JP7463718B2 - 硬化性樹脂組成物、硬化物及び立体造形物 - Google Patents
硬化性樹脂組成物、硬化物及び立体造形物 Download PDFInfo
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- JP7463718B2 JP7463718B2 JP2019233732A JP2019233732A JP7463718B2 JP 7463718 B2 JP7463718 B2 JP 7463718B2 JP 2019233732 A JP2019233732 A JP 2019233732A JP 2019233732 A JP2019233732 A JP 2019233732A JP 7463718 B2 JP7463718 B2 JP 7463718B2
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- 239000011342 resin composition Substances 0.000 title claims description 38
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 110
- -1 acrylate compound Chemical class 0.000 claims description 79
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims description 26
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- 150000001875 compounds Chemical class 0.000 claims description 10
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- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- MBGQQKKTDDNCSG-UHFFFAOYSA-N ethenyl-diethoxy-methylsilane Chemical compound CCO[Si](C)(C=C)OCC MBGQQKKTDDNCSG-UHFFFAOYSA-N 0.000 description 1
- WOXXJEVNDJOOLV-UHFFFAOYSA-N ethenyl-tris(2-methoxyethoxy)silane Chemical compound COCCO[Si](OCCOC)(OCCOC)C=C WOXXJEVNDJOOLV-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 235000019239 indanthrene blue RS Nutrition 0.000 description 1
- UHOKSCJSTAHBSO-UHFFFAOYSA-N indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000005865 ionizing radiation Effects 0.000 description 1
- DCYOBGZUOMKFPA-UHFFFAOYSA-N iron(2+);iron(3+);octadecacyanide Chemical compound [Fe+2].[Fe+2].[Fe+2].[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCYOBGZUOMKFPA-UHFFFAOYSA-N 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical compound CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012567 medical material Substances 0.000 description 1
- 239000000434 metal complex dye Substances 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LUCXVPAZUDVVBT-UHFFFAOYSA-N methyl-[3-(2-methylphenoxy)-3-phenylpropyl]azanium;chloride Chemical compound Cl.C=1C=CC=CC=1C(CCNC)OC1=CC=CC=C1C LUCXVPAZUDVVBT-UHFFFAOYSA-N 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- RMTGISUVUCWJIT-UHFFFAOYSA-N n-[3-[3-aminopropoxy(dimethoxy)silyl]propyl]-1-phenylprop-2-en-1-amine;hydrochloride Chemical compound Cl.NCCCO[Si](OC)(OC)CCCNC(C=C)C1=CC=CC=C1 RMTGISUVUCWJIT-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000002121 nanofiber Substances 0.000 description 1
- OBJNZHVOCNPSCS-UHFFFAOYSA-N naphtho[2,3-f]quinazoline Chemical compound C1=NC=C2C3=CC4=CC=CC=C4C=C3C=CC2=N1 OBJNZHVOCNPSCS-UHFFFAOYSA-N 0.000 description 1
- 150000002791 naphthoquinones Chemical class 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 239000001005 nitro dye Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000004005 nitrosamines Chemical class 0.000 description 1
- 239000001006 nitroso dye Substances 0.000 description 1
- ACLZYRNSDLQOIA-UHFFFAOYSA-N o-tolylthiourea Chemical compound CC1=CC=CC=C1NC(N)=S ACLZYRNSDLQOIA-UHFFFAOYSA-N 0.000 description 1
- NWAHZAIDMVNENC-UHFFFAOYSA-N octahydro-1h-4,7-methanoinden-5-yl methacrylate Chemical compound C12CCCC2C2CC(OC(=O)C(=C)C)C1C2 NWAHZAIDMVNENC-UHFFFAOYSA-N 0.000 description 1
- 125000001741 organic sulfur group Chemical group 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 125000006187 phenyl benzyl group Chemical group 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- MFTPIWFEXJRWQY-UHFFFAOYSA-N phosphoric acid prop-2-enoic acid Chemical class OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OP(O)(O)=O MFTPIWFEXJRWQY-UHFFFAOYSA-N 0.000 description 1
- 238000000206 photolithography Methods 0.000 description 1
- 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 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- FSDNTQSJGHSJBG-UHFFFAOYSA-N piperidine-4-carbonitrile Chemical compound N#CC1CCNCC1 FSDNTQSJGHSJBG-UHFFFAOYSA-N 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000009719 polyimide resin Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 229960003351 prussian blue Drugs 0.000 description 1
- 239000013225 prussian blue Substances 0.000 description 1
- FYNROBRQIVCIQF-UHFFFAOYSA-N pyrrolo[3,2-b]pyrrole-5,6-dione Chemical compound C1=CN=C2C(=O)C(=O)N=C21 FYNROBRQIVCIQF-UHFFFAOYSA-N 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- ZKDDJTYSFCWVGS-UHFFFAOYSA-M sodium;diethoxy-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Na+].CCOP([S-])(=S)OCC ZKDDJTYSFCWVGS-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 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
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 239000001003 triarylmethane dye Substances 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- HKFSBKQQYCMCKO-UHFFFAOYSA-N trichloro(prop-2-enyl)silane Chemical compound Cl[Si](Cl)(Cl)CC=C HKFSBKQQYCMCKO-UHFFFAOYSA-N 0.000 description 1
- UMFJXASDGBJDEB-UHFFFAOYSA-N triethoxy(prop-2-enyl)silane Chemical compound CCO[Si](CC=C)(OCC)OCC UMFJXASDGBJDEB-UHFFFAOYSA-N 0.000 description 1
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- LFRDHGNFBLIJIY-UHFFFAOYSA-N trimethoxy(prop-2-enyl)silane Chemical compound CO[Si](OC)(OC)CC=C LFRDHGNFBLIJIY-UHFFFAOYSA-N 0.000 description 1
- QEDNBHNWMHJNAB-UHFFFAOYSA-N tris(8-methylnonyl) phosphite Chemical compound CC(C)CCCCCCCOP(OCCCCCCCC(C)C)OCCCCCCCC(C)C QEDNBHNWMHJNAB-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Macromonomer-Based Addition Polymer (AREA)
Description
カラム ; 東ソー株式会社製ガードカラムHXL-H
+東ソー株式会社製 TSKgel G5000HXL
+東ソー株式会社製 TSKgel G4000HXL
+東ソー株式会社製 TSKgel G3000HXL
+東ソー株式会社製 TSKgel G2000HXL
検出器 ; RI(示差屈折計)
データ処理:東ソー株式会社製 SC-8010
測定条件: カラム温度 40℃
溶媒 テトラヒドロフラン
流速 1.0ml/分
標準 ;ポリスチレン
試料 ;樹脂固形分換算で0.4質量%のテトラヒドロフラン溶液をマイクロフィルターでろ過したもの(100μl)
攪拌機、コンデンサー、温度計が備えられた反応容器にエチレングリコール262質量部、アジピン酸571質量部を投入した。窒素気流下で撹拌しながら200~250℃で18時間反応させて、ポリエステルポリオール(1)を得た。このポリエステルポリオール(1)は、数平均分子量(Mn)が2,300であり、重量平均分子量(Mw)が4,800であり、酸価が2.0mgKOH/gであり、水酸基価が49mgKOH/gであった。
攪拌機、ガス導入管、コンデンサー、及び温度計を備えた1リットルのフラスコに、イソホロンジイソシアネート267質量部、ターシャリブチルヒドロキシトルエン1.6質量部、メトキシハイドロキノン0.2質量部、ジブチル錫ジアセテート0.2質量部を加え、70℃に昇温し、ポリテトラメチレングリコール(数平均分子量650)391質量部を1時間にわたって分割仕込みした。仕込み後、70℃で3時間反応させた後、ヒドロキシエチルアクリレート140質量部を1時間にわたって滴下した。滴下後、イソシアネート基を示す2250cm-1の赤外吸収スペクトルが消失するまで70℃で反応を行い、アクリロイル基を有するウレタン樹脂(A-1)を得た。
攪拌機、ガス導入管、コンデンサー、及び温度計を備えた1リットルのフラスコに、イソホロンジイソシアネート132質量部、ターシャリブチルヒドロキシトルエン1.6質量部、メトキシハイドロキノン0.2質量部、ジブチル錫ジアセテート0.2質量部を加え、70℃に昇温し、ポリテトラメチレングリコール(数平均分子量2000)596質量部を1時間にわたって分割仕込みした。仕込み後、70℃で3時間反応させた後、ヒドロキシエチルアクリレート69質量部を1時間にわたって滴下した。滴下後、イソシアネート基を示す2250cm-1の赤外吸収スペクトルが消失するまで70℃で反応を行い、アクリロイル基を有するウレタン樹脂(A-2)を得た。
攪拌機、ガス導入管、コンデンサー、及び温度計を備えた1リットルのフラスコに、イソホロンジイソシアネート76質量部、ターシャリブチルヒドロキシトルエン1.6質量部、メトキシハイドロキノン0.2質量部、ジブチル錫ジアセテート0.2質量部を加え、70℃に昇温し、ポリテトラメチレングリコール(数平均分子量4000)683質量部を1時間にわたって分割仕込みした。仕込み後、70℃で3時間反応させた後、ヒドロキシエチルアクリレート40質量部を1時間にわたって滴下した。滴下後、イソシアネート基を示す2250cm-1の赤外吸収スペクトルが消失するまで70℃で反応を行い、アクリロイル基を有するウレタン樹脂(A-3)を得た。
攪拌機、ガス導入管、コンデンサー、及び温度計を備えた1リットルのフラスコに、イソホロンジイソシアネート132質量部、ターシャリブチルヒドロキシトルエン1.6質量部、メトキシハイドロキノン0.2質量部、ジブチル錫ジアセテート0.2質量部を加え、70℃に昇温し、ポリプロピレングリコール(数平均分子量2000)596質量部を1時間にわたって分割仕込みした。仕込み後、70℃で3時間反応させた後、ヒドロキシエチルアクリレート69質量部を1時間にわたって滴下した。滴下後、イソシアネート基を示す2250cm-1の赤外吸収スペクトルが消失するまで70℃で反応を行い、アクリロイル基を有するウレタン樹脂(A-4)を得た。
攪拌機、ガス導入管、コンデンサー、及び温度計を備えた1リットルのフラスコに、イソホロンジイソシアネート118質量部、ターシャリブチルヒドロキシトルエン1.6質量部、メトキシハイドロキノン0.2質量部、ジブチル錫ジアセテート0.2質量部を加え、70℃に昇温し、合成例1で得たポリエステルポリオール(1)620質量部を1時間にわたって滴下した。滴下後、70℃で3時間反応させた後、ヒドロキシエチルアクリレート62質量部を1時間にわたって滴下した。滴下後、イソシアネート基を示す2250cm-1の赤外吸収スペクトルが消失するまで70℃で反応を行い、アクリロイル基を有するウレタン樹脂(A-5)を得た。
攪拌機、温度計及び冷却管を備えた4つ口のフラスコに、合成例1で得たアクリロイル基を有するウレタン樹脂(A-1)30質量部、アクリロイルモルホリン(KJケミカルズ社製「ACMO」)70質量部を仕込んだ後、60℃以下で、均一溶解するまで攪拌し、硬化性樹脂組成物(1)を得た。
アクリロイル基を有するウレタン樹脂、及び(メタ)アクリレート化合物を表1に示した組成及び配合量に変更した以外は、実施例1と同様の方法にて硬化性樹脂組成物(2)~(9)を得た。
実施例1で用いたアクリロイル基を有するポリウレタン樹脂、及び(メタ)アクリレート化合物を表1に示した組成及び配合量に変更した以外は、実施例1と同様の方法にて硬化性樹脂組成物(C1)~(C5)を得た。
E型粘度計(東機産業株式会社製「TV-22」)を用いて、各実施例及び比較例で得られた硬化性樹脂組成物の25℃における粘度を測定した。
光造形3Dプリンター(株式会社ディーメック社製「ACCULAS BA-30S」)を用いて、引っ張り試験用ダンベル(ASTM D638 TYPE1準拠)、及びアイゾット衝撃試験用テストピース(ASTM D256準拠)を作製した。次いで、光造形により得られた前記引っ張り試験用ダンベル、及び前記アイゾット衝撃試験用テストピースをイソプロピルアルコールで洗浄し、常温で1時間乾燥後、後硬化として高圧水銀ランプにて、両面をそれぞれUV照射(各10000mJ/cm2)して、試験片1(引っ張り試験用ダンベル)及び試験片2(アイゾット衝撃試験用テストピース)を得た。
ASTM D638に準拠し、前記試験片1を用いて、島津製作所製オートグラフ「AG-Xplus 100kN」(ロードセル100kN、ヘッドスピード5mm/min、試験片幅10mm)により、引っ張り試験を行い、弾性率及び伸度を測定した。
ASTM D256に準拠し、前記試験片2を用いて、株式会社東洋精機製作所製「ユニバーサルインパクトテスター」により、アイゾット衝撃強度を測定した。
Claims (4)
- (メタ)アクリロイル基を有するウレタン樹脂(A)と、単官能(メタ)アクリレート化合物(B1)及び/または2官能(メタ)アクリレート化合物(B2)とを含有する硬化性樹脂組成物であって、
前記ウレタン樹脂(A)の含有率が、前記硬化性樹脂組成物の固形分中に3~50質量%の範囲であり、
前記単官能(メタ)アクリレート化合物(B1)及び/または前記2官能(メタ)アクリレート化合物(B2)の重合体のガラス転移温度が、50℃以上であり、
前記ウレタン樹脂(A)が、ポリエーテルポリオール(a1)としてポリテトラメチレングリコールと、ポリイソシアネート(a2)としてイソホロンジイソシアネートと、水酸基及び(メタ)アクリロイル基を有する化合物(a3)としてヒドロキシエチルアクリレートとを必須の反応原料とするものであり、
前記ポリエーテルポリオール(a1)の数平均分子量(Mn)が、1,000~3,500であり、
前記単官能(メタ)アクリレート化合物(B1)が、(メタ)アクリロイルモルホリン、イソボルニル(メタ)アクリレート、ジシクロペンタニル(メタ)アクリレート、N-(メタ)アクリロイルオキシエチルヘキサヒドロフタルイミド、及びフェノキシエチル(メタ)アクリレートからなる群より選ばれる1種以上であり、
前記2官能(メタ)アクリレート化合物(B2)が、トリシクロデカンジメタノールジ(メタ)アクリレート、及びビスフェノールAのエチレンオキシド変性ジ(メタ)アクリレートからなる群より選ばれる1種以上であり、
デジタルライトプロセッシング方式の光造形システムに用いられる硬化性樹脂組成物。 - 請求項1記載の硬化性樹脂組成物の硬化反応物であることを特徴とする硬化物。
- 活性エネルギー線の照射を硬化条件とする請求項2記載の硬化物。
- 請求項2または3記載の硬化物からなることを特徴とする立体造形物。
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