN201580005784.XA CN201580005784A CN105934690A CN 105934690 A CN105934690 A CN 105934690A CN 201580005784 A CN201580005784 A CN 201580005784A CN 105934690 A CN105934690 A CN 105934690A
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CN
China
Prior art keywords
resin composition
resin
viscosity
epoxy resin
refractive index
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CN201580005784.XA
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Chinese (zh)
Inventor
田中友纪子
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Nitto Denko Corp
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Nitto Denko Corp
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Publication of CN105934690A publication Critical patent/CN105934690A/en
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/22—Di-epoxy compounds
    • C08G59/24—Di-epoxy compounds carbocyclic
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G02B1/041—Lenses

Abstract

This resin composition for use in an optical component exhibits a viscosity in the 0.1-20 Pa s range at 25 DEG C and thus excels in terms of handling properties and the like, and since said resin composition exhibits a viscosity in said range without using an organic solvent, problems such as an organic solvent volatilizing during light curing and molding and voids being formed in the cured substance are eliminated. This resin composition for use in an optical component can be light-cured on top of a transparent substrate such as a glass plate, integrating said resin composition with said transparent substrate and making it possible to manufacture a high-quality hybrid lens. The substance obtained by curing this resin composition for use in an optical component has a high index of refraction and a low Abbe number and thus exhibits a high degree of transparency and minimal heat discoloration, improving the optical design properties of a thin film of said substance. Also, by curing this resin composition by itself, a highly heat-resistant plastic lens, for example, can be manufactured.

Description

Resin composition and use the optics that this resin combination manufactures
Technical field
The present invention relates to a kind of photocurable resin compositions and the optics using this resin combination to manufacture, this light Curable resin composition has with the high transparency of low-loss transmission optical signal in the transparent resin for the purpose of optical application Property, and excellent heat resistance, bonding etc. the various opticses being suitable between optical lens, optically focused diverging lens, optics Material etc..
Background technology
In the camera head that recent optics such as mobile phone, digital camera etc. are used, shooting is installed Optical lens, as this lens material, generally use optics glass, transparent plastic material.In particular with in recent years having The popularity rate having the mobile phone of camera function increases, it is desirable to much less expensively manufacture optical lens, accordingly, because optically transparent And the simplicity in lens design, polyolefine material becomes the main flow of plastic lens material.On the other hand, camera head is to printing The installation of substrate usually uses the pin inserted mode of slot up to now or imaging apparatus Reflow Soldering is installed to printed base plate After on, lens unit is installed to the mode of imaging apparatus, for the purpose produced the most in large quantities, highly desirable will take the photograph As the Reflow Soldering of device own is installed on printed base plate.
But, when being itself mounted on printed base plate by camera head by Reflow Soldering mode, above-mentioned plastic lens is by cruelly It is exposed under the hot environment of more than softening point, the problem that therefore can produce softening, size distortion.Therefore, such in order to solve Problem, using the high epoxy resin of thermostability as the resin combination of main component as opticses such as optical lenses Material is studied.Such as, use belong to heat stable resin photocurable resin utilize the manufacture method of impressing mode by The most practical, this impressing mode can list following methods etc.: is pressed against on resin material by shaping processing mold and is formed Specific fine pattern or concaveconvex shape thing (such as patent documentation 1).
Recently, along with slimming, the high-resolution of optical lens, it is desirable to the resin material of higher refractive index.In order to carry The refractive index of high resin compositions, needs to use the raw material with high index of refraction, for example, as it is known that have the material of phenyl ring in skeleton The generally refractive index such as material is high, and to improving, refractive index is useful, but on the contrary, owing to the light of aromatic ring absorbs, the transparency can reduce or add Thermochromism is poor.It addition, generally high-index material uses rigid structure, therefore, the most at normal temperatures character in solid and Fusing point is high temperature.Such as, the epoxy resin as fluorene skeleton known to high-index material is carried out various research, but due to At normal temperatures in solid-state, the viscosity of melted rear material is the highest, therefore, has along with the addition along with high index of refraction increases, Resin also in high viscosity, treatability deteriorate worry.It addition, similarly, normally used para-position has the biphenyl of glycidyl The epoxy resin of skeleton etc. are the most also in solid-state and fusing point is the highest, and therefore, having the compositions obtained is high viscosity, treatability The worry of difference.To this, take to be compounded the countermeasure (patent documentation 2,3) such as solvent, mixing liquid epoxy resin.
Prior art literature
Patent documentation
Patent documentation 1: No. 3926380 publications of Japanese Patent Publication No.
Patent documentation 2: Japanese Unexamined Patent Publication 2012-129010 publication
Patent documentation 3: Japanese Unexamined Patent Publication 2011-225773 publication
Summary of the invention
The problem that invention is to be solved
As it has been described above, in the prior art, there is viscosity and uprise, lack the problem of treatability in the high index of refraction of resin, Or the problem that high transparent cannot be obtained.
The present invention makes in light of this situation, its object is to, it is provided that a kind of resin composition And using its optics, this resin composition to have treatability and the high transparent of excellence, thermostability is also Excellence, after being suitable as optics material, and solidification, changeable refractive index becomes high index of refraction.
For solving the scheme of problem
In order to reach above-mentioned purpose, the 1st purport of the present invention is, a kind of resin composition, optics By resin combination viscosity at 25 DEG C in the scope of 0.1～20Pa s, and the solidfied material of resin composition Refractive index be more than 1.57, Abbe number 20～40 scope.
It addition, the 2nd purport of the present invention is a kind of optics, it is by the resin group used for optical part of above-mentioned 1st purport The firming body of compound is formed.
The present inventor is carried out to obtain having the also excellent resin composition of high index of refraction, thermostability Repeatedly furtheing investigate, result is conceived to the refractive index of the solidfied material of the viscosity of resin combination before solidification, resin combination And Abbe number, and the preferred scope for them is repeated experiment.It was found that utilize following resin group used for optical part Compound can reach desired purpose, thus completes the present invention, it may be assumed that resin composition viscosity at 25 DEG C In the scope of 0.1～20Pa s, the refractive index of the solidfied material of resin composition is more than 1.57, Abbe number exists The scope of 20～40.Further, since the resin composition of the present invention can use in solvent-free system, therefore, Also will not produce space etc. during shaping, be good when as optics.
The effect of invention
As it has been described above, the viscosity that the resin composition of the present invention is at 25 DEG C is at the model of 0.1～20Pa s Enclose, therefore the excellence such as treatability, even if as it has been described above, do not use organic solvent to display that viscosity as above, therefore, it is possible to Organic solvent volatilization when solving its photocuring, molding, the problem producing space in solidfied material.As it has been described above, the light of the present invention Department of the Chinese Academy of Sciences's part resin combination can on the transparency carriers such as glass plate photocuring, therefore by integrated with above-mentioned transparency carrier, It also is able to manufacture high-quality hybrid lens.It addition, the solidfied material of resin composition be high index of refraction and low Ah Shellfish number, therefore the transparency is high, it is also possible to suppression adds thermo-color, and optical design when making thin film improves.It addition, by individually Use solidification during resin composition, it is also possible to be manufactured into the plastic lens that such as thermostability is high.Therefore, inciting somebody to action The resin composition of the present invention is fixed for the moulding materials used for optical part such as lens and optics and is used up During curing type bonding agent etc., it is possible to obtain the good optical goods of high reliability, be therefore useful.
If it addition, the resin composition of the present invention contains the epoxy resin shown in aftermentioned formula (1), the most not It is only height refraction, and the effect as the viscosity adjustment composition making viscosity reduce can be expected.
And then, if being applied in combination the fluorenes type epoxy resin that refractive index is more than 1.60, then can be in higher refraction.
Detailed description of the invention
Below, embodiments of the present invention are described in detail.But, the present invention is not limited to this embodiment.
" resin composition "
Resin composition with regard to the present invention is (following, sometimes referred to simply as " resin combination ".For), solidification Front resin combination viscosity at 25 DEG C is in the scope of 0.1～20Pa s, and the refractive index of the solidfied material of resin combination Be more than 1.57, Abbe number 20～40 scope.It should be noted that the physical property such as viscosity are as be described hereinafter.
The resin composition of the present invention possessing such physical property such as can be combined as various ring Epoxy resins and hardener for epoxy resin, other additive (oxetane resin etc.) etc. obtain.It addition, as it was previously stated, The resin composition of the present invention can use in solvent-free system.
Hereinafter, successively various compositions are illustrated.
<epoxy resin>
Above-mentioned epoxy resin can properly select various ring from the viewpoint of desired viscosity, refractive index, photo-curable Epoxy resins, but for height refractionization, use and there is fluorene skeleton, biphenyl backbone, the epoxy resin of naphthalene skeleton, bisphenol-type epoxy resin Deng.
Especially as height refraction and epoxy resin that effect as the viscosity adjustment composition making viscosity reduce can be expected, The preferably ortho position at phenyl ring has the epoxy resin of biphenyl backbone of glycidyl, specifically, can list following formula (1) Shown epoxy resin.These epoxy resin can the most two or more uses.
[in above-mentioned formula (1), R1～R7For CnH2n+1The positive number of 1～5 (n be), H, the aromatic ring of monovalence, by carbon atom or Any one in the aromatic ring of oxygen atom connection, alcohol hydroxyl group, glycidyl ether, R1～R7Optionally it is same to each other or different to each other, separately Outward, R8Represent H.]
In above-mentioned formula (1), particularly preferred mode is R1～R8All H (hydrogen atom).
For the epoxy resin shown in above-mentioned formula (1), preferably epoxide equivalent 100～500 scope.
It addition, for the epoxy resin shown in above-mentioned formula (1), preferred index is more than 1.57, fusing point be 90 DEG C with Under, particularly preferred refractive index is more than 1.58, fusing point is less than 85 DEG C.
As the epoxy resin shown in above-mentioned formula (1), the OPP-G of Sanko Co., Ltd. specifically can be listed Deng.
For the content of the epoxy resin shown in above-mentioned formula (1), preferably with respect in resin composition All resins composition be 5～75 weight %, particularly preferably 10～70 weight %.That is, this is because: if content is very few, then May be difficult to obtain the low viscosity for target and the resin combination of high refraction, if content is too much, then have resin combination crisp The tendency changed.
It addition, for high index of refraction, preferred compositions uses fluorenes type epoxy resin.As long as above-mentioned fluorenes type epoxy resin has There is the epoxy resin of fluorene skeleton, can properly select various from the viewpoint of desired viscosity, refractive index, photo-curable Fluorenes type epoxy resin.Specifically, PG-100, EG-200 of Osaka Gas Chemicals Co., Ltd. can be listed Deng.These epoxy resin can the most two or more uses.
The content of above-mentioned fluorenes type epoxy resin is preferably with respect to all resins composition in resin composition Less than 60 weight %, particularly preferably less than 50 weight %.That is, this is because: if content is too much, then have in high viscosity at shortage The tendency of rationality.
It addition, above-mentioned fluorenes type epoxy resin preferred index is more than 1.60, particularly preferred refractive index is more than 1.62.
It addition, from the viewpoint of improving treatability, reliability, meeting in the range of desired refractive index, it is also possible to The compounding 1 official except the epoxy resin shown in above-mentioned formula (1), fluorenes type epoxy resin in addition to can or the epoxy resin etc. of 2 officials energy.On State epoxy resin and can list alicyclic epoxy resin, A Hydrogenated Bisphenol A type epoxy resin etc., particularly for high index of refraction Purpose time, suitably use bisphenol A type epoxy resin, bisphenol f type epoxy resin.
<hardener for epoxy resin>
As above-mentioned hardener for epoxy resin, can according to purposes be suitably used Photoepolymerizationinitiater initiater, thermal acid generator, Imidazoles system curing catalysts etc. are such for promoting firming agent or the auxiliary curing agent of the polyreaction of epoxy resin.Such as, for During Photoepolymerizationinitiater initiater, as long as cationic polymerization can be caused, it is, for example possible to use utilize the moon formed by antimony or phosphorus etc. Ion component with by sulfonium, iodine, etc. is formed cation constituent generation salt etc..Specifically, aromatic matte can be used Salt, aromatic iodonium salts, aromatic series salt, aromatic series oxidation sulfonium salt etc..Wherein, from the viewpoint of photo-curable, preferably virtue Fragrant race sulfonium salt.
Such as, in the case of Photoepolymerizationinitiater initiater, the content of above-mentioned hardener for epoxy resin is preferably with respect to optics Resinous principle 100 weight portion of parts resin combination is set as 0.05～3 weight portions, particularly preferably 0.05～2 weight Part.That is, if content is very few, then there is the tendency that curable deteriorates, if too much, although then curable can improve, but have solidfied material The damaged tendency of the transparency.
<other additive>
From the viewpoint of improving treatability, curable, can also in the resin composition of the present invention Add oxetane resin.As above-mentioned oxetane compound, it is possible to use 1 molecule has more than 1 oxa-ring The oxetane compound of butane ring.Such as, can list: Isosorbide-5-Nitrae-bis-{ [(3-ethyl-3-oxetanyl) methoxyl group] Methyl } benzene, two [2-(3-oxetanyl) butyl] ether, 3-ethyl-3-hydroxymethyl-oxetane, xyxylene dioxygen be miscellaneous Tetramethylene., 3-ethyl-3{ [(3-Ethyloxetane-3-base) methoxyl group] methyl } oxetanes, 3-ethyl-3-(benzene oxygen Ylmethyl) oxetanes, 4,4 '-bis-[(3-ethyl-3-oxetanyl) methoxy] biphenyl, double [(the 3-second of 1,4- Base oxetanes-3-base) methoxyl group] benzene, double [(3-Ethyloxetane-3-base) methoxyl group] benzene of 1,3-, 1,2-be double [(3-Ethyloxetane-3-base) methoxyl group] benzene, 4,4 '-bis-[(3-Ethyloxetane-3-base) methoxyl group] biphenyl, 2,2 '-bis-[(3-ethyl-3-oxetanyl) methoxyl group] biphenyl, 3,3 ', 5,5 '-tetramethyl [4,4 '-bis-(3-ethyl oxygen Azetidine-3-base) methoxyl group] biphenyl, double [(3-Ethyloxetane-3-base) methoxyl group] naphthalene of 2,7-, the double [(3-of 1,6- Ethyloxetane-3-base) methoxyl group]-2,2,3,3,4,4,5,5-octafluoro hexane, 3 (4), 8 (9)-bis-[(1-ethyl-3- Oxetanyl) methoxyl group] methyl-three ring [5,2,1,2,6] decane, the double { [2-(1-ethyl-3-oxetanes of 1,2- Base) methoxyl group] ethylmercapto group } ethane, 4,4 '-bis-[(1-ethyl-3-oxetanyl) methyl] sulfur are double for diphenyl sulfide, 2,3- [(3-Ethyloxetane-3-base) methoxy] norbornane, 2-ethyl-2-[(3-Ethyloxetane-3-base) Methoxy]-1,3-O-double [(1-ethyl-3-oxetanyl) methyl]-propane-1,3-glycol, 2,2-dimethyl-1, Double [(3-Ethyloxetane-3-base) methyl]-propane-1,3-glycol of 3-O-, the double [(3-of 2-butyl-2-ethyl-1,3-O- Ethyloxetane-3-base) methyl]-propane-1,3-glycol, double [(3-Ethyloxetane-3-base) first of 1,4-O- Base]-butane-1,4-glycol, 2,4,6-O-tri-[(3-Ethyloxetane-3-base) methyl] cyanurate etc..These trees Fat can the most two or more uses.
The content of above-mentioned oxetane compound is preferably with respect to all resins in resin composition Composition is set as 5～40 weight %.That is, if content is too much, then there is the tendency being difficult to obtain desired high index of refraction.
It addition, for the purpose of raising curable, the resin composition of the present invention can be compounded anthracene Deng photosensitizer, acid proliferation generator.It addition, for the purposes for making solidfied material on the base materials such as glass, in order to improve and base The cementability of material, it is also possible to add silane system or the coupling agent of titanium system.It addition, as other composition, as required can be suitably The compounding toughener such as synthetic rubber, organo-silicon compound and antioxidant, defoamer, various pigment, dyestuff, inorganic fill The additives such as material.On the other hand, produce space during owing to shaping, characteristic reduces, the most preferably for the purpose improving treatability Add organic solvent etc., be preferably designed to solvent-free system.
The resin composition of the present invention such as can such as get off making: is compounded above-mentioned formula with the ratio of regulation (1) epoxy resin such as the epoxy resin shown in, fluorenes type epoxy resin；Hardener for epoxy resin；And add as desired Other additive (oxetane compound etc.), and carry out heat melting mixing.
The resin composition of the so obtained present invention possesses following physical property (1)～(3), and this is Inventive feature.
(1) viscosity
The resin composition of present invention viscosity at 25 DEG C, in the scope of 0.1～20Pa s, preferably exists The scope of 0.1～18Pa s.That is, this is because: if viscosity is too low, then be difficult to control when by the dropping such as such as ink-jetting style Amount of liquid processed, if viscosity is too high, then treatability is poor.
The viscosimetric analysis of above-mentioned resin composition such as can utilize east machine to produce under the temperature conditions of 25 DEG C E80 type viscometer (RE-80U) of industry Co., Ltd., uses standard rotor (1 ° of 34 ' × R24) to measure.
(2) refractive index
For the resin composition of the present invention, the refractive index of solidfied material is more than 1.57, preferably 1.59 ～the scope of 1.64.That is, this is because: if the refractive index of solidfied material is too low, then at the optical lens by such as mobile device etc. Can be thickening on lens when shaping, therefore, have the worry being difficult to reduce the height of camera module.
The refractive index of above-mentioned solidfied material such as can measure as follows: makes resin composition (fluid resin) flow Enter in the transparent formed mould of prescribed level (such as 1 × 1.5 × 0.5cm), irradiation ultraviolet radiation (UV) (such as 10000mJ/ cm2) so that it is after solidification, pull down from mould, under rated condition (such as 150 DEG C × 1 hour), carry out heat treated.Use is ground After the surface of so obtained molding is ground by grinding machine, index meter (Atago Co., Ltd. system) is used to measure 25 Refractive index under DEG C environment.
(3) Abbe number
The Abbe number of the solidfied material of the resin composition of the present invention 20～40 scope, preferably 20～ The scope of 35.That is, this is because: if the Abbe number of solidfied material is too small, then the wavelength dependency of the solidfied material obtained can become big, root Color blurring (color blurring) etc. is had to worry according to the difference of purposes.
In the present invention, Abbe number refers to the reciprocal dispersive power of the opticses (firming body) such as so-called optical lens, is root According to JIS Z 8120, use the firming body (test film) of such as resin composition, utilize Abbe refractomecer to exist Measure at 25 ± 10 DEG C, and the value calculated according to following mathematical expression (x).
Abbe number=([in the refractive index of 589nm]-1)/([in the refractive index of 486nm]-[in the refractive index of 656nm]) ... (x)
For the mensuration of the Abbe number of above-mentioned solidfied material, such as, grinder can be utilized solidfied material (optics Deng) surface be ground after, use index meter (such as Atago Co., Ltd. system) measure.
It addition, the viscosity that the resin composition of the present invention is at 40 DEG C is preferably 0.05～5.0Pa s's Scope, more preferably in the scope of 0.05～4.5Pa s.That is, if viscosity is too low, then in distress in the case of such as ink-jetting style To control the tendency of amount of liquid, if viscosity is too high, then there is the tendency of treatability difference.
It addition, the resin composition preferred consolidation thing of the present invention is 80% in the absorbance of wavelength 400nm Above, more preferably more than 83%.That is, if absorbance is too low, then there is the tendency of transparency difference.
The resin composition of the present invention uses the most as follows.I.e., it is possible to by above-mentioned resin combination Thing is filled on the transparency carriers such as glass, presses desired forming processing mold, thus make above-mentioned resin combination above it It is filled in above-mentioned forming processing mold, it is carried out light irradiation, thus make it solidify.Then, by pulling down from mould Above-mentioned forming processing mold, can get the firming body (forming of the above-mentioned resin combination of integration on the transparent substrate Thing).Or, it is possible in resin combination is filled into the transparent mould of printing opacity and make its photocuring.The optics of the present invention Such as hybrid lens can be made by such preparation method with resin combination.It addition, the resin combination used for optical part of the present invention Thing also can make itself individually solidify in forming processing mold thus make the opticses such as optical lens.By so obtained Formed body (firming body) is pulled down from mould, and then, as required, it is also possible to carry out heat treated at the specified temperature. By above-mentioned heating, the heat-resistant stability of solidfied material can be improved, particularly with the sandwich of transparency carrier in the case of, can carry Closing force between high substrate and resin cured matter.
Irradiating for above-mentioned light, such as, single band lamp that can use UV lamp, specific wavelength etc. is as device, as light source, Low pressure mercury lamp, high voltage mercury lamp, ultrahigh pressure mercury lamp, xenon lamp etc. can be used.Irradiation dose preferably 2000～200000mJ/cm2.That is, This is because: if irradiation dose is less than above-mentioned scope, then insufficient due to solidification, it is possible to cannot to obtain desired solid on substrate Compound shape, if exceeding above-mentioned scope, then can produce the light deterioration caused by excessive radiation and have because of heat treated thereafter Deng and colour, damage the transparency worry.It addition, the condition of the heat treated after irradiating as above-mentioned light, preferably 80～170 At DEG C about 1 hour.
It should be noted that the resin composition of the present invention also can be unfavorable with above-mentioned forming processing mold And it is configured to lamellar.
It addition, the resin composition operating as above the present invention obtained can obtain following effect: because of backflow The variable color that heat during weldering is caused is little, can obtain the mechanical property stable to thermal stress.Therefore, it is possible to be conducive to by backflow Weld when the parts etc. by the solidfied material being provided with the present invention are installed in the lump and use.
The resin composition of the present invention except being used as the light such as optical lens by previously described preparation method The moulding material (material used for optical part) of department of the Chinese Academy of Sciences's part is outward it can also be used to fiber waveguide, optics are fixing viscous with light-cured type Connect agent etc..
Embodiment
Then, according to embodiment, the present invention will be described.But, the present invention is not limited to these embodiments.Need Bright, in an embodiment, unless otherwise specified, " part " refers to weight basis.
First, before embodiment, prepare epoxy resin shown below, hardener for epoxy resin, other additive Deng.
<epoxy resin>
[a-1]
In aforementioned formula (1), R1～R8All H (refractive index 1.59, fusing point 50 DEG C, epoxide equivalent 226g/eq)
[a-2]
In aforementioned formula (1), R5For phenyl and R8For-O-Gly (Gly: glycidyl), R in addition1～R7For H (refractive index 1.62, fusing point 70 DEG C, epoxide equivalent 165g/eq)
[a-3]
In aforementioned formula (1), R3For-O-Gly (Gly: glycidyl), R in addition1～R8For H (refractive index 1.585, fusing point 40 DEG C, epoxide equivalent 113g/eq)
<hardener for epoxy resin>
[b-1]
Anion component is Sb6 -, cation constituent be the triarylsulfonium salt system Photoepolymerizationinitiater initiater of following structural formula (2) (photoacid generator) (50 weight % polypropylene carbonate ester solution)
<other additive>
[c-1]
Bisphenol A type epoxy resin (epoxide equivalent 175g/eq, solid (25 DEG C), softening point 45 DEG C, refractive index 1.57)
[c-2]
Fluorenes type epoxy resin (epoxide equivalent 259g/eq, refractive index 1.64)
[c-3]
3-ethyl-3-{ [(3-Ethyloxetane-3-base) methoxyl group] methyl } oxetanes
[c-4]
Silane series coupling agent: 3-glycidoxypropyl diethoxy silane
[c-5]
9,10-dihydro-9-oxy miscellaneous-10-phospho hetero phenanthrene-10-oxide
[c-6]
Fluorenes type epoxy resin (epoxide equivalent 311g/eq, refractive index 1.68)
[YX4000]
Biphenyl type epoxy resin (Mitsubishi chemical Co., Ltd's system)
[YX4000H]
Biphenyl type epoxy resin (Mitsubishi chemical Co., Ltd's system)
(embodiment 1～8, comparative example 1～5)
Above-mentioned each composition is compounded with the ratio shown in table 1 described later and table 2, and carries out heating melting mixing, make light Department of the Chinese Academy of Sciences's part resin combination.
To thus obtained embodiment and the resin composition of comparative example, carry out each spy according to following benchmark Property evaluate.Its result is merged and is shown in table 1 described later and table 2.
[refractive index]
Make resin composition (fluid resin) flow in the transparent formed mould of 1 × 1.5 × 0.5cm, shine Penetrate 10000mJ/cm2Ultraviolet (UV) make it solidify after, pull down from mould, carry out the heat treated of 150 DEG C × 1 hour.Will After the surface grinder of thus obtained molding grinds, use index meter (Atago Co., Ltd. system), measure 25 Refractive index under DEG C environment.Its result, refractive index is evaluated as less than 1.57 ×, it is that more than 1.57 persons are evaluated as by refractive index ○。
[Abbe number]
Using detecting refractive index sample, the Abbe at the device (Atago Co., Ltd. system) identical with detecting refractive index is surveyed Under mould-fixed, calculate Abbe number according to above-mentioned mathematical expression (x).Its result, by Abbe number less than 20 or more than 40 being evaluated as ×, It is that more than 20 and less than 40 persons are evaluated as zero by Abbe number.
[25 DEG C of viscosity]
With E80 type viscometer (RE-80U) of Toki Sangyo Co., Ltd., standard rotor (1 ° of 34 ' × R24) is used Measure resin composition viscosity under 25 DEG C of environment.Its result, or is more than viscosity less than 0.1Pa s 20Pa s person is evaluated as ×, by viscosity be more than 0.1Pa s and 20Pa below s person is evaluated as zero.
[40 DEG C of viscosity]
With E80 type viscometer (RE-80U) of Toki Sangyo Co., Ltd., standard rotor (1 ° of 34 ' × R24) is used Measure resin composition viscosity under 40 DEG C of environment.Its result, or is more than viscosity less than 0.05Pa s 5Pa s person is evaluated as ×, by viscosity be more than 0.05Pa s and 5Pa below s person is evaluated as zero.
[a of resistance to thermochromism (transparent)]
Use resin composition, implement PET film (Mitsubishi Chemical's polyester that silicone release processes Thin film Co., Ltd. system, DIAFOIL MRF-50) upper film forming is thickness 300 μm, and it is carried out light irradiation (light quantity 10000mJ/ cm2) so that it is one-step solidification.Then, carry out the heat treated of 150 DEG C × 1 hour, obtain firming body (test film).For this examination Test sheet, use spectrophotometer (Japan Spectroscopy Corporation) to evaluate, measure and confirm the light transmittance of wavelength 400nm.Its knot Really, by light transmittance less than 70% being evaluated as ×, be 70% to be evaluated as △ less than 80%, by light transmittance by light transmittance It is that more than 80% person is evaluated as zero.
[b of resistance to thermochromism (transparent)]
Use resin composition, implement PET film (Mitsubishi Chemical's polyester that silicone release processes Thin film Co., Ltd. system, DIAFOIL MRF-50) upper film forming is thickness 300 μm, and it is carried out light irradiation (light quantity 10000mJ/ cm2) so that it is one-step solidification.Then, carry out the heat treated of 150 DEG C × 1 hour, obtain firming body (test film).Use light splitting light Degree meter (Japan Spectroscopy Corporation) is evaluated by this test film of 260 DEG C, the reflow soldering of 10 seconds, measures and really Recognize the light transmittance of wavelength 400nm.Its result, by light transmittance less than 60% being evaluated as ×, be more than 60% and little by light transmittance It is evaluated as △ in 70%, is that more than 70% person is evaluated as zero by light transmittance.
[table 1]
(part)
[table 2]
(part)
According to the above results, exist compared to the embodiment sample of the low Abbe number of comparative sample, low viscosity and high index of refraction Transparency aspect obtains good result.Therefore, by using the resin composition of embodiment sample, can carry For opticses such as the optical lenses that high index of refraction and resistance to thermochromism are excellent.It addition, use the light that this resin combination is formed Department of the Chinese Academy of Sciences's part will not the variable color because of heat during Reflow Soldering, there is the mechanical property stable to thermal stress, therefore, it is possible to be conducive to logical Cross when camera head is installed in Reflow Soldering in the lump and use.
On the other hand, the sample of comparative example 1～3 is high the viscosity of 25 DEG C, the most high the viscosity of 40 DEG C, therefore, and place Rationality is poor.The particularly sample clear of comparative example 1,2 is low, it is clear that be not suitable as optics material.It addition, for The sample of comparative example 4, the Abbe number of solidfied material is high, refractive index is low, the most too low the viscosity of 40 DEG C, therefore, at dropping ormal weight Resin combination time be difficult to control to.For the sample of comparative example 5, the Abbe number of solidfied material is low, and 25 DEG C viscosity also Height, therefore, treatability is poor.It addition, a few hours resin just nebulousurine placed at normal temperatures by the sample of comparative example 5, it is thus identified that be difficult to reality Border is applied.
Indicate the concrete mode of the present invention in the above-described embodiments, but above-described embodiment be only illustrate and not Limited explanation.The various deformation that will be apparent to those skilled in the art are within the scope of the present invention.
Industrial applicability
The resin composition of the present invention can be formed to be had high transparent and has the three-dimensional one-tenth of high index of refraction Type thing (solidfied material), therefore as the moulding materials used for optical part such as optical lens (material used for optical part), optics Fixing is useful with optical applications such as light-cured type bonding agents.It addition, employ the resin combination used for optical part of the present invention The optics of thing is high due to reliability, therefore can be used for the opticses such as optical lens (optical goods).

Claims (7)

1. a resin composition, it is characterised in that resin composition viscosity at 25 DEG C In the scope of 0.1～20Pa s, and the refractive index of the solidfied material of resin composition be more than 1.57, Abbe number In the scope of 20～40.
Resin composition the most according to claim 1, wherein, resin composition is at 40 DEG C Under viscosity in the scope of 0.05～5.0Pa s.
Resin composition the most according to claim 1 and 2, wherein, resin composition Solidfied material is more than 80% in the absorbance of wavelength 400nm.
4., according to the resin composition according to any one of claims 1 to 3, it contains following formula (1) institute The epoxy resin shown,
[in described formula (1), R1～R7For CnH2n+1The positive number of 1～5 (n be), H, the aromatic ring of monovalence, former by carbon atom or oxygen Any one in the aromatic ring of son connection, alcohol hydroxyl group, glycidyl ether, R1～R7Optionally it is same to each other or different to each other, it addition, R8 Represent H.]
Resin composition the most according to claim 4, wherein, the epoxy resin shown in above-mentioned formula (1) Refractive index be more than 1.57, fusing point is less than 90 DEG C.
Resin composition the most according to claim 5, it is possibly together with the fluorenes type that refractive index is more than 1.60 Epoxy resin.
7. an optics, it is by the firming body of the resin composition according to any one of claim 1～6 Formed.
CN201580005784.XA 2014-03-31 2015-02-27 Resin composition for use in optical component and optical component using same Pending CN105934690A (en)

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Application publication date: 20160907