TW200904841A - Active energy ray curing type resin composition for casting and hardening object - Google Patents
Active energy ray curing type resin composition for casting and hardening object Download PDFInfo
- Publication number
- TW200904841A TW200904841A TW97110906A TW97110906A TW200904841A TW 200904841 A TW200904841 A TW 200904841A TW 97110906 A TW97110906 A TW 97110906A TW 97110906 A TW97110906 A TW 97110906A TW 200904841 A TW200904841 A TW 200904841A
- Authority
- TW
- Taiwan
- Prior art keywords
- meth
- acrylate
- resin composition
- active energy
- energy ray
- Prior art date
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- 239000011342 resin composition Substances 0.000 title claims abstract description 84
- 238000005266 casting Methods 0.000 title claims abstract description 61
- 239000000178 monomer Substances 0.000 claims abstract description 67
- 229920000642 polymer Polymers 0.000 claims abstract description 51
- 238000006116 polymerization reaction Methods 0.000 claims description 67
- 229920000058 polyacrylate Polymers 0.000 claims description 47
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 18
- 125000002947 alkylene group Chemical group 0.000 claims description 15
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 15
- 125000003700 epoxy group Chemical group 0.000 claims description 15
- 239000003999 initiator Substances 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 239000000052 vinegar Substances 0.000 claims description 2
- 235000021419 vinegar Nutrition 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 230000003287 optical effect Effects 0.000 abstract description 5
- 230000000379 polymerizing effect Effects 0.000 abstract description 4
- 239000003505 polymerization initiator Substances 0.000 abstract description 2
- 230000008929 regeneration Effects 0.000 abstract 1
- 238000011069 regeneration method Methods 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 161
- -1 styrene compound Chemical class 0.000 description 72
- 238000000034 method Methods 0.000 description 45
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- 150000002148 esters Chemical class 0.000 description 22
- 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 21
- 239000000243 solution Substances 0.000 description 21
- 238000006243 chemical reaction Methods 0.000 description 18
- 230000007613 environmental effect Effects 0.000 description 18
- 239000000203 mixture Substances 0.000 description 18
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 17
- 150000001875 compounds Chemical class 0.000 description 17
- 239000000758 substrate Substances 0.000 description 16
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 14
- 239000004593 Epoxy Substances 0.000 description 12
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 12
- 238000011156 evaluation Methods 0.000 description 12
- 239000008096 xylene Substances 0.000 description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 11
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 11
- 230000015572 biosynthetic process Effects 0.000 description 10
- 238000003786 synthesis reaction Methods 0.000 description 10
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 9
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- 229910052751 metal Inorganic materials 0.000 description 9
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- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 8
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 6
- PXKLMJQFEQBVLD-UHFFFAOYSA-N Bisphenol F Natural products C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 239000003963 antioxidant agent Substances 0.000 description 6
- 230000003078 antioxidant effect Effects 0.000 description 6
- 239000012298 atmosphere Substances 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 125000004122 cyclic group Chemical group 0.000 description 6
- 229910052731 fluorine Inorganic materials 0.000 description 6
- 239000011737 fluorine Substances 0.000 description 6
- 238000005227 gel permeation chromatography Methods 0.000 description 6
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 6
- 229910052753 mercury Inorganic materials 0.000 description 6
- 238000011084 recovery Methods 0.000 description 6
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- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 5
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 5
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 229910052797 bismuth Inorganic materials 0.000 description 5
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 5
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 5
- 238000012986 modification Methods 0.000 description 5
- 230000004048 modification Effects 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- UZKWTJUDCOPSNM-UHFFFAOYSA-N 1-ethenoxybutane Chemical compound CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 4
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 4
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 4
- 229920000178 Acrylic resin Polymers 0.000 description 4
- 229930185605 Bisphenol Natural products 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
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- 125000002704 decyl group Chemical group [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])* 0.000 description 4
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- 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 4
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- RSVDRWTUCMTKBV-UHFFFAOYSA-N sbb057044 Chemical compound C12CC=CC2C2CC(OCCOC(=O)C=C)C1C2 RSVDRWTUCMTKBV-UHFFFAOYSA-N 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- IAHFWCOBPZCAEA-UHFFFAOYSA-N succinonitrile Chemical compound N#CCCC#N IAHFWCOBPZCAEA-UHFFFAOYSA-N 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- AGRBXKCSGCUXST-UHFFFAOYSA-N tert-butyl 7-amino-3,4-dihydro-1h-isoquinoline-2-carboxylate Chemical compound C1=C(N)C=C2CN(C(=O)OC(C)(C)C)CCC2=C1 AGRBXKCSGCUXST-UHFFFAOYSA-N 0.000 description 1
- MUQNAPSBHXFMHT-UHFFFAOYSA-N tert-butylhydrazine Chemical compound CC(C)(C)NN MUQNAPSBHXFMHT-UHFFFAOYSA-N 0.000 description 1
- XZHNPVKXBNDGJD-UHFFFAOYSA-N tetradecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCOC(=O)C=C XZHNPVKXBNDGJD-UHFFFAOYSA-N 0.000 description 1
- OXTXYKOWIHKUFN-UHFFFAOYSA-N tetratert-butyl 5-benzoylbenzene-1,2,3,4-tetracarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=C(C(=O)OOC(C)(C)C)C(C(=O)OOC(C)(C)C)=CC(C(=O)C=2C=CC=CC=2)=C1C(=O)OOC(C)(C)C OXTXYKOWIHKUFN-UHFFFAOYSA-N 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- UONOETXJSWQNOL-UHFFFAOYSA-N tungsten carbide Chemical compound [W+]#[C-] UONOETXJSWQNOL-UHFFFAOYSA-N 0.000 description 1
- 229940042596 viscoat Drugs 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
- C08F290/12—Polymers provided for in subclasses C08C or C08F
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007087572 | 2007-03-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW200904841A true TW200904841A (en) | 2009-02-01 |
Family
ID=39830847
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW97110906A TW200904841A (en) | 2007-03-29 | 2008-03-27 | Active energy ray curing type resin composition for casting and hardening object |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JPWO2008123358A1 (fr) |
| TW (1) | TW200904841A (fr) |
| WO (1) | WO2008123358A1 (fr) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6041512B2 (ja) * | 2011-04-22 | 2016-12-07 | 日本合成化学工業株式会社 | アクリル系樹脂組成物を用いた用途 |
| JP6479326B2 (ja) * | 2014-03-31 | 2019-03-06 | コニカミノルタ株式会社 | 光硬化性インクジェットインク及び画像形成方法 |
| JP6413423B2 (ja) * | 2014-07-18 | 2018-10-31 | 日立化成株式会社 | 硬化性組成物 |
| JP6543974B2 (ja) * | 2015-03-16 | 2019-07-17 | 東洋インキScホールディングス株式会社 | 光学的立体造形用活性エネルギー線重合性樹脂組成物、及び立体造形物 |
| JP6915417B2 (ja) * | 2017-07-12 | 2021-08-04 | 三菱ケミカル株式会社 | 光学成型材用硬化性樹脂組成物、及びその硬化物、並びに光学成型材、レンズ、カメラモジュール |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4687806A (en) * | 1985-11-15 | 1987-08-18 | Interez, Inc. | Method of reducing viscosity of radiation curable acrylate functional resin |
| JPS63122717A (ja) * | 1986-11-13 | 1988-05-26 | Showa Highpolymer Co Ltd | ラジカル硬化可能な難燃性樹脂組成物 |
| JPS63277264A (ja) * | 1987-05-08 | 1988-11-15 | Showa Highpolymer Co Ltd | 硬化性樹脂組成物 |
| JPS63286415A (ja) * | 1987-05-19 | 1988-11-24 | Showa Highpolymer Co Ltd | 注型用樹脂組成物 |
| JPH1160656A (ja) * | 1997-08-12 | 1999-03-02 | Jsr Corp | 注型重合用放射線硬化性樹脂組成物 |
| JP2000137103A (ja) * | 1998-11-04 | 2000-05-16 | Nippon Kayaku Co Ltd | フレネルレンズ及び透過型スクリーン |
| JP2001064334A (ja) * | 1999-08-31 | 2001-03-13 | Nippon Shokubai Co Ltd | (メタ)アクリル系樹脂組成物およびその製造方法 |
| JP4122661B2 (ja) * | 1999-10-22 | 2008-07-23 | Jsr株式会社 | 光硬化性樹脂組成物およびプラスチックシート |
| JP2002020440A (ja) * | 2000-07-03 | 2002-01-23 | Nippon Shokubai Co Ltd | 樹脂組成物、土木建築用被覆材組成物及びその施工方法 |
| JP2002317021A (ja) * | 2001-01-15 | 2002-10-31 | Rp Topla Ltd | ラジカル硬化性樹脂組成物、その製造方法および該組成物からなる成形品 |
| JP2002338611A (ja) * | 2001-05-14 | 2002-11-27 | Nippon Shokubai Co Ltd | 硬化性組成物 |
| JP4839526B2 (ja) * | 2001-05-29 | 2011-12-21 | 凸版印刷株式会社 | プロジェクションスクリーン |
| JP4229731B2 (ja) * | 2002-03-18 | 2009-02-25 | 大日本印刷株式会社 | 樹脂組成物および光学素子 |
| JP2004292527A (ja) * | 2003-03-26 | 2004-10-21 | Nippon Shokubai Co Ltd | (メタ)アクリル系樹脂組成物 |
| JP4228768B2 (ja) * | 2003-04-30 | 2009-02-25 | Dic株式会社 | 注型重合用活性エネルギー線硬化型樹脂組成物 |
| JP4228780B2 (ja) * | 2003-05-23 | 2009-02-25 | Dic株式会社 | 注型重合用活性エネルギー線硬化型樹脂組成物 |
| WO2005008299A1 (fr) * | 2003-07-22 | 2005-01-27 | Dainippon Ink And Chemicals, Inc. | Composition de resine durcissable par rayonnement d'energie actinique pour une feuille de lentille et feuille de lentille associee |
| JP2005138584A (ja) * | 2003-10-15 | 2005-06-02 | Mitsubishi Rayon Co Ltd | 光硬化性シート及びそれを用いた成形品 |
| CN100478711C (zh) * | 2004-10-15 | 2009-04-15 | 三菱丽阳株式会社 | 活性能线固化型树脂组合物以及片状光学物品 |
| JP4870374B2 (ja) * | 2005-03-25 | 2012-02-08 | 株式会社日本触媒 | 光学部品用硬化性組成物 |
| JP4003800B2 (ja) * | 2005-04-25 | 2007-11-07 | 大日本インキ化学工業株式会社 | フィルム保護層用活性エネルギー線硬化型樹脂組成物及びそれを用いたフィルム |
| JP4001180B2 (ja) * | 2005-10-12 | 2007-10-31 | 大日本インキ化学工業株式会社 | フィルム保護層用活性エネルギー線硬化型樹脂組成物及びそれを用いたフィルム |
-
2008
- 2008-03-27 TW TW97110906A patent/TW200904841A/zh unknown
- 2008-03-27 WO PCT/JP2008/055879 patent/WO2008123358A1/fr not_active Ceased
- 2008-03-27 JP JP2009509165A patent/JPWO2008123358A1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPWO2008123358A1 (ja) | 2010-07-15 |
| WO2008123358A1 (fr) | 2008-10-16 |
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