CN105017480A - 光学材料组合物及其用途 - Google Patents
光学材料组合物及其用途 Download PDFInfo
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- CN105017480A CN105017480A CN201510262245.6A CN201510262245A CN105017480A CN 105017480 A CN105017480 A CN 105017480A CN 201510262245 A CN201510262245 A CN 201510262245A CN 105017480 A CN105017480 A CN 105017480A
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- optical material
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- acrylate
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- 239000000463 material Substances 0.000 title claims abstract description 111
- 239000000203 mixture Substances 0.000 title claims abstract description 101
- 230000003287 optical effect Effects 0.000 title claims abstract description 68
- 238000004383 yellowing Methods 0.000 claims abstract description 55
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 42
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 24
- 239000003999 initiator Substances 0.000 claims abstract description 18
- 150000003014 phosphoric acid esters Chemical class 0.000 claims abstract description 9
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 7
- 239000011574 phosphorus Substances 0.000 claims abstract description 7
- -1 acrylic ester Chemical class 0.000 claims description 63
- 230000008859 change Effects 0.000 claims description 51
- 239000000178 monomer Substances 0.000 claims description 39
- 238000000034 method Methods 0.000 claims description 22
- 239000012747 synergistic agent Substances 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 12
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 12
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 11
- 238000012545 processing Methods 0.000 claims description 11
- 150000002989 phenols Chemical class 0.000 claims description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 6
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- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 claims description 3
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- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 3
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- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 13
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 125000001931 aliphatic group Chemical group 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 5
- 239000004593 Epoxy Substances 0.000 description 5
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- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 4
- VEBCLRKUSAGCDF-UHFFFAOYSA-N ac1mi23b Chemical compound C1C2C3C(COC(=O)C=C)CCC3C1C(COC(=O)C=C)C2 VEBCLRKUSAGCDF-UHFFFAOYSA-N 0.000 description 4
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- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
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- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 description 4
- 229940059574 pentaerithrityl Drugs 0.000 description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 4
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- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 3
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- KWSLGOVYXMQPPX-UHFFFAOYSA-N 5-[3-(trifluoromethyl)phenyl]-2h-tetrazole Chemical compound FC(F)(F)C1=CC=CC(C2=NNN=N2)=C1 KWSLGOVYXMQPPX-UHFFFAOYSA-N 0.000 description 3
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- 239000004322 Butylated hydroxytoluene Substances 0.000 description 3
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- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 3
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 3
- 239000012965 benzophenone Substances 0.000 description 3
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 3
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- YOQPJXKVVLAWRU-UHFFFAOYSA-N ethyl carbamate;methyl prop-2-enoate Chemical compound CCOC(N)=O.COC(=O)C=C YOQPJXKVVLAWRU-UHFFFAOYSA-N 0.000 description 3
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 3
- 230000035515 penetration Effects 0.000 description 3
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- 239000004033 plastic Substances 0.000 description 3
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- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 2
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 2
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 2
- GZBSIABKXVPBFY-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)CO GZBSIABKXVPBFY-UHFFFAOYSA-N 0.000 description 2
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 2
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 description 2
- OWDBMKZHFCSOOL-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)propoxy]propoxy]propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)COC(C)COC(C)COC(=O)C(C)=C OWDBMKZHFCSOOL-UHFFFAOYSA-N 0.000 description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
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- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 2
- SAPGBCWOQLHKKZ-UHFFFAOYSA-N 6-(2-methylprop-2-enoyloxy)hexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCCCOC(=O)C(C)=C SAPGBCWOQLHKKZ-UHFFFAOYSA-N 0.000 description 2
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 2
- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 description 2
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- SSOONFBDIYMPEU-UHFFFAOYSA-N [3-hydroxy-2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propyl] prop-2-enoate Chemical compound OCC(CO)(CO)COCC(CO)(CO)COC(=O)C=C SSOONFBDIYMPEU-UHFFFAOYSA-N 0.000 description 2
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08K5/52—Phosphorus bound to oxygen only
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- C08K5/523—Esters of phosphoric acids, e.g. of H3PO4 with hydroxyaryl compounds
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
- C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
- C08F222/106—Esters of polycondensation macromers
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
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- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/08—Homopolymers or copolymers of acrylic acid esters
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L35/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
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- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
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Abstract
本发明提供一种光学材料组合物,其包含:a)丙烯酸酯类材料;b)抗黄变剂,选自磷系无机酸、磷酸酯及其组合;及c)引发剂。本发明组合物固化后,具备良好透光性且具有抗黄变及耐高温的特性。
Description
技术领域
本发明涉及一种光学材料组合物,特别涉及一种耐高温且抗黄变的光学材料组合物及其用途。
背景技术
随着手机相机模组微型化与低价化的趋势,晶圆级相机(Wafer LevelCamera,WLC)技术的出现备受关注。藉由晶圆级的制造技术,相机模组的尺寸可由传统高度3至5mm降至2至2.5mm;若材料能耐高温更可节省30%至50%的制造成本。
晶圆级相机技术将光学元件制造提升至晶圆层级,其使用可回流焊(reflow)的材质作为镜头的镜片(lens),并利用了半导体的制程技术及影像感测光学元件的设计与制造技术,而发展出晶圆级相机镜头(Wafer LevelLens)。晶圆级相机镜头系以半导体技术在一片晶圆片上制造数千个以上镜片,并利用晶圆级封装技术将这些镜片在晶圆上排列与结合后,切割为独立的镜头单元(lens cube)。晶圆级相机技术不仅将元件少量化、制程简单化、生产大量化,也降低了生产成本。
由于晶圆级相机模组采用回流焊接法安装,因此所使用的镜片材料须具有与玻璃材料类似的特性,即可耐高温与可回焊(reflowable)。目前手机用相机模组所使用的塑胶镜片多是利用塑胶射出方式生产,耐热性较低,故其无法适用于晶圆级相机模组制程,所以,对于晶圆级相机模组來说镜片材料耐热性的提升便是一重要课题。
另外,由先前文献已知(如TW201211078),热可塑性树脂会因加热成型时的高温或因长期的使用产生黄变现象。因为黄变会影响光学材料(例如镜片)的可用度与可靠度,故光学材料中常需克服材料黄变的问题。
关于抑制黄变,目前已知有添加抗氧化剂的方法。前述抗氧化剂包含下述二种类型:捕捉产生的自由基并使其无效化的自由基捕捉剂、及将产生的过氧化物分解成惰性物质而抑制新的自由基产生的过氧化物分解剂。前述自由基捕捉剂主要为受阻酚类化合物及受阻胺系化合物,过氧化物分解剂主要为磷系化合物。
然而,据TW 201211078(A)所述,磷系化合物黄变抑制效果小,在高温(例如约260℃)加工条件下(如以回流方式焊接),难以充分抑制黄变,尤其使用于光学构件(如镜片)材料时,其黄变抑制效果完全不足,因此不适用于晶圆级相机模组的镜片材料。
另,据TW 201238977(A)所述,仅使用苯酚类抗氧化剂的长期抗氧化效果并不充分,将苯酚类抗氧化剂与磷系抗氧化剂并用则可提高抗氧化效果的持续性;然而,此等抗氧化剂对于在高温(例如约260℃)加工条件下(例如回焊(reflow)方式焊接(Soldering)的抗氧化效果并不足够,特别是使用于光学构件(例如透镜)材料时,其黄变抑制效果更是完全不足,因此亦不适用于晶圆级相机模组的镜片材料。
另一方面,当上述自由基捕捉剂的添加量足以发挥黄变抑制效果时,由自由基捕捉剂所产生的自由基聚合的抑制作用,会使组成物本身的硬化程度降低,进而使所得硬化物的韧性降低。此乃因为高分子材料在高温时会产生分子链断链进而产生自由基,而这些自由基会与其周围的其他分子链进行反应且造成分子链断链,进而产生新的自由基。此不断反应的结果,造成高分子材料的分子链变短,机械性质降低,材质变色或变黄。
有鉴于此,本发明提供一种耐高温且抗黄变的光学材料组合物,有效解决先前技术中存在的问题。
发明内容
本发明的目的在于提供一种光学材料组合物,其包含:a)丙烯酸酯类材料;b)抗黄变剂;和c)引发剂;其中所述抗黄变剂选自磷系无机酸、磷酸酯及其组合。
在一个具体实施方式中,该丙烯酸酯类材料包含丙烯酸酯类单体。
在一个具体实施方式中,该丙烯酸酯类单体包含至少约5重量%的多官能基丙烯酸酯类单体。
在一个具体实施方式中,该丙烯酸酯类材料还包含丙烯酸酯类寡聚物。
在一个具体实施方式中,该抗黄变剂选自磷酸、磷酸盐、亚磷酸、次磷酸、次磷酸盐、烷基系磷酸酯、芳香系磷酸酯及其组合。
在一个具体实施方式中,该组分a)的用量以组合物总重量计为约70%至约99.9%;该组分b)的用量以组合物总重量计为约0.01%至约6%;该组分c)用量以组合物总重量计为约0.01%至约10%。
在一个具体实施方式中,该组合物还包含:d)抗黄变增效剂,其中,所述抗黄变增效剂选自硫醇化合物、酚类化合物或其组合。
在一个具体实施方式中,其中该组分d)的用量以组合物总重量计为约0.005%至约8%之间。
本发明还提供所述的光学材料组合物的用途,即用于晶圆级相机的制程中。
本发明还提供一种晶圆级相机镜片,其由如本发明所述的光学材料组合物形成。
本发明还提供所述的光学材料组合物的用途,即用于制备晶圆级相机镜片。
本发明的有益效果包括:
a)本发明组合物适用于晶圆级相机镜头或晶圆封装制程中,因其具有与玻璃材料类似的光学特性,且有可耐高温与可回流焊的特性,亦具有抗黄变的充分效果,以便于系统厂做SMT自动化组装与零件化管理;
b)本发明光学材料组合物,其中该丙烯酸酯类单体包含至少约5重量%的多官能基丙烯酸酯类单体,可进一步提供架桥作用,降低析出现象。
具体实施方式
为便于理解本文所陈述的揭示内容,兹于下文中定义若干术语。
术语“约”意谓如由一般熟习此项技术者所测定的特定值的可接受误差,其部分地视如何量测或测定该值而定。
本发明提供一光学材料组合物,其包含:a)丙烯酸酯类材料;b)抗黄变剂,选自磷系无机酸、磷酸酯及其组合;及c)引发剂。该光学材料组合物适用于晶圆级相机模组的镜片材料,具有可耐高温与可回流焊的特性,使得模组可采用回流焊接法安装,简化组装工程。
根据本发明所述的光学材料组合物,其固化后穿透度大于90%,较佳为固化后穿透度大于93%。
本发明组合物适用于晶圆级相机镜头或晶圆封装制程,例如,可在基材上注入本发明可固化的光学材料组合物并将其固化形成镜片。本发明的光学材料组合物较佳具有约20cps至约1700cps的粘度,上述粘度可以包括其范围内任意数值。根据本发明一个实施方式,所述光学材料组合物的粘度可为25cps、50cps、100cps、500cps、1000cps、1500cps或1600cps,或在这些数值中任意两个数值作为端点构成的范围之内。一般而言,若所述粘度太小(例如小于20cps),可能导致溢胶情形发生;但粘度太大(例如大于1700cps)则会导致气泡产生。
根据本发明一个实施方式,本发明光学材料组合物中的丙烯酸酯类材料包含丙烯酸酯类单体作为主要成分。此实施方式中,丙烯酸酯类单体的用量并无特殊限制,较佳可达丙烯酸酯类材料总重量的100%。根据本发明另一个实施方式,本发明光学材料组合物中的丙烯酸酯类材料包含丙烯酸酯类单体及丙烯酸酯类寡聚物。此实施方式中,丙烯酸酯类单体的用量以丙烯酸酯类材料总重量计较佳为约50%至约99.9%,更佳为约55%至约95%;该丙烯酸酯类寡聚物的用量以丙烯酸酯类材料总重量计较佳为约0.1%至约50%,更佳为约5%至约45%。
所述丙烯酸酯类单体可为单官能基或多官能基丙烯酸酯类单体,本发明光学材料组合物中,该单-或多-官能基丙烯酸酯类单体具有调整组合物粘度的作用。其中多官能基的丙烯酸酯类单体可进一步提供高密度架桥作用,于固化后可形成具有高交联度的光学材料。
本发明光学材料组合物中,所述单官能基丙烯酸酯类单体包含具有一个可聚合的不饱和基团的丙烯酸酯类单体,较佳为具有一个乙烯性不饱和基团的丙烯酸酯类单体,更佳为具有一个丙烯酸酯基团(acrylate group)的丙烯酸酯类单体。所述多官能基丙烯酸酯类单体为具有至少二个可聚合的不饱和基团的丙烯酸酯类单体,较佳为具有至少二个乙烯性不饱和基的丙烯酸酯类单体,例如但不限于具有三个丙烯酸酯基团以上的丙烯酸酯类单体。
一般而言,为方便操作,射出成型的光学材料组合物无交联或交联度较低,因此耐高温和耐形变能力普遍不佳。在本发明一个实施方式中,为避免交联密度不足,多官能基丙烯酸酯类单体的用量以丙烯酸酯类单体总重量计至少约5%,可进一步提供架桥作用,降低析出现象。多官能基的丙烯酸酯类单体的用量以丙烯酸酯类单体总重量计,较佳为约10%至99.6%,更佳为约15%至99.5%。交联度提高可进一步改良耐热性及机械性(例如较高的硬度、耐化性等),使光学材料组合物不但可适用于180℃以上的回流焊(reflow)高温制程,更适用于260℃以上甚或300℃以上的回流焊高温制程。
上述丙烯酸酯类单体的种类例如但不限于:(甲基)丙烯酸类单体、(甲基)丙烯酸酯类单体或其混合物,较佳为(甲基)丙烯酸酯类单体。
适用于本发明的单官能基(甲基)丙烯酸酯类单体可选自,但不限于,甲基丙烯酸甲酯(methyl methacrylate;MMA)、甲基丙烯酸丁酯、2-苯氧基乙基丙烯酸酯(2-phenoxy ethyl acrylate)、乙氧基化2-苯氧基乙基丙烯酸酯(ethoxylated 2-phenoxy ethyl acrylate)、2-(2-乙氧基乙氧基)乙基丙烯酸酯(2-(2-ethoxyethoxy)ethyl acrylate)、环三羟甲基丙烷甲缩醛丙烯酸酯(cyclictrimethylolpropane formal acrylate)、β-羧乙基丙烯酸酯(β-carboxyethylacrylate)、月桂酸甲基丙烯酸酯(lauryl methacrylate)、异辛基丙烯酸酯(isooctylacrylate)、硬脂酸甲基丙烯酸酯(stearyl methacrylate)、异癸基丙烯酸酯(isodecylacrylate)、异冰片基(甲基)丙烯酸酯(isobornyl(meth)acrylate)、芐基丙烯酸酯(benzyl acrylate)、2-羟基乙基甲基丙烯酸酯磷酸酯(2-hydroxyethylmetharcrylate phosphate)、丙烯酸羟乙酯(hydroxyethyl acrylate,HEA)、甲基丙烯酸-2-羟基乙酯(2-hydroxyethyl methacrylate,HEMA)及其混合物。
适用于本发明的多官能基(甲基)丙烯酸酯类单体可选自,但不限于,3-羟基-2,2-二甲基丙酸3-羟基-2,2-二甲基丙酯二丙烯酸酯(hydroxypivalylhydroxypivalate diacrylate)、乙氧基化1,6-己二醇二丙烯酸酯(ethoxylated1,6-hexanediol diacrylate)、二丙二醇二丙烯酸酯(dipropylene glycol diacrylate)、三环癸烷二甲醇二丙烯酸酯(Tricyclodecane dimethanol diacrylate)、乙氧基化二丙二醇二丙烯酸酯(ethoxylated dipropylene glycol diacrylate)、新戊二醇二丙烯酸酯(neopentyl glycol diacrylate)、丙氧基化新戊二醇二丙烯酸酯(propoxylated neopentyl glycol diacrylate)、乙氧基化双酚A二甲基丙烯酸酯(ethoxylated bisphenol-A dimethacrylate)、2-甲基-1,3-丙二醇二丙烯酸酯(2-methyl-1,3-propanediol diacrylate)、乙氧基化-2-甲基-1,3-丙二醇二丙烯酸酯(ethoxylated 2-methyl-1,3-propanediol diacrylate)、2-丁基-2-乙基-1,3-丙二醇二丙烯酸酯(2-butyl-2-ethyl-1,3-propanediol diacrylate)、乙二醇二甲基丙烯酸酯(ethylene glycol dimethacrylate;EGDMA)、二乙二醇二甲基丙烯酸酯(diethylene glycol dimethacrylate)、三(2-羟乙基)异氰脲酸三丙烯酸酯(Tris(2-hydroxy ethyl)isocyanurate triacrylate)、季戊四醇三丙烯酸酯(pentaerythritol triacrylate)、乙氧基化三羟甲基丙烷三丙烯酸酯(ethoxylatedtrimethylolpropane triacrylate)、丙氧基化三羟甲基丙烷三丙烯酸酯(propoxylatedtrimethylolpropane triacrylate)、三羟甲基丙烷三甲基丙烯酸酯(trimethylolpropane trimethacrylate)、季戊四醇四丙烯酸酯(pentaerythritoltetraacrylate)、乙氧基化季戊四醇四丙烯酸酯(ethoxylated pentaerythritoltetraacrylate)、双-三羟甲基丙烷四丙烯酸酯(ditrimethylolpropane tetraacrylate)、丙氧基化季戊四醇四丙烯酸酯(propoxylated pentaerythritol tetraacrylate)、二季戊四醇六丙烯酸酯(dipentaerythritol hexaacrylate)、三丙二醇二甲基丙烯酸酯(tripropylene glycol dimethacrylate)、1,4-丁二醇二甲基丙烯酸酯(1,4-butanediol dimethacrylate)、1,6-己二醇二甲基丙烯酸酯(1,6-hexanedioldimethacrylate)、烯丙基化二甲基丙烯酸环己酯(allylated cyclohexyldimethacrylate)、二甲基丙烯酸异氰脲酸酯(isocyanurate dimethacrylate)、乙氧基化三羟甲基丙烷三甲基丙烯酸酯(ethoxylated trimethylolpropanetrimethacrylate)、丙氧基化甘油三甲基丙烯酸酯(propoxylated glyceroltrimethacrylate)、三(丙烯氧乙基)异氰脲酸酯(tris(acryloxyethyl)isocyanurate)、三羟甲基丙烷三丙烯酸酯(trimethylolpropane triacrylate)及其混合物。
根据本发明的实施方式,较佳地,单官能基或多官能基丙烯酸酯类单体包括,例如,2-苯氧基乙基丙烯酸酯(2-phenoxy ethyl acrylate)、月桂酸甲基丙烯酸酯(lauryl methacrylate)、异癸基丙烯酸酯(isodecyl acrylate)、异冰片基(甲基)丙烯酸酯(isobornyl(meth)acrylate)、三羟甲基丙烷三(甲基)丙烯酸酯(trimethylolpropane tri(meth)acrylate)、季戊四醇三丙烯酸酯(pentaerythritol triacrylate)、季戊四醇四丙烯酸酯(pentaerythritoltetraacrylate)、乙氧基化三羟甲基丙烷三甲基丙烯酸酯(ethoxylated trimethylolpropane trimethacrylate)或丙氧基化甘油三甲基丙烯酸酯(propoxylated glyceroltrimethacrylate)。
可用于本发明的市售单官能基或多官能基丙烯酸酯类单体包括:由长兴材料公司生产、商品名为EM2204、EM223、EM229、EM328、EM2308、EM231、EM219、EM90、EM70、EM235、EM2381、EM2382、EM2383、EM2384、EM2385、EM2386、EM2387、EM331、EM3380、EM241、EM2411、EM242、EM2421、EM264或EM265等的单官能基或多官能基丙烯酸酯类单体。
所述丙烯酸酯类寡聚物为单官能基或多官能基丙烯酸酯类寡聚物,较佳为多官能基(甲基)丙烯酸酯类寡聚物。
根据本发明一个实施方式,所述单官能基或多官能基丙烯酸酯类寡聚物包括但不限于:聚氨酯(甲基)丙烯酸酯(urethane(meth)acrylate),如脂肪族聚氨酯(甲基)丙烯酸酯(aliphatic urethane(meth)acrylate)、芳香族聚氨酯(甲基)丙烯酸酯(aromatic urethane(meth)acrylate)、脂肪族聚氨酯二(甲基)丙烯酸酯(aliphatic urethane di(meth)acrylate)、芳香族聚氨酯二(甲基)丙烯酸酯(aromatic urethane di(meth)acrylate)、硅氧烷聚氨酯(甲基)丙烯酸酯(siliconized urethane(meth)acrylate)、脂肪族聚氨酯六(甲基)丙烯酸酯(aliphatic urethane hexa(meth)acrylate)、芳香族聚氨酯六(甲基)丙烯酸酯(aromatic urethane hexa(meth)acrylate);环氧(甲基)丙烯酸酯(epoxy(meth)acrylate),如双酚A环氧二(甲基)丙烯酸酯(bisphenol-A epoxydi(meth)acrylate)、酚醛环氧(甲基)丙烯酸酯(novolac epoxy(meth)acrylate);聚酯(甲基)丙烯酸酯(polyester(meth)acrylate),如聚酯二(甲基)丙烯酸酯(polyester di(meth)acrylate);(甲基)丙烯酸酯(meth)acrylate)寡聚物;聚醚(甲基)丙烯酸酯(polyether(meth)acrylate)寡聚物及其混合物。根据本发明较佳实施方式,丙烯酸酯类材料较佳为聚氨酯(甲基)丙烯酸酯。
可用于本发明的市售丙烯酸酯类寡聚物包括:由长兴材料公司生产、商品名为6101-100、611A-85、6112-100、6113、6114、6123、6131、6144-100、6145-100、6150-100、6160B-70、621A-80、621-100、EX-06、6315、6320、6323-100、6325-100、6327-100、6336-100或6361-100;由Sartomer公司生产,商品名为CN9001、CN9002、CN9004、CN9006、CN9014、CN9021、CN963J75、CN966J75、CN973J75、CN962、CN964、CN965、CN940、CN945或CN990等的丙烯酸酯类寡聚物。
该丙烯酸酯类寡聚物的用量以丙烯酸酯类材料总重量计为约0%至约50%。该丙烯酸酯类寡聚物可用于调整组合物粘粘度,并降低组合物固化后材料的收缩率(shrinkage)。在本发明一个实施方式中,当丙烯酸酯类寡聚物的用量过高时(例如高于45wt%,甚至高于50wt%时),在组合物固化后容易产生耐热性(heat resistance)不足,难以适用于180℃以上的回流焊(reflow)高温制程。根据本发明另一个实施方式中丙烯酸酯类材料可不含丙烯酸酯类寡聚物。
视需要,丙烯酸酯类材料可另包含树脂。该树脂可用于调整组份粘度并增加固化后材料的韧性。上述树脂并无特殊限制,并为本发明所属技术领域中具有通常知识者所熟知,其例如但不限于:聚酯树脂(polyester resin);聚丙烯酸酯树脂(polyacrylate resin);聚烯烃树脂(polyolefin resin);聚环烯烃树脂(polycycloolefin resin);聚酰胺树脂;聚酰亚胺树脂(polyimide resin);聚碳酸酯树脂(polycarbonate resin);聚胺基甲酸酯树脂(polyurethane resin)。根据本发明较佳实施方式,所述树脂可为聚酯树脂或聚丙烯酸酯树脂。该树脂的用量以丙烯酸酯类材料总重量计为约0%至约30%,较佳为约0.1%至约20%。若用量超过30%,则组合物易于固化后产生耐温性(temperature tolerance)不足的问题。
本发明光学材料组合物中,所述丙烯酸酯类材料的用量以组合物总重量计为约70%至约99.9%,较佳为约75%至约99.7%,更佳为约80%至约99.5%。
一般而言,光学材料组合物耐黄变能力普遍不佳,尤其是高温时,黄化问题更形严重,因此为避免光学材料黄化,可于光学材料组合物中添加紫外线吸收剂或具吸收紫外线能力的无机微粒或其组合。但是紫外线吸收剂会吸收紫外光,造成紫外光穿透度下降,反应容易不完全;添加无机微粒会让组合物固化后,透明度达不到要求。先前技术虽揭示传统磷系化合物黄变抑制效果小,其黄变抑制效果完全不足。然,本发明人经过广泛而深入的研究,发现将选自磷系无机酸、磷酸酯或其组合的抗黄变剂添加至丙烯酸酯类材料(特别是本发明的丙烯酸酯类材料)时,可抑制光学材料于高温时产生变色。所述磷系无机酸包含磷系无机酸及其衍生的盐类,例如磷酸、磷酸盐、亚磷酸、次磷酸、次磷酸盐、烷基系磷酸酯、芳香系磷酸酯或其组合。根据本发明较佳实施方式,所述抗黄变剂为次磷酸、次磷酸钠、磷酸三苯酯(triphenyl phosphate(TPP))、磷酸三甲苯酯(tricresyl phosphate(TCP))、磷酸三异丙基苯酯(tri(isopropylphenyl)phosphate)、磷酸甲苯二苯酯(cresyl diphenyl phosphate)、间苯二酚四苯基二磷酸酯(tetraphenyl resorcinol diphosphate)或其混合物。
本发明光学材料组合物中,所述抗黄变剂的用量可视需要依光学组合物所包含的丙烯酸酯类材料及引发剂的种类及用量进行调整。根据本发明一个实施方式,所述抗黄变剂的用量以组合物总重量计介于约0.01%至约6%之间,较佳介于约0.03%至约5%之间,更佳介于约0.05%至约4%之间。根据本发明一个实施方式中,所述抗黄变剂的用量以组合物总重量计可为0.1%、0.4%、0.6%或1%。一般而言,若所述抗黄变剂的用量太少(例如小于0.01%)可能导致组合物抗黄变性不佳;但用量太多(例如大于6%)则会导致组合物均一性不佳且有容易析出的缺点。
本发明光学组合物所使用的引发剂指经提供热能或能量射线(例如UV光)后,快速产生自由基,而利用自由基引发聚合反应的物质。对适用于本发明的引发剂并无特殊限制,包括但不限于热引发剂、光引发剂或其混合物。上述能量射线指一定范围波长的光源,例如紫外光、红外光、可见光或高能射线(电子束)等,较佳为紫外光。照射强度可为500至5000毫焦耳/平方公分(mJ/cm2),较佳2000至4000mJ/cm2。
热引发剂选择在40℃至100℃下具有5小时至15小时半衰期温度的有机过氧化物为佳。在此范围内,本发明的光学组合物在室温下储存不存在任何困难,并能够迅速固化。于本发明光学材料组合物中,所述热引发剂可选自,但不限于过氧化苯甲酰(Benzoyl peroxide)、过氧化氢异丙苯(Cumyl hydroperoxide)、过氧化二异丙苯(Dicumyl peroxide)、过氧化二苯甲酰(dibenzoyl peroxide)、叔丁基过氧化氢(tert-Butyl hydroperoxide)、过氧化叔丁基顺丁烯二酸(tert-Butyl monoperoxymaleate)、二乙酰过氧化物(acetyl peroxide)和过氧化二月桂酰(Dilauroyl peroxide)中的一种或多种,上述过氧化物中的一种或多种与氨基酸或磺酸的混合物,以及上述过氧化物中的一种或多种与含钴化合物的混合物,以及偶氮二异丁腈(AIBN)。根据本发明较佳实施方式,所述热引发剂选自叔丁基过氧化氢、过氧化二苯甲酰、过氧化叔丁基顺丁烯二酸、二乙酰过氧化物、过氧化二月桂酰及其混合物。
于本发明光学材料组合物中,所述光引发剂,其选自但不限于,苯乙酮类(acetophenone)、安息香类(benzoin)、二苯甲酮类(benzophenone)、噻吨酮类(thioxanthone)、蒽醌类(anthraquinone)引发剂及其混合物。根据本发明一个实施方式,所述光引发剂选自二苯甲酮、1-羟基环己基苯基酮或2,4,6-三甲基苯甲酰基二苯基膦氧化物及其混合物。
引发剂的用量,可视需要依光学组合物所包含的自由基聚合型化合物的种类及用量进行调整。过多的引发剂可能导致本发明的光学组合物稳定性不佳,于储存或运送过程中易产生质变或反应后残留过多的引发剂,影响材料的抗黄变能力;而过少的引发剂则可能导致本发明的光学组合物固化不完全。一般而言,引发剂的用量以组合物总重量计,为约0.01%至约10%,较佳为约0.03%至约6%,最佳为约0.05%至约3%。
为达高阶光学材料应用上的需求,期能制作具更低色度和更低黄变值的光学组件,本发明光学材料组合物中可进一步添加d)抗黄变增效剂。所述抗黄变增效剂选自硫醇化合物或酚类化合物。添加硫醇化合物可促进自由基聚合型化合物内的双键进行反应,减少光学材料组合物中未反应双键的含量,藉此降低树脂在高温下因残留的双键对黄变的影响。酚类化合物则可减少树脂内残留的自由基,亦具有抗高温黄变的效果。
所述酚类化合物包括但不限于抗还原性酚类化合物或抗氧化性酚类化合物,较佳为抗氧化性酚类化合物。上述抗氧化性酚类化合物包括但不限于:2,6-二叔丁基对甲酚(2,6-Di-tert-butyl-4-methylphenol)、3-(3,5-二-叔丁基-4-羟基苯基)丙酸正十八烷醇酯(Octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate)、四[3-(3,5-二叔丁基-4-羟苯基)丙酸]季戊四醇酯(Pentaerythritoltetrakis(3-(3,5-di-tert-butyl-4-hydroxy-phenyl)propionate))、二缩三乙二醇双β-(3-叔丁基-4-羟基-5-甲基苯基)-丙酸酯(triethylene glycol bis β-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionate)、1,3,5-三甲基-2,4,6-三(3,5-叔丁基-4-羟基苄基)苯(1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene)、三(3,5-二叔丁基-4-羟基苄基)异氰酸酯(Tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate)、3,9-双[1,1-二甲基-2-[(3-叔丁基-4-羟基-5-甲基苯基)丙酰氧基]乙基]-2,4,8,10-四氧杂螺[5.5]十一烷(3,9-Bis[1,1-dimethyl-2-[(3-tert-butyl-4-hydroxy-5-Methylphenyl)propionyloxy]ethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane)、2,2′-亚甲基双(6-叔丁基-4-甲基酚)(2,2'-Methylenebis(6-tert-butyl-4-methylphenol)、4,4′-亚丁基双(6-叔丁基-3-甲基酚)(4,4'-Butylidenebis(6-tert-butyl-3-methylphenol))、4,4′-硫双(6-叔丁基-3-甲基酚)(4,4`-thio-bis(6-t-butyl-3-methyl phenol))等。
抗氧化性酚类化合物的市售品可列举:Ciba Japan公司制造的IRGANOX1010、IRGANOX 1035、IRGANOX 1076、IRGANOX 1135、IRGANOX 245、IRGANOX 259或IRGANOX 295;ADEKA公司制造的Adekastab AO-30、Adekastab AO-40、Adekastab AO-50、Adekastab AO-60、Adekastab AO-70、Adekastab AO-80、Adekastab AO-90或Adekastab AO-330;住友化学工业公司制造的Sumilizer GA-80、Sumilizer MDP-S、Sumilizer BBM-S、Sumilizer GM、Sumilizer GS(F)或Sumilizer GP,Clariant公司制造的HOSTANOX O10、HOSTANOX O16、HOSTANOX O14、或HOSTANOX O3;川口化学工业公司制造的ANTAGE BHT、ANTAGE W-300、ANTAGE W-400或ANTAGE W500,以及HIPRO KASEI KAISHA制造的SEENOX 224M或SEENOX 326M等。
于本发明光学材料组合物中,所述硫醇化合物较佳为多元硫醇,据本发明实施方式更佳为三硫以上的多元硫醇。
根据本发明实施方式,所述硫醇化合物为具有下式(I)的多元硫醇化合物:
其中R1及R2各自独立为H或直链或支链C1-C4烷基;R3为n价的有机基团,其中n为2-6的整数;及m为0-3的整数。
上述式(I)的多元硫醇化合物中,R1及R2较佳各自独立为H、甲基;及m较佳为0或1。R3较佳为C1-C30烷基(优选C1-C20烷基、C1-C12烷基)、C6-C30芳基(优选C6-C14芳基,例如苯基、萘基等)、C6-C30芳基C1-C30烷基(优选C6-C14芳基C1-C12烷基)、C1-C30醚基(优选C1-C12醚基)、C1-C30异氰脲酸酯基(优选C1-C12异氰脲酸酯基)。
根据本发明的较佳实施方式,式(I)可为下列通式:
或其中n如上所定义。
根据本发明的较佳具体实施例,该多元硫醇化合物为:
根据本发明较佳具体实施例之一,所述硫醇化合物为季戊四醇四(3-巯基丁酸酯)(Pentaerythritol tetrakis(3-mercaptobutylate)):
本发明光学材料组合物中单独添加d)抗黄变增效剂而不使用b)抗黄变剂不能达到高温耐黄变的效果。所述抗黄变增效剂的用量并不宜过多。根据本发明较佳实施方式,以组合物总重量计,所述抗黄变增效剂用量介于约0%至约8%之间,较佳介于约0.005%至约6%之间,更佳介于约0.007%至约5%之间,最佳介于约0.01%至约4%之间。根据本发明一个实施方式,所述抗黄变增效剂的用量以组合物总重量计可为0.1%、0.2%、0.4%或1%。根据本发明另一个实施方式,该抗黄变增效剂可与抗黄变剂产生协同效应,具有较佳的抑制黄变效果。另外,可藉由使用少量抗黄变增效剂,提供与其它含有相对多量抗黄变剂的组合物相当的抗黄变效果,故可减少组合物内的抗黄变剂含量,仍可达到所欲抗黄变效果。除此之外,所述抗黄变增效剂为多种抗黄变增效剂的组合时具有更佳的抑制黄变效果。
本发明的组合物可视需要包含任何熟悉此项技术者已知的添加剂,其包括但不限于,共引发剂(coinitiator)、增敏剂、导电剂(conductive particle typeagent)、偶合剂、分散剂、润湿剂、增稠剂、消泡剂或摇变剂等。
本发明的光学材料组合物可用于形成具有高透光率(大于90%,更佳大于93%)、与玻璃料类似的可耐高温与可回流焊的特性、及不易产生黄变等优点的固化产物,因此可应用于一般镜片,晶圆级相机镜片或晶圆封装等,特别适用于晶圆级相机的制程,作为镜片材料。
上述晶圆级相机将现有相机模块关键零组件(镜头与影像传感器)的生产、校正与焊接都采用半导体制程,高度整合性具有以下优点:
(1)体积小:为芯片尺寸级封装并去除塑料模具、弯曲头缆线(flex-leadcable)等材料高度,尺寸与厚度皆可达到更小。
(2)可回流焊接:目前手机用相机模块使用耐热性较低的塑料镜片,无法使用回流焊接法,相机模必需透过电路板才能装上主电路板。晶圆级相机模块使用耐热性较高的镜片,使得模块可采用回流焊接法安装,简化组装工程。
(3)制程缩短与低成本:晶圆级封装由于不需要中介层、填充物与导线架,并且省略黏晶、打线、手动对焦等制程,因此能够大幅减少材料以及人工成本,可将相机模块制造商的生产成本降低30%以上。此外,晶圆级制程可一次大量生产相机镜头与组装,标准化与量产可达到降低成本的目标。
本发明光学材料组合物的制造方法,包含将丙烯酸酯类材料、抗黄变剂、引发剂及其它视需要的成分所混合而成。其具体制造方法乃本领域习知技艺者于观得本案说明书揭露内容及后附实施例后当能清楚了解并可据以实施。
本发明另提供一种晶圆级相机镜片,其由上述光学材料组合物所形成。
本发明再提供一种用于制备晶圆级相机的方法,该方法包含:于晶圆上注入上述光学材料组合物,固化以形成晶圆级相机镜片。
以下实施例用于对本发明作进一步说明,唯非用以限制本发明的范围。任何熟悉此项技艺的人士可轻易达成的修饰及改变均包括于本案说明书揭示内容及所附申请专利范围的范围内。
实施例
耐高温及耐黄变测试
依照表1中所揭比例(克)调配实施例1-6与比较例1的光学材料组合物,将其搅拌混合均匀,再灌注于两片(15cm×15cm×0.3cm)玻璃之间,形成直径约6~8cm且厚度0.1cm的胶材试片。经UV(高压汞灯)曝光1800mJ/cm2,使胶材反应固化,随后取下试片。以条件A(温度为300℃,时间为20分)或条件B(温度为260℃,时间为30分)进行高温测试,并利用色度计(NE4000;NIPPONDENSHOKU)量测高温测试前后的色度,以获得色变值(△b)(即,高温测试后b值减去高温测试前b值)。而各实施例及比较例所测得色变值(△b)如表2至表4所示。
表1
a:二季戊四醇六丙烯酸酯(dipentaerythritol hexaacrylate;长兴材料提供的EM264)。
b:三环癸烷二甲醇二丙烯酸酯(Tricyclodecane dimethanol diacrylate;长兴材料提供的EM2204)。
c:1-羟基环己基苯基酮(1-hydroxy cyclohexyl phenyl ketone;BASF提供的Irgacure 184)。
d:次磷酸钠。
e:次磷酸(Phosphinic acid;Sigma提供的HA3,)。
f:四苯基双酚A二磷酸酯(Bisphenol-A Bis(diphenylphosphate);长春公司提供的AD191,)。
g:季戊四醇四(3-巯基丁酸酯)(Pentaerythritol tetrakis(3-mercaptobutylate);)。
h:2,6-二叔丁基对甲酚(Butylated hydroxytoluene;Sigma提供的BHT,)。
i:异冰片基丙烯酸酯(isobornyl acrylate;长兴材料提供的EM70)
表2
表3
表4
*条件A:温度为300℃,时间为20分。
*条件B:温度为260℃,时间为30分。
色变值(△b)越小,表示抗黄变效果越佳。由表2及表3所示实验数据可知,相较于比较例1(未添加抗黄变剂),本发明实施例1a-1d、实施例2a至2d及实施例3a至3e的组合物分别添加次磷酸钠、次磷酸及磷酸酯作为抗黄变剂,于300℃及260℃高温加热固化条件下均展现出较好的抗黄变性。
表4整理实施例2a至2d与实施例4至6的结果。由表4的数据可知,相较于实施例2a(未添加抗黄变增效剂),实施例4至6因添加抗黄变增效剂(实施例4-6)可产生协同效应,使组合物具有更显着的抗黄变功效。此外,实施例4与实施例2b至2c的结果进行比较可知,实施例4因添加抗黄变增效剂,故可在使用相对较小量的抗黄变剂下,提供与其它含有相对多量抗黄变剂的组合物相当或更好的抗黄变效果。将实施例4的结果与实施例5的结果进行比较可知,所述抗黄变增效剂为多种抗黄变增效剂的组合时具有更佳的抑制黄变效果。
形变测试
依照表5中所揭比例(克)调配实施例1a、实施例7与比较例2的光学材料组合物,将其搅拌混合均匀,再灌注于铁氟龙(PTFE)皿状模具中(10cm×10cm×0.1cm)。经UV(高压汞灯)曝光1800mJ/cm2,使胶材反应固化,形成10cm见方且厚度0.1cm的胶材试片,随后取下试片观察试片外观,判定标准如下:
O:观察试片平整四边完整
X:观察试片有扭曲、翘屈或膜片边缘融蚀
表5
由表5实施例1a、实施例7与比较例2结果可知,若仅使用单官能基丙烯酸酯类单体(比较例2)时,膜片平整性不佳;添加适量多官能基丙烯酸酯类单体(实施例1a及7)者具有改善膜片平整性的功效。此外,观察实施例1a、7与比较例2的试片外观,可知本发明的光学材料组合物具有良好穿透光度。
Claims (10)
1.一种光学材料组合物,其包含下列组分:
a)丙烯酸酯类材料;
b)抗黄变剂,选自磷系无机酸、磷酸酯及其组合;及
c)引发剂。
2.如权利要求1所述的光学材料组合物,其中该丙烯酸酯类材料包含丙烯酸酯类单体。
3.如权利要求2所述的光学材料组合物,其中该丙烯酸酯类单体包含至少约5重量%的多官能基丙烯酸酯类单体。
4.如权利要求2所述的光学材料组合物,其中该丙烯酸酯类材料还包含丙烯酸酯类寡聚物。
5.如权利要求1所述的光学材料组合物,其中该抗黄变剂选自磷酸、磷酸盐、亚磷酸、次磷酸、次磷酸盐、烷基系磷酸酯、芳香系磷酸酯及其组合。
6.如权利要求1所述的光学材料组合物,其中该组分a)的用量以该组合物总重量计为约70%至约99.9%;该组分b)的用量以该组合物总重量计为约0.01%至约6%;该组分c)用量以组合物总重量计为约0.01%至约10%。
7.如权利要求1所述的光学材料组合物,其中,该组合物还包含d)抗黄变增效剂,其中,所述抗黄变增效剂选自硫醇化合物、酚类化合物或其组合。
8.如权利要求7所述的光学材料组合物,其中该组分d)的用量以该组合物总重量计为约0.005%至约8%之间。
9.如权利要求1至8中任一项所述的光学材料组合物,其用于晶圆级相机的制程中。
10.一种晶圆级相机镜片,其由如权利要求1至8中任一项所述的光学材料组合物所形成。
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