CN101230122A - 一种酸酐改性酚醛树脂和由其得到的光刻胶组合物 - Google Patents
一种酸酐改性酚醛树脂和由其得到的光刻胶组合物 Download PDFInfo
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- CN101230122A CN101230122A CNA2008100816298A CN200810081629A CN101230122A CN 101230122 A CN101230122 A CN 101230122A CN A2008100816298 A CNA2008100816298 A CN A2008100816298A CN 200810081629 A CN200810081629 A CN 200810081629A CN 101230122 A CN101230122 A CN 101230122A
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- Prior art keywords
- anhydride
- modified alkyd
- alkyd resin
- weight
- photoetching compositions
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 88
- 150000008064 anhydrides Chemical class 0.000 title claims description 57
- 229920000180 alkyd Polymers 0.000 title claims description 48
- 229920002120 photoresistant polymer Polymers 0.000 title abstract description 15
- 238000000034 method Methods 0.000 claims abstract description 32
- 238000001259 photo etching Methods 0.000 claims description 64
- 239000000758 substrate Substances 0.000 claims description 49
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 42
- 229920003987 resole Polymers 0.000 claims description 27
- 150000007524 organic acids Chemical class 0.000 claims description 24
- 229920005989 resin Polymers 0.000 claims description 22
- 239000011347 resin Substances 0.000 claims description 22
- 150000002989 phenols Chemical class 0.000 claims description 19
- 239000007787 solid Substances 0.000 claims description 17
- 238000000576 coating method Methods 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- 239000011248 coating agent Substances 0.000 claims description 15
- 238000005530 etching Methods 0.000 claims description 15
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 12
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 claims description 12
- 239000003960 organic solvent Substances 0.000 claims description 11
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 claims description 11
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 claims description 9
- MWSKJDNQKGCKPA-UHFFFAOYSA-N 6-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1CC(C)=CC2C(=O)OC(=O)C12 MWSKJDNQKGCKPA-UHFFFAOYSA-N 0.000 claims description 9
- 239000003377 acid catalyst Substances 0.000 claims description 9
- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical class [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 claims description 8
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- 229910021641 deionized water Inorganic materials 0.000 claims description 6
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- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 6
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- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 claims description 4
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 claims description 4
- UITKHKNFVCYWNG-UHFFFAOYSA-N 4-(3,4-dicarboxybenzoyl)phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1C(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 UITKHKNFVCYWNG-UHFFFAOYSA-N 0.000 claims description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
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- 239000006228 supernatant Substances 0.000 claims description 4
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- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 claims description 3
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- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 8
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- 239000000243 solution Substances 0.000 description 8
- 235000019439 ethyl acetate Nutrition 0.000 description 7
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- 238000005227 gel permeation chromatography Methods 0.000 description 6
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 150000008065 acid anhydrides Chemical class 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 4
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- 239000005011 phenolic resin Substances 0.000 description 4
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 4
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- RWNUSVWFHDHRCJ-UHFFFAOYSA-N 1-butoxypropan-2-ol Chemical compound CCCCOCC(C)O RWNUSVWFHDHRCJ-UHFFFAOYSA-N 0.000 description 2
- KUFFULVDNCHOFZ-UHFFFAOYSA-N 2,4-xylenol Chemical compound CC1=CC=C(O)C(C)=C1 KUFFULVDNCHOFZ-UHFFFAOYSA-N 0.000 description 2
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- 125000003118 aryl group Chemical group 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
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- 239000003795 chemical substances by application Substances 0.000 description 2
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- 238000007598 dipping method Methods 0.000 description 2
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- 229920002313 fluoropolymer Polymers 0.000 description 2
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 2
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- CIBMHJPPKCXONB-UHFFFAOYSA-N propane-2,2-diol Chemical compound CC(C)(O)O CIBMHJPPKCXONB-UHFFFAOYSA-N 0.000 description 2
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- 239000003643 water by type Substances 0.000 description 2
- CUVLMZNMSPJDON-UHFFFAOYSA-N 1-(1-butoxypropan-2-yloxy)propan-2-ol Chemical compound CCCCOCC(C)OCC(C)O CUVLMZNMSPJDON-UHFFFAOYSA-N 0.000 description 1
- DRLRGHZJOQGQEC-UHFFFAOYSA-N 2-(2-methoxypropoxy)propyl acetate Chemical compound COC(C)COC(C)COC(C)=O DRLRGHZJOQGQEC-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
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- NIXKBAZVOQAHGC-UHFFFAOYSA-N phenylmethanesulfonic acid Chemical compound OS(=O)(=O)CC1=CC=CC=C1 NIXKBAZVOQAHGC-UHFFFAOYSA-N 0.000 description 1
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- 239000002952 polymeric resin Substances 0.000 description 1
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- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
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- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
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- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
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- Materials For Photolithography (AREA)
Abstract
Description
测试项目 | 感光性Eth(mj/cm2) | 留膜率% | 耐热性℃ | 粘附性μm |
试样III(实施例8) | 8 | 97 | 122 | 0.80 |
试样IV(实施例9) | 9 | 95 | 118 | 0.72 |
试样V(实施例10) | 8 | 96 | 116 | 0.65 |
试样VI(比较例1) | 10 | 90 | 100 | 1.25 |
试样VII(比较例2) | 11 | 92 | 95 | 1.01 |
Claims (17)
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CNB2008100816298A CN100469807C (zh) | 2008-02-27 | 2008-02-27 | 一种酸酐改性酚醛树脂和由其得到的光刻胶组合物 |
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CNB2008100816298A CN100469807C (zh) | 2008-02-27 | 2008-02-27 | 一种酸酐改性酚醛树脂和由其得到的光刻胶组合物 |
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CN101230122A true CN101230122A (zh) | 2008-07-30 |
CN100469807C CN100469807C (zh) | 2009-03-18 |
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Cited By (10)
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CN103068928A (zh) * | 2010-08-11 | 2013-04-24 | 日产化学工业株式会社 | 树脂组合物、液晶取向材料及相位差材料 |
CN103351575A (zh) * | 2013-07-22 | 2013-10-16 | 湖南中野高科技特种材料有限公司 | 一种无机土接枝改性酚醛树脂泡沫的生产方法 |
CN104487477A (zh) * | 2012-07-13 | 2015-04-01 | 迈图专业化学股份有限公司 | 聚合材料和制备该聚合材料的方法 |
CN105175665A (zh) * | 2015-08-31 | 2015-12-23 | 桂林兴松林化有限责任公司 | 油墨树脂的制备方法 |
CN105505103A (zh) * | 2016-01-27 | 2016-04-20 | 安徽新大陆特种涂料有限责任公司 | 一种钢构专用的改性腰果壳油树脂防腐面漆及其制备方法 |
CN106916268A (zh) * | 2015-12-25 | 2017-07-04 | 广东生益科技股份有限公司 | 一种酸酐改性线性酚醛树脂、制备方法及用途 |
CN114031736A (zh) * | 2021-12-17 | 2022-02-11 | 广东粤港澳大湾区黄埔材料研究院 | 一种光刻胶用改性酚醛树脂及其制备方法和光刻胶组合物 |
CN116444747A (zh) * | 2023-02-06 | 2023-07-18 | 聊城金歌合成材料有限公司 | 间苯二酚-衣康酸-甲醛共聚树脂的合成方法 |
CN117384562A (zh) * | 2023-09-28 | 2024-01-12 | 湖北慧狮塑业股份有限公司 | 一种太阳能电池电极粘合胶膜及其制备方法和应用 |
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2008
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