JP6097309B2 - 感光性ポリマーフィルムおよび接着剤層を含んでなる層状複合材料 - Google Patents
感光性ポリマーフィルムおよび接着剤層を含んでなる層状複合材料 Download PDFInfo
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- JP6097309B2 JP6097309B2 JP2014550686A JP2014550686A JP6097309B2 JP 6097309 B2 JP6097309 B2 JP 6097309B2 JP 2014550686 A JP2014550686 A JP 2014550686A JP 2014550686 A JP2014550686 A JP 2014550686A JP 6097309 B2 JP6097309 B2 JP 6097309B2
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- adhesive
- adhesive layer
- polymer film
- photosensitive polymer
- acrylate
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- 239000012790 adhesive layer Substances 0.000 title claims description 48
- 229920006254 polymer film Polymers 0.000 title claims description 40
- 239000002131 composite material Substances 0.000 title description 14
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- 239000000853 adhesive Substances 0.000 claims description 75
- 150000001875 compounds Chemical class 0.000 claims description 39
- 239000000654 additive Substances 0.000 claims description 34
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- 229920005862 polyol Polymers 0.000 claims description 30
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- 238000005259 measurement Methods 0.000 claims description 23
- 229920000642 polymer Polymers 0.000 claims description 23
- 239000000178 monomer Substances 0.000 claims description 22
- VUUAEBBAUMJPRE-UHFFFAOYSA-N ethyl n-fluorocarbamate Chemical compound CCOC(=O)NF VUUAEBBAUMJPRE-UHFFFAOYSA-N 0.000 claims description 18
- 230000003287 optical effect Effects 0.000 claims description 16
- 239000004831 Hot glue Substances 0.000 claims description 14
- 239000003054 catalyst Substances 0.000 claims description 14
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 13
- 239000010410 layer Substances 0.000 claims description 13
- 239000005056 polyisocyanate Substances 0.000 claims description 12
- 229920001228 polyisocyanate Polymers 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 11
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- 238000004132 cross linking Methods 0.000 claims description 7
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims description 7
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- 125000005842 heteroatom Chemical group 0.000 claims description 3
- 125000000962 organic group Chemical group 0.000 claims description 3
- 238000000862 absorption spectrum Methods 0.000 claims description 2
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- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
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- 239000003795 chemical substances by application Substances 0.000 description 15
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 15
- 229920000570 polyether Polymers 0.000 description 15
- 239000004721 Polyphenylene oxide Substances 0.000 description 14
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 14
- 238000012546 transfer Methods 0.000 description 12
- 125000001931 aliphatic group Chemical group 0.000 description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
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- ZFPGARUNNKGOBB-UHFFFAOYSA-N 1-Ethyl-2-pyrrolidinone Chemical compound CCN1CCCC1=O ZFPGARUNNKGOBB-UHFFFAOYSA-N 0.000 description 9
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- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 8
- PJMDLNIAGSYXLA-UHFFFAOYSA-N 6-iminooxadiazine-4,5-dione Chemical group N=C1ON=NC(=O)C1=O PJMDLNIAGSYXLA-UHFFFAOYSA-N 0.000 description 8
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- 238000005102 attenuated total reflection Methods 0.000 description 8
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 7
- 125000005442 diisocyanate group Chemical group 0.000 description 7
- NZYCYASKVWSANA-UHFFFAOYSA-M new methylene blue Chemical compound [Cl-].CCNC1=C(C)C=C2N=C(C=C(C(NCC)=C3)C)C3=[S+]C2=C1 NZYCYASKVWSANA-UHFFFAOYSA-M 0.000 description 7
- OARRHUQTFTUEOS-UHFFFAOYSA-N safranin Chemical compound [Cl-].C=12C=C(N)C(C)=CC2=NC2=CC(C)=C(N)C=C2[N+]=1C1=CC=CC=C1 OARRHUQTFTUEOS-UHFFFAOYSA-N 0.000 description 7
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 7
- 229920001651 Cyanoacrylate Polymers 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
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- 229920001400 block copolymer Polymers 0.000 description 6
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 6
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 6
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- MPVDXIMFBOLMNW-ISLYRVAYSA-N 7-hydroxy-8-[(E)-phenyldiazenyl]naphthalene-1,3-disulfonic acid Chemical compound OC1=CC=C2C=C(S(O)(=O)=O)C=C(S(O)(=O)=O)C2=C1\N=N\C1=CC=CC=C1 MPVDXIMFBOLMNW-ISLYRVAYSA-N 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 5
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical group NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 5
- 238000001723 curing Methods 0.000 description 5
- 150000002009 diols Chemical class 0.000 description 5
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- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
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- 239000000126 substance Substances 0.000 description 5
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 5
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 4
- IYBOGQYZTIIPNI-UHFFFAOYSA-N 2-methylhexano-6-lactone Chemical compound CC1CCCCOC1=O IYBOGQYZTIIPNI-UHFFFAOYSA-N 0.000 description 4
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000007983 Tris buffer Substances 0.000 description 4
- GVKORIDPEBYOFR-UHFFFAOYSA-K [butyl-bis(2-ethylhexanoyloxy)stannyl] 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)O[Sn](CCCC)(OC(=O)C(CC)CCCC)OC(=O)C(CC)CCCC GVKORIDPEBYOFR-UHFFFAOYSA-K 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
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- 230000008569 process Effects 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
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- 229920003051 synthetic elastomer Polymers 0.000 description 4
- 239000005061 synthetic rubber Substances 0.000 description 4
- FZQMJOOSLXFQSU-UHFFFAOYSA-N 3-[3,5-bis[3-(dimethylamino)propyl]-1,3,5-triazinan-1-yl]-n,n-dimethylpropan-1-amine Chemical compound CN(C)CCCN1CN(CCCN(C)C)CN(CCCN(C)C)C1 FZQMJOOSLXFQSU-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
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- FGPCETMNRYMFJR-UHFFFAOYSA-L [7,7-dimethyloctanoyloxy(dimethyl)stannyl] 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC(=O)O[Sn](C)(C)OC(=O)CCCCCC(C)(C)C FGPCETMNRYMFJR-UHFFFAOYSA-L 0.000 description 3
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 3
- 239000002390 adhesive tape Substances 0.000 description 3
- 230000005540 biological transmission Effects 0.000 description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
- 239000002981 blocking agent Substances 0.000 description 3
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 3
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- 239000012975 dibutyltin dilaurate Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 3
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- 125000001033 ether group Chemical group 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
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- 150000002367 halogens Chemical class 0.000 description 2
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- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
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- HXSACZWWBYWLIS-UHFFFAOYSA-N oxadiazine-4,5,6-trione Chemical group O=C1ON=NC(=O)C1=O HXSACZWWBYWLIS-UHFFFAOYSA-N 0.000 description 2
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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Landscapes
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| EP12150277.7 | 2012-01-05 | ||
| EP12150277.7A EP2613319A1 (de) | 2012-01-05 | 2012-01-05 | Schichtverbund aus einem Photopolymerfilm und einer Klebstoffschicht |
| PCT/EP2012/076985 WO2013102603A1 (de) | 2012-01-05 | 2012-12-27 | Schichtverbund aus einem photopolymerfilm und einer klebstoffschicht |
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| EP2317511B1 (de) * | 2009-11-03 | 2012-03-07 | Bayer MaterialScience AG | Photopolymerformulierungen mit einstellbarem mechanischem Modul Guv |
| US9195215B2 (en) * | 2011-11-29 | 2015-11-24 | Bayer Intellectual Property Gmbh | Holographic medium having a protective layer |
| EP2700510B1 (de) * | 2012-08-23 | 2015-09-16 | Bayer MaterialScience AG | Polycarbonatbasierte Sicherheits- und/oder Wertdokumente mit Hologramm im Kartenkörper |
| RU2015109872A (ru) * | 2012-08-23 | 2016-10-10 | Байер Матириальсайенс Аг | Защищенный документ и/или ценная бумага, содержащие визуально меняющееся окно с голограммой |
| EP2772917A1 (de) | 2013-02-27 | 2014-09-03 | Bayer MaterialScience AG | Schutzlacke auf Basis von strahlenvernetzbaren Polyurethandispersionen |
| KR20160079828A (ko) * | 2013-10-30 | 2016-07-06 | 코베스트로 도이칠란트 아게 | 기재 및 광중합체 필름을 포함하는 복합체 |
| TWI684782B (zh) * | 2014-08-01 | 2020-02-11 | 德商拜耳材料科學股份有限公司 | 含光聚合物層與基材層之層狀結構 |
| JP6809843B2 (ja) * | 2015-08-20 | 2021-01-06 | 国立大学法人大阪大学 | パターン形成方法 |
| DE102017108585A1 (de) * | 2017-04-21 | 2018-10-25 | Hologram Industries Research Gmbh | Verfahren zum Einbringen von Bildinformation in ein Volumenhologramm |
| TW201906882A (zh) | 2017-05-09 | 2019-02-16 | 德商科思創德意志股份有限公司 | 含有用於全像照射的光聚合物層及高度耐性漆層之薄膜結構 |
| TW201906730A (zh) * | 2017-05-09 | 2019-02-16 | 德商科思創德意志股份有限公司 | 用於保護光聚合物膜複合物中之全像圖之含uv硬化性黏著層的塑膠膜 |
| TW201906729A (zh) * | 2017-05-09 | 2019-02-16 | 德商科思創德意志股份有限公司 | 用於保護光聚合物薄膜複合物中的全像圖之由兩層可乾燥施用之uv固化漆層構成的系統 |
| EP3435156A1 (de) * | 2017-07-26 | 2019-01-30 | Covestro Deutschland AG | Schutzschicht für photopolymer |
| EP3461636B1 (en) | 2017-09-29 | 2021-05-19 | Wayray AG | Laminated holographic display and manufacturing thereof |
| EP3495886A1 (de) * | 2017-12-06 | 2019-06-12 | Covestro Deutschland AG | Klebstofffreier photopolymerschichtaufbau |
| KR102244648B1 (ko) | 2017-12-08 | 2021-04-26 | 주식회사 엘지화학 | 포토폴리머 조성물 |
| KR102166846B1 (ko) | 2017-12-11 | 2020-10-16 | 주식회사 엘지화학 | 포토폴리머 조성물 |
| WO2021021584A1 (en) | 2019-07-26 | 2021-02-04 | Solutia Inc. | Polymer coating layers for use with holographic optical elements |
| KR20220038465A (ko) | 2019-07-26 | 2022-03-28 | 솔루티아인코포레이티드 | 홀로그래픽 광학 요소와 함께 사용하기 위한 중간층 및 캡슐화 층 |
| CN118667495A (zh) * | 2024-06-13 | 2024-09-20 | 浙江多邦新材料有限公司 | 一种聚氨酯热熔烫金胶及其制备方法 |
| CN119798554B (zh) * | 2024-12-26 | 2025-11-21 | 谷东科技有限公司 | 一种全彩光致聚合物薄膜及其制备方法与应用 |
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| DE3002734A1 (de) | 1980-01-25 | 1981-07-30 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung eines polychloropren-klebstoffs mit verbesserter topfzeit |
| US4959283A (en) * | 1988-01-15 | 1990-09-25 | E. I. Du Pont De Nemours And Company | Dry film process for altering wavelength response of holograms |
| US5066525A (en) * | 1989-01-25 | 1991-11-19 | Central Glass Company, Limited | Laminated glass panel incorporating hologram sheet |
| JP3729461B2 (ja) * | 1993-07-27 | 2005-12-21 | 大日本印刷株式会社 | ホログラム層封入合わせガラスの作製方法 |
| DE69638254D1 (de) | 1995-03-27 | 2010-10-21 | Du Pont | Polychloroprenmischung |
| EP2254003A3 (en) * | 1996-09-19 | 2011-11-16 | Dai Nippon Printing Co., Ltd. | Multilayered volume hologram structure, and label for making multilayered volume hologram structure |
| JPH1115358A (ja) * | 1997-06-25 | 1999-01-22 | Denso Corp | ホログラム |
| DE10046545A1 (de) | 2000-09-19 | 2002-03-28 | Bayer Ag | Klebstoffzusammensetzung auf Basis von Polychloropren-Dispersionen |
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| US20060019172A1 (en) * | 2004-03-25 | 2006-01-26 | Hiroyuki Ohtaki | Volume hologram resin composition, surface relief hologram resin composition, and hologram layer, hologram transfer foil and brittle hologram label using the same |
| JP2007066465A (ja) * | 2005-09-01 | 2007-03-15 | Fujifilm Corp | 光記録媒体及びその製造方法 |
| US7173744B1 (en) * | 2005-12-02 | 2007-02-06 | Inphase Technologies, Inc. | Article comprising holographic medium between substrates having environmental barrier seal and process for preparing same |
| JP2008076674A (ja) * | 2006-09-20 | 2008-04-03 | Fujifilm Corp | ホログラム記録媒体用組成物、並びにホログラム記録媒体及びその製造方法 |
| CA2683905A1 (en) | 2007-04-11 | 2008-10-23 | Bayer Materialscience Ag | Advantageous recording media for holographic applications |
| DE502008002161D1 (de) * | 2008-08-08 | 2011-02-10 | Bayer Materialscience Ag | Phenylisocyanat-basierte Urethanacrylate mit hohem Brechungsindex |
| IN2012DN03890A (enExample) * | 2009-11-03 | 2015-09-04 | Bayer Materialscience Ag | |
| KR101727769B1 (ko) | 2009-11-03 | 2017-04-17 | 코베스트로 도이칠란드 아게 | 홀로그래피 필름의 제조 방법 |
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| KR101782182B1 (ko) * | 2009-11-03 | 2017-09-26 | 코베스트로 도이칠란드 아게 | 상이한 기록 공단량체를 갖는 광중합체 제제 |
| US9195215B2 (en) * | 2011-11-29 | 2015-11-24 | Bayer Intellectual Property Gmbh | Holographic medium having a protective layer |
| EP2613318B1 (de) * | 2012-01-05 | 2014-07-30 | Bayer Intellectual Property GmbH | Schichtaufbau mit einer Schutzschicht und einer belichteten Photopolymerschicht |
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| JP2015510526A (ja) | 2015-04-09 |
| KR102023965B1 (ko) | 2019-09-23 |
| CN104040629B (zh) | 2018-06-29 |
| EP2613319A1 (de) | 2013-07-10 |
| EP2801094B1 (de) | 2015-12-23 |
| US9261778B2 (en) | 2016-02-16 |
| TW201345721A (zh) | 2013-11-16 |
| CN104040629A (zh) | 2014-09-10 |
| EP2801094A1 (de) | 2014-11-12 |
| KR20140110895A (ko) | 2014-09-17 |
| WO2013102603A1 (de) | 2013-07-11 |
| US20150017353A1 (en) | 2015-01-15 |
| TWI577554B (zh) | 2017-04-11 |
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