CN113741147A - Photoresist with high resolution and excellent adhesion - Google Patents
Photoresist with high resolution and excellent adhesion Download PDFInfo
- Publication number
- CN113741147A CN113741147A CN202111109386.6A CN202111109386A CN113741147A CN 113741147 A CN113741147 A CN 113741147A CN 202111109386 A CN202111109386 A CN 202111109386A CN 113741147 A CN113741147 A CN 113741147A
- Authority
- CN
- China
- Prior art keywords
- photoresist
- high resolution
- excellent adhesion
- dry film
- photosensitive dry
- 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
Links
- 229920002120 photoresistant polymer Polymers 0.000 title claims abstract description 44
- 239000011347 resin Substances 0.000 claims abstract description 20
- 229920005989 resin Polymers 0.000 claims abstract description 20
- 150000001875 compounds Chemical class 0.000 claims abstract description 7
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 5
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 3
- 239000011248 coating agent Substances 0.000 claims description 16
- 238000000576 coating method Methods 0.000 claims description 16
- 239000002002 slurry Substances 0.000 claims description 13
- 239000003513 alkali Substances 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 12
- -1 magenta Chemical compound 0.000 claims description 11
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 10
- 238000002360 preparation method Methods 0.000 claims description 9
- 239000004925 Acrylic resin Substances 0.000 claims description 7
- 229920000178 Acrylic resin Polymers 0.000 claims description 7
- 239000002585 base Substances 0.000 claims description 6
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 claims description 6
- OAZWDJGLIYNYMU-UHFFFAOYSA-N Leucocrystal Violet Chemical compound C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)N(C)C)C1=CC=C(N(C)C)C=C1 OAZWDJGLIYNYMU-UHFFFAOYSA-N 0.000 claims description 5
- 239000004698 Polyethylene Substances 0.000 claims description 5
- 238000005520 cutting process Methods 0.000 claims description 5
- 239000012535 impurity Substances 0.000 claims description 5
- 238000005096 rolling process Methods 0.000 claims description 5
- 238000007789 sealing Methods 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- SPEUIVXLLWOEMJ-UHFFFAOYSA-N 1,1-dimethoxyethane Chemical compound COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 claims description 4
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- 239000003086 colorant Substances 0.000 claims description 4
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000004014 plasticizer Substances 0.000 claims description 4
- 238000003786 synthesis reaction Methods 0.000 claims description 4
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 claims description 3
- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 claims description 3
- 239000004641 Diallyl-phthalate Substances 0.000 claims description 3
- 239000002202 Polyethylene glycol Substances 0.000 claims description 3
- RUDUCNPHDIMQCY-UHFFFAOYSA-N [3-(2-sulfanylacetyl)oxy-2,2-bis[(2-sulfanylacetyl)oxymethyl]propyl] 2-sulfanylacetate Chemical compound SCC(=O)OCC(COC(=O)CS)(COC(=O)CS)COC(=O)CS RUDUCNPHDIMQCY-UHFFFAOYSA-N 0.000 claims description 3
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 claims description 3
- 125000004386 diacrylate group Chemical group 0.000 claims description 3
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 229920001223 polyethylene glycol Polymers 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- PJAKWOZHTFWTNF-UHFFFAOYSA-N (2-nonylphenyl) prop-2-enoate Chemical compound CCCCCCCCCC1=CC=CC=C1OC(=O)C=C PJAKWOZHTFWTNF-UHFFFAOYSA-N 0.000 claims description 2
- YFKBXYGUSOXJGS-UHFFFAOYSA-N 1,3-Diphenyl-2-propanone Chemical compound C=1C=CC=CC=1CC(=O)CC1=CC=CC=C1 YFKBXYGUSOXJGS-UHFFFAOYSA-N 0.000 claims description 2
- IMDHDEPPVWETOI-UHFFFAOYSA-N 1-(4-tert-butylphenyl)-2,2,2-trichloroethanone Chemical compound CC(C)(C)C1=CC=C(C(=O)C(Cl)(Cl)Cl)C=C1 IMDHDEPPVWETOI-UHFFFAOYSA-N 0.000 claims description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 2
- LCHAFMWSFCONOO-UHFFFAOYSA-N 2,4-dimethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C)=CC(C)=C3SC2=C1 LCHAFMWSFCONOO-UHFFFAOYSA-N 0.000 claims description 2
- DXYGJDUJLDXFOD-UHFFFAOYSA-N 2-[2-[2-(2-acetyloxyethoxy)ethoxy]ethoxy]ethyl acetate Chemical compound CC(=O)OCCOCCOCCOCCOC(C)=O DXYGJDUJLDXFOD-UHFFFAOYSA-N 0.000 claims description 2
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims description 2
- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 claims description 2
- KTALPKYXQZGAEG-UHFFFAOYSA-N 2-propan-2-ylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C(C)C)=CC=C3SC2=C1 KTALPKYXQZGAEG-UHFFFAOYSA-N 0.000 claims description 2
- HMBNQNDUEFFFNZ-UHFFFAOYSA-N 4-ethenoxybutan-1-ol Chemical compound OCCCCOC=C HMBNQNDUEFFFNZ-UHFFFAOYSA-N 0.000 claims description 2
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims description 2
- 229920000623 Cellulose acetate phthalate Polymers 0.000 claims description 2
- 229920000896 Ethulose Polymers 0.000 claims description 2
- 239000001859 Ethyl hydroxyethyl cellulose Substances 0.000 claims description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-O N-dimethylethanolamine Chemical compound C[NH+](C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-O 0.000 claims description 2
- 244000028419 Styrax benzoin Species 0.000 claims description 2
- 235000000126 Styrax benzoin Nutrition 0.000 claims description 2
- 235000008411 Sumatra benzointree Nutrition 0.000 claims description 2
- 239000002318 adhesion promoter Substances 0.000 claims description 2
- 239000002518 antifoaming agent Substances 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 230000003078 antioxidant effect Effects 0.000 claims description 2
- 229960002130 benzoin Drugs 0.000 claims description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 2
- 239000012965 benzophenone Substances 0.000 claims description 2
- QUZSUMLPWDHKCJ-UHFFFAOYSA-N bisphenol A dimethacrylate Chemical compound C1=CC(OC(=O)C(=C)C)=CC=C1C(C)(C)C1=CC=C(OC(=O)C(C)=C)C=C1 QUZSUMLPWDHKCJ-UHFFFAOYSA-N 0.000 claims description 2
- 229940081734 cellulose acetate phthalate Drugs 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 235000019326 ethyl hydroxyethyl cellulose Nutrition 0.000 claims description 2
- 239000003063 flame retardant Substances 0.000 claims description 2
- 235000019382 gum benzoic Nutrition 0.000 claims description 2
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 2
- 239000003112 inhibitor Substances 0.000 claims description 2
- FDZZZRQASAIRJF-UHFFFAOYSA-M malachite green Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](C)C)C=C1 FDZZZRQASAIRJF-UHFFFAOYSA-M 0.000 claims description 2
- 229940107698 malachite green Drugs 0.000 claims description 2
- 239000005011 phenolic resin Substances 0.000 claims description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims description 2
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 2
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 claims description 2
- 238000012719 thermal polymerization Methods 0.000 claims description 2
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- CVZBYEKCIDMLRV-UHFFFAOYSA-N 1,4-bis(methylsulfanyl)benzene Chemical compound CSC1=CC=C(SC)C=C1 CVZBYEKCIDMLRV-UHFFFAOYSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 239000003999 initiator Substances 0.000 claims 1
- 238000002156 mixing Methods 0.000 claims 1
- 239000000853 adhesive Substances 0.000 abstract description 5
- 230000001070 adhesive effect Effects 0.000 abstract description 5
- 239000012792 core layer Substances 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 229920000139 polyethylene terephthalate Polymers 0.000 description 7
- 239000005020 polyethylene terephthalate Substances 0.000 description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 6
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 3
- 238000010557 suspension polymerization reaction Methods 0.000 description 3
- NHAUBUMQRJWWAT-UHFFFAOYSA-N 2,5-dimethylbenzenethiol Chemical compound CC1=CC=C(C)C(S)=C1 NHAUBUMQRJWWAT-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N ethylene glycol monomethyl ether acetate Natural products COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- HHQAGBQXOWLTLL-UHFFFAOYSA-N (2-hydroxy-3-phenoxypropyl) prop-2-enoate Chemical compound C=CC(=O)OCC(O)COC1=CC=CC=C1 HHQAGBQXOWLTLL-UHFFFAOYSA-N 0.000 description 1
- RWNUSVWFHDHRCJ-UHFFFAOYSA-N 1-butoxypropan-2-ol Chemical compound CCCCOCC(C)O RWNUSVWFHDHRCJ-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- AXDJCCTWPBKUKL-UHFFFAOYSA-N 4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydron;chloride Chemical compound Cl.C1=CC(=N)C(C)=CC1=C(C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 AXDJCCTWPBKUKL-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 238000003848 UV Light-Curing Methods 0.000 description 1
- 238000010669 acid-base reaction Methods 0.000 description 1
- 150000008331 benzenesulfonamides Chemical class 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 239000011889 copper foil Substances 0.000 description 1
- 239000011162 core material Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000000113 methacrylic resin Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000000059 patterning Methods 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 238000006552 photochemical reaction Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Materials For Photolithography (AREA)
Abstract
The invention discloses a photoresist agent, which is used as a core layer of a photosensitive dry film and comprises the following components: 50-70 parts of alkali-soluble resin, 15-40 parts of photopolymerization compound, 0.2-8.0 parts of photoinitiator and 0.1-2.0 parts of other auxiliary agents. After the photoresist is made into a photosensitive dry film, the developed photoresist has the advantages of high resolution, excellent adhesive force and flexibility, fast film stripping and the like, and is favorable for improving the yield of downstream electronic products.
Description
Technical Field
The invention relates to the technical field of printed circuit boards, in particular to a photoresist which is high in resolution, excellent in adhesive force and flexibility and fast in film stripping.
Background
Photoresist, also known as photoresist, is a photosensitive composite material. The material is widely used as a core material for pattern transfer in a Printed Circuit Board (PCB), a Liquid Crystal Display (LCD), a solar cell, a conductor package, and a semiconductor package, and the quality and performance of the material play an important role in the performance and yield of downstream electronic components. In the production process of the PCB, the photoresist transfers a desired circuit pattern from the mask to a base material to be processed, such as copper foil, through a photochemical reaction by exposure, development, etching, and the like.
In recent years, with the further popularity of portable electronic devices, electronic components have developed to be lighter in weight, thinner in thickness and smaller in volume, which also promotes the smaller width of printed circuit lines inside the electronic components and the further smaller contact area between the substrate and the photoresist. This leads to higher and higher requirements for the properties of the photoresist, such as higher resolution, good adhesion and flexibility.
Disclosure of Invention
The present invention has been made to solve the above problems occurring in the above products, and an object of the present invention is to provide a photoresist which has excellent resolution, excellent adhesion and flexibility after development, and a photosensitive dry film which is rapidly stripped.
In order to achieve the above object, the present invention provides the following technical solutions
The invention aims to realize a photosensitive dry film which comprises 50-70 parts by weight of alkali-soluble resin, 20-40 parts by weight of photopolymerization compound, 0.2-8.0 parts by weight of photoinitiator and 0.1-2.0 parts by weight of other auxiliary agents.
As a further aspect of the invention: the alkali soluble resin is at least one of (methyl) acrylic resin, styrene resin, phenolic resin, cellulose acetate-phthalate ester and ethyl hydroxyethyl cellulose phthalate.
As a further aspect of the invention: in the present invention, a (meth) acrylic resin is preferable, and the (meth) acrylic resin may be a methacrylic resin or an acrylic resin, or a mixture of the two resins at an arbitrary ratio.
As a further aspect of the invention: the (meth) acrylic resin is synthesized from at least two of methyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, 2-hydroxy-3-phenoxypropyl acrylate, ethyl acrylate, butyl (meth) acrylate, sec-butyl (meth) acrylate, tert-butyl (meth) acrylate, meth) acrylic acid, lauryl acrylate, meth) acrylic acid, isooctyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 3-hydroxybutyl (meth) acrylate, (meth) acrylamide, styrene, and α -methylstyrene.
As a further aspect of the invention: the photopolymerizable compound comprises at least one of lauryl acrylate, isodecyl acrylate, bisphenol A dimethacrylate, polyethylene glycol diacrylate, propoxylated nonylphenol acrylate, N-vinylcaprolactam, and hydroxybutyl vinyl ether.
As a further aspect of the invention: the photoinitiator is one or more of 4,4 ', 5, 5' -tetraphenyl diimidazole, 2- (o-chlorophenyl) -4, 5-diphenyl diimidazole, 2, 4-trichloromethyl-6-triazine, benzophenone, benzoin dimethyl ether, 2-isopropyl thioxanthone, 1, 4-dimethyl mercaptobenzene, N-dimethyl ethanolamine, pentaerythritol tetrathioglycolate, p-tert-butyl trichloroacetophenone, 2, 4-dimethyl thioxanthone, benzyl ketone dimethyl acetal and 2-chlorothioxanthone.
As a further aspect of the invention: the other auxiliary agents comprise one or more of a diluent, a plasticizer, a coloring agent, a color former, an antioxidant, a thermal polymerization inhibitor, a defoaming agent, a flame retardant and a leveling agent.
As a further aspect of the invention: the coloring agent is one or more of leuco crystal violet, fuchsin, phthalocyanine green, phthalocyanine blue, fluorane, malachite green and rhodamine; preferably leuco crystal violet and phthalocyanine blue.
As a further aspect of the invention: the adhesion promoter is a thiol compound.
As a further aspect of the invention: the plasticizer contains at least one of dibutyl phthalate, diallyl phthalate, tetraethylene glycol diacetate, benzene sulfonamide, triphenyl phosphate and the like. Diallyl phthalate and benzenesulfonamides are preferred.
As a further aspect of the present invention: the preparation of the photoresist slurry comprises the following steps
1) Adding alkali soluble resin, a photopolymerization compound, a photoinitiator and other auxiliary agents into a solvent according to a formula;
2) mechanically stirring the mixture until the mixture is uniform;
3) filtering out undissolved impurities for later use.
As a further aspect of the invention: the solvent is one or more of acetone, methanol, monoethylene glycol dimethyl ether, ethylene glycol monomethyl ether acetate, propylene glycol methyl ether, propylene glycol monobutyl ether, dichloromethane, carbon tetrachloride, etc. Acetone or propylene glycol methyl ether is preferred.
As a further aspect of the present invention: the preparation of the photosensitive dry film comprises the following steps
1) Coating the photoresist slurry on a substrate (PET) by using a coating machine;
2) baking the materials in an oven at a certain temperature of 60-80 ℃ to form a photoresist film layer;
3) and coating a PE film on the photoresist film layer, cutting, thermally sealing and rolling to obtain a photosensitive dry film sample.
As a further aspect of the invention: the dry film-related property test of the photoresist is as follows
In the invention, before the film is pasted on the copper-clad plate, the copper-clad plate needs to be pre-cleaned by a plate grinding machine so as to ensure that the copper-clad plate is clean and flat.
After the copper-clad plate is treated, an automatic film sticking machine is adopted for sticking films, the temperature is 100-115 ℃, and the film sticking speed is 1.0-2.0 m/s.
The UV light curing machine is adopted for processing, the lamp source is a 5 kW high-pressure mercury lamp, and the wavelength is 365 nm.
1.5% sodium carbonate solution is used as developing solution, the developing temperature is 30-40 ℃, and the pressure is 2.0-2.5 kg/cm2. The developing time is 35-50S. Wherein unexposed acrylic esters and acrylic resin react with the weak alkaline sodium carbonate solution to generate substances which are easy to dissolve in water.
The solidified film layer is treated by using 4 to 6 percent potassium hydroxide solution to saponify and dissolve the film layer, and then the film is removed.
The demoulding temperature is 40-55 ℃, and the demoulding pressure is 1.5-2.5 kg/cm2. The stripping process involves an acid-base reaction and a saponification reaction.
Adhesion test
The adhesion test used an RP-4 test pattern (L/S = n/400).
Hardness test
The hardness test is carried out according to GB/T1730-1993, and a coating swing rod is measured by a swing rod hardness tester.
Flexibility test
After film pasting, exposure and development, folding the flexible base material for 20 times from different angles, observing whether the dry film cracks, counting the cracking times, and expressing the result by using a number, wherein the smaller the numerical value, the better the flexibility of the dry film is.
Well: the dry film is cracked for 0-1 time after being folded; in general: the dry film is cracked for 2-5 times after being folded; difference: the dry film is cracked for more than 5 times after being folded in half.
Evaluation of resolution
At an exposure intensity of 10mJ/cm2The photosensitive dry film laminated by the above method was subjected to laser exposure for patterning, followed by developing the dry film, and the minimum size of the remaining adhesion/resolution (line and space) pattern was evaluated. Resolution evaluation (line and space) was performed using test patterns provided by aobao technologies.
The resolution levels are classified into three levels of "1", "2", and "3", wherein the "1" level standard is capable of reproducing thin line evaluation of less than 50 μm, the "2" level standard is capable of reproducing thin lines between 50 μm and 100 μm, and the "3" level standard represents that thin lines of 100 μm or more cannot be reproduced.
Detailed description of the preferred embodiments
Detailed description of the preferred embodiment 1
1) Synthesis of alkali soluble resins
The alkali soluble resin is prepared by carrying out suspension polymerization on butyl methacrylate, methacrylic acid and alpha-methyl styrene, wherein the weight ratio of the butyl methacrylate to the methacrylic acid to the alpha-methyl styrene is 40:30: 30.
2) Preparation of photoresist slurry
Sequentially adding the alkali-soluble resin obtained in the step 1), isodecyl acrylate, 2, 4-trichloromethyl-6-triazine, leuco crystal violet and dibutyl phthalate into acetone according to the weight ratio of 60:35:4.0:0.4:0.6, completely dissolving, mechanically stirring for 3 hours at the experimental temperature of 40 ℃ at the rotating speed of 3000 rpm/min to obtain uniformly dispersed photoresist slurry, removing impurities by using a 5-micron filter element, and standing for later use.
3) Preparation of photosensitive dry film
Coating the photoresist slurry obtained in the step 2) on a PET (polyethylene terephthalate) base material by adopting a coating machine, and baking the material in an oven at a certain temperature of 70 ℃ to form a photoresist film layer; and coating a PE film on the photoresist film layer, cutting, thermally sealing and rolling to obtain a photosensitive dry film sample. The photosensitive dry film sample was named # 1.
Experiments show that the No. 1 photosensitive dry film has the resolution grade of 1, the adhesive force of 20 mu m, good flexibility, the hardness of 0.129, the demolding time of 45S and good dimensional stability of circuits.
Detailed description of the preferred embodiment 2
1) Synthesis of alkali soluble resins
The alkali soluble resin is prepared by suspension polymerization of methyl methacrylate, methacrylic acid, tert-butyl methacrylate and styrene, wherein the weight ratio of the methyl methacrylate to the methacrylic acid to the tert-butyl methacrylate to the styrene is 20:20:40: 20.
2) Preparation of photoresist slurry
Sequentially adding the alkali-soluble resin obtained in the step 1), polyethylene glycol diacrylate, 1, 4-dimethyl mercapto benzene, phthalocyanine blue and thiol compounds into propylene glycol monomethyl ether according to the weight ratio of 62:32:4.8:0.6:0.6, completely dissolving, mechanically stirring for 3.5 hours at the experimental temperature of 35 ℃ at the rotating speed of 3000 rpm/min to obtain uniformly dispersed photoresist slurry, removing impurities by using a 5-micron filter element, and standing for later use.
3) Preparation of photosensitive dry film
Coating the photoresist slurry obtained in the step 2) on a PET (polyethylene terephthalate) base material by adopting a coating machine, and baking the material in an oven at a certain temperature of 75 ℃ to form a photoresist film layer; and coating a PE film on the photoresist film layer, cutting, thermally sealing and rolling to obtain a photosensitive dry film sample. The photosensitive dry film sample was named # 2.
Experiments show that the 2# photosensitive dry film has the resolution grade of 1, the adhesive force of 25 mu m, good flexibility, the hardness of 0.143, the stripping time of 40S and good line dimensional stability.
Detailed description of the preferred embodiment 3
1) Synthesis of alkali soluble resins
The alkali soluble resin is prepared by suspension polymerization of 2-hydroxyethyl methacrylate, methacrylic acid, butyl methacrylate and ethyl acrylate, wherein the weight ratio of the 2-hydroxyethyl methacrylate to the methacrylic acid to the butyl methacrylate to the ethyl acrylate is 20:20:40: 20.
2) Preparation of photoresist slurry
Sequentially adding the alkali-soluble resin obtained in the step 1), N-vinyl caprolactam, pentaerythritol tetrathioglycolate, leuco crystal violet and a thiol compound into a mixed solvent of acetone and dichloromethane according to a weight ratio of 65:29:5.0:0.4:0.6 (the weight ratio of the acetone to the dichloromethane is 9: 1), completely dissolving, mechanically stirring for 4 hours at an experimental temperature of 30 ℃ at a rotating speed of 3000 rpm/min to obtain uniformly dispersed photoresist slurry, removing impurities by using a 5-micron filter element, and standing for later use.
3) Preparation of photosensitive dry film
Coating the photoresist slurry obtained in the step 2) on a PET (polyethylene terephthalate) base material by adopting a coating machine, and baking the material in an oven at a certain temperature of 75 ℃ to form a photoresist film layer; and coating a PE film on the photoresist film layer, cutting, thermally sealing and rolling to obtain a photosensitive dry film sample. The photosensitive dry film sample was named # 3.
Experiments show that the 3# photosensitive dry film has the resolution grade of 1, the adhesive force of 30 mu m, good flexibility, the hardness of 0.138, the demolding time of 50S and good line dimensional stability.
Claims (8)
1. A photoresist having high resolution and excellent adhesion, characterized in that: consists of alkali soluble resin 50-70 weight portions, light polymerized compound 15-40 weight portions, light initiator 1.0-8.0 weight portions and other assistant 0.1-2.0 weight portions.
2. The photoresist with high resolution and excellent adhesion according to claim 1, characterized in that the alkali soluble resin is at least one of (meth) acrylic resin, styrene resin, phenol resin, cellulose acetate phthalate, ethyl hydroxyethyl cellulose phthalate.
3. The photoresist with high resolution and excellent adhesion according to claim 1, wherein the photopolymerizable compound comprises: one or more of lauryl acrylate, isodecyl acrylate, bisphenol A dimethacrylate, polyethylene glycol diacrylate, propoxylated nonylphenol acrylate, N-vinyl caprolactam, and hydroxybutyl vinyl ether.
4. The photoresist with high resolution and excellent adhesion according to claim 1, characterized in that the photoinitiator is at least 1 of 4,4 ', 5, 5' -tetraphenyldiimidazole, 2- (o-chlorophenyl) -4, 5-diphenyldiimidazole, 2, 4-trichloromethyl-6-triazine, benzophenone, benzoin bismethyl ether, 2-isopropylthioxanthone, 1, 4-dimethylmercaptobenzene, N-dimethylethanolamine, pentaerythritol tetrathioglycolate, p-tert-butyltrichloroacetophenone, 2, 4-dimethylthioxanthone, benzyl ketone dimethyl acetal and 2-chlorothioxanthone.
5. The photoresist of high resolution and excellent adhesion according to claim 1, wherein the other auxiliary agent comprises one or more of a diluent, a plasticizer, a coloring agent, a color former, an antioxidant, a thermal polymerization inhibitor, a defoaming agent, a flame retardant and a leveling agent.
6. The photoresist with high resolution and excellent adhesion according to claim 5, wherein the coloring agent is composed of at least one of leuco crystal violet, magenta, phthalocyanine green, phthalocyanine blue, fluorane, malachite green, rhodamine, etc. in any ratio; the adhesion promoter is a thiol compound; the plasticizer comprises: at least one of dibutyl phthalate, diallyl phthalate, tetraethylene glycol diacetate, benzene sulfonamide, triphenyl phosphate, and the like.
7. A method for preparing a photoresist with high resolution and excellent adhesion is characterized by comprising the following steps:
synthesis of alkali soluble resins
Preparation of photoresist slurry: adding alkali soluble resin, a photopolymerization compound, a photoinitiator and other additives into a solvent according to a formula, mixing uniformly, stirring, and removing undissolved impurities for later use;
preparing a photosensitive dry film: coating the photoresist slurry on a base material (PET) by adopting a coating machine, and baking at the temperature of 60-80 ℃ to form a photoresist film layer; and coating a PE film on the photoresist film layer, cutting, thermally sealing and rolling to obtain a photosensitive dry film sample.
8. The high resolution and excellent adhesion photoresist according to claim 1, for laser scanning exposure.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202111109386.6A CN113741147A (en) | 2021-09-22 | 2021-09-22 | Photoresist with high resolution and excellent adhesion |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202111109386.6A CN113741147A (en) | 2021-09-22 | 2021-09-22 | Photoresist with high resolution and excellent adhesion |
Publications (1)
Publication Number | Publication Date |
---|---|
CN113741147A true CN113741147A (en) | 2021-12-03 |
Family
ID=78740330
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202111109386.6A Pending CN113741147A (en) | 2021-09-22 | 2021-09-22 | Photoresist with high resolution and excellent adhesion |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN113741147A (en) |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20050010167A (en) * | 2003-07-18 | 2005-01-27 | 주식회사 코오롱 | Preparation of binder polymer for dry film photoresist by suspension polymerization |
CN1782873A (en) * | 2004-11-30 | 2006-06-07 | 东进世美肯株式会社 | Photosensitive resin composition and method for preparing the same and photosensitive film comprising the same |
CN105573056A (en) * | 2015-12-18 | 2016-05-11 | 杭州福斯特光伏材料股份有限公司 | Light-sensing dry film resist |
CN107632498A (en) * | 2017-09-20 | 2018-01-26 | 浙江福斯特新材料研究院有限公司 | A kind of photosensitive polymer combination and the layered product being made from it |
CN108287452A (en) * | 2018-01-24 | 2018-07-17 | 浙江福斯特新材料研究院有限公司 | It is a kind of that there is rapid development and the excellent Photosensitve resin composition for covering special-shaped pore performance |
CN111221219A (en) * | 2020-01-06 | 2020-06-02 | 福斯特(安吉)新材料有限公司 | Photosensitive resin composition and photosensitive dry film |
CN112099312A (en) * | 2020-10-19 | 2020-12-18 | 河源诚展科技有限公司 | Photoresist dry film and preparation method thereof |
CN113419403A (en) * | 2021-06-25 | 2021-09-21 | 江西惠美兴科技有限公司 | Aqueous photosensitive resin and photoresist dry film thereof |
-
2021
- 2021-09-22 CN CN202111109386.6A patent/CN113741147A/en active Pending
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20050010167A (en) * | 2003-07-18 | 2005-01-27 | 주식회사 코오롱 | Preparation of binder polymer for dry film photoresist by suspension polymerization |
CN1782873A (en) * | 2004-11-30 | 2006-06-07 | 东进世美肯株式会社 | Photosensitive resin composition and method for preparing the same and photosensitive film comprising the same |
CN105573056A (en) * | 2015-12-18 | 2016-05-11 | 杭州福斯特光伏材料股份有限公司 | Light-sensing dry film resist |
CN107632498A (en) * | 2017-09-20 | 2018-01-26 | 浙江福斯特新材料研究院有限公司 | A kind of photosensitive polymer combination and the layered product being made from it |
CN108287452A (en) * | 2018-01-24 | 2018-07-17 | 浙江福斯特新材料研究院有限公司 | It is a kind of that there is rapid development and the excellent Photosensitve resin composition for covering special-shaped pore performance |
CN111221219A (en) * | 2020-01-06 | 2020-06-02 | 福斯特(安吉)新材料有限公司 | Photosensitive resin composition and photosensitive dry film |
CN112099312A (en) * | 2020-10-19 | 2020-12-18 | 河源诚展科技有限公司 | Photoresist dry film and preparation method thereof |
CN113419403A (en) * | 2021-06-25 | 2021-09-21 | 江西惠美兴科技有限公司 | Aqueous photosensitive resin and photoresist dry film thereof |
Non-Patent Citations (1)
Title |
---|
李伟杰;周光大;李伯耿;: "水溶性丙烯酸酯类感光干膜的制备及其性能研究", 影像科学与光化学, no. 02, 15 March 2016 (2016-03-15) * |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR100932580B1 (en) | The photosensitive resin composition, the photosensitive element, the formation method of a resist pattern, the manufacturing method of a printed wiring board, and the manufacturing method of the partition for plasma display panels using the same | |
TWI689783B (en) | Photosensitive resin composition, photosensitive element, method of forming resist pattern and method of producing printed circuit board | |
CN107219726B (en) | Resin composition and application | |
JP5136423B2 (en) | Photosensitive resin composition, photosensitive element, resist pattern forming method and printed wiring board manufacturing method | |
US20150241772A1 (en) | Double coated negative-working dry-film photoresist | |
TW201426185A (en) | Photosensitive resin composition, photosensitive element, method of forming resist pattern, and method of producing printed wiring board | |
JP2007102184A (en) | Photosensitive resin composition, photosensitive element, resist pattern forming method using these and method for producing printed wiring board | |
CN114716628B (en) | LDI photosensitive dry film and preparation method thereof | |
TWI671594B (en) | Photosensitive resin composition, photosensitive element, method of forming resist pattern and method of producing printed circuit board | |
TW201546547A (en) | Photosensitive resin composition, photosensitive element, method of forming resist pattern and method of producing printed circuit board | |
JP5793924B2 (en) | Photosensitive resin composition, photosensitive element, method for producing resist pattern, and method for producing printed wiring board | |
TWI625594B (en) | Photosensitive resin composition, photosensitive element using the same, method for forming photoresist pattern, and method for manufacturing | |
WO2011013664A1 (en) | Photosensitive resin composition, photosensitive resin laminate, and method for forming resist pattern | |
JP2023509861A (en) | Photosensitive resin layer, dry film photoresist using the same, and photosensitive element | |
KR102522749B1 (en) | Photosensitive resin laminate and method for producing resist pattern | |
CN113741147A (en) | Photoresist with high resolution and excellent adhesion | |
WO2019173967A1 (en) | Photosensitizer, photosensitive resin composition, photosensitive element, and method of producing wiring board | |
JP2017040710A (en) | Photosensitive resin composition, photosensitive element, method for forming resist pattern and method for manufacturing printed wiring board | |
CN104730863A (en) | Dry film corrosion-resisting agent | |
TW201443563A (en) | Photosensitive resin composition, photosensitive element, method of producing substrate with resist pattern and method of producing print circuit board | |
CN113419403A (en) | Aqueous photosensitive resin and photoresist dry film thereof | |
JP2014182305A (en) | Photosensitive resin composition, photosensitive element, method for manufacturing substrate with resist pattern, and method for manufacturing printed wiring board | |
CN113835298A (en) | Photosensitive dry film and preparation method thereof | |
TWI778466B (en) | Photosensitive laminate, preparation method of photosensitive laminate, and preparation method of circuit board | |
JPH036202A (en) | Photopolymerizable composition |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination |