CN114895526A - Photopolymer holographic recording medium and application thereof - Google Patents
Photopolymer holographic recording medium and application thereof Download PDFInfo
- Publication number
- CN114895526A CN114895526A CN202210446363.2A CN202210446363A CN114895526A CN 114895526 A CN114895526 A CN 114895526A CN 202210446363 A CN202210446363 A CN 202210446363A CN 114895526 A CN114895526 A CN 114895526A
- Authority
- CN
- China
- Prior art keywords
- component
- recording medium
- holographic recording
- photopolymer
- compound
- 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
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- -1 polydimethylsiloxanes Polymers 0.000 claims abstract description 54
- 150000001875 compounds Chemical class 0.000 claims abstract description 38
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims abstract description 23
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims abstract description 16
- 239000000178 monomer Substances 0.000 claims abstract description 15
- 239000000654 additive Substances 0.000 claims abstract description 14
- 239000004205 dimethyl polysiloxane Substances 0.000 claims abstract description 12
- 125000000524 functional group Chemical group 0.000 claims abstract description 12
- 239000002994 raw material Substances 0.000 claims abstract description 11
- 239000003054 catalyst Substances 0.000 claims abstract description 9
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 7
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 7
- 239000012986 chain transfer agent Substances 0.000 claims abstract description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 230000000996 additive effect Effects 0.000 claims description 9
- 239000002518 antifoaming agent Substances 0.000 claims description 8
- 239000004014 plasticizer Substances 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 6
- 239000003504 photosensitizing agent Substances 0.000 claims description 6
- 229920005862 polyol Polymers 0.000 claims description 6
- 150000003077 polyols Chemical class 0.000 claims description 6
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 5
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 239000002516 radical scavenger Substances 0.000 claims description 4
- VZXPHDGHQXLXJC-UHFFFAOYSA-N 1,6-diisocyanato-5,6-dimethylheptane Chemical compound O=C=NC(C)(C)C(C)CCCCN=C=O VZXPHDGHQXLXJC-UHFFFAOYSA-N 0.000 claims description 3
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 claims description 3
- RCSKFKICHQAKEZ-UHFFFAOYSA-N 1-ethenylindole Chemical compound C1=CC=C2N(C=C)C=CC2=C1 RCSKFKICHQAKEZ-UHFFFAOYSA-N 0.000 claims description 3
- CTXUTPWZJZHRJC-UHFFFAOYSA-N 1-ethenylpyrrole Chemical compound C=CN1C=CC=C1 CTXUTPWZJZHRJC-UHFFFAOYSA-N 0.000 claims description 3
- JKTORXLUQLQJCM-UHFFFAOYSA-N 4-phosphonobutylphosphonic acid Chemical compound OP(O)(=O)CCCCP(O)(O)=O JKTORXLUQLQJCM-UHFFFAOYSA-N 0.000 claims description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 3
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 3
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 claims description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 3
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 claims description 3
- 230000003190 augmentative effect Effects 0.000 claims description 3
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 3
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 claims description 3
- 229920000515 polycarbonate Polymers 0.000 claims description 3
- 239000004417 polycarbonate Substances 0.000 claims description 3
- 229920005906 polyester polyol Polymers 0.000 claims description 3
- 229920000570 polyether Polymers 0.000 claims description 3
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 claims description 3
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 claims description 2
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 claims description 2
- AZYRZNIYJDKRHO-UHFFFAOYSA-N 1,3-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC(C(C)(C)N=C=O)=C1 AZYRZNIYJDKRHO-UHFFFAOYSA-N 0.000 claims description 2
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 claims description 2
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 claims description 2
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 claims description 2
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 claims description 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 2
- WUKNPIYSKBLCQI-UHFFFAOYSA-N CC(C=C1)=CC=C1C1=CC=C(C)C=C1.N=C=O.N=C=O Chemical compound CC(C=C1)=CC=C1C1=CC=C(C)C=C1.N=C=O.N=C=O WUKNPIYSKBLCQI-UHFFFAOYSA-N 0.000 claims description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 2
- JGCWKVKYRNXTMD-UHFFFAOYSA-N bicyclo[2.2.1]heptane;isocyanic acid Chemical compound N=C=O.N=C=O.C1CC2CCC1C2 JGCWKVKYRNXTMD-UHFFFAOYSA-N 0.000 claims description 2
- 125000005442 diisocyanate group Chemical group 0.000 claims description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 2
- 239000000600 sorbitol Substances 0.000 claims description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000012948 isocyanate Substances 0.000 claims 2
- 150000002513 isocyanates Chemical class 0.000 claims 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 2
- KCZQSKKNAGZQSZ-UHFFFAOYSA-N 1,3,5-tris(6-isocyanatohexyl)-1,3,5-triazin-2,4,6-trione Chemical compound O=C=NCCCCCCN1C(=O)N(CCCCCCN=C=O)C(=O)N(CCCCCCN=C=O)C1=O KCZQSKKNAGZQSZ-UHFFFAOYSA-N 0.000 claims 1
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Natural products C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 1
- 230000035945 sensitivity Effects 0.000 abstract description 6
- 239000000463 material Substances 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 8
- 239000011347 resin Substances 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- 238000002834 transmittance Methods 0.000 description 7
- 239000002585 base Substances 0.000 description 6
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000000975 dye Substances 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 206010034972 Photosensitivity reaction Diseases 0.000 description 3
- 229910004298 SiO 2 Inorganic materials 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 230000036211 photosensitivity Effects 0.000 description 3
- 229910052710 silicon Inorganic materials 0.000 description 3
- 239000010703 silicon Substances 0.000 description 3
- PMBXCGGQNSVESQ-UHFFFAOYSA-N 1-Hexanethiol Chemical compound CCCCCCS PMBXCGGQNSVESQ-UHFFFAOYSA-N 0.000 description 2
- CEXQWAAGPPNOQF-UHFFFAOYSA-N 2-phenoxyethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOC1=CC=CC=C1 CEXQWAAGPPNOQF-UHFFFAOYSA-N 0.000 description 2
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 238000000149 argon plasma sintering Methods 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- JVICFMRAVNKDOE-UHFFFAOYSA-M ethyl violet Chemical compound [Cl-].C1=CC(N(CC)CC)=CC=C1C(C=1C=CC(=CC=1)N(CC)CC)=C1C=CC(=[N+](CC)CC)C=C1 JVICFMRAVNKDOE-UHFFFAOYSA-M 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- PLAHQMWSZPRDKI-UHFFFAOYSA-N hexoxyboronic acid Chemical compound CCCCCCOB(O)O PLAHQMWSZPRDKI-UHFFFAOYSA-N 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 230000009878 intermolecular interaction Effects 0.000 description 2
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 2
- 125000005395 methacrylic acid group Chemical group 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
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- 239000002105 nanoparticle Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 2
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- OFZRSOGEOFHZKS-UHFFFAOYSA-N (2,3,4,5,6-pentabromophenyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=C(Br)C(Br)=C(Br)C(Br)=C1Br OFZRSOGEOFHZKS-UHFFFAOYSA-N 0.000 description 1
- BKKVYNMMVYEBGR-UHFFFAOYSA-N (2,3,4,5,6-pentabromophenyl) prop-2-enoate Chemical compound BrC1=C(Br)C(Br)=C(OC(=O)C=C)C(Br)=C1Br BKKVYNMMVYEBGR-UHFFFAOYSA-N 0.000 description 1
- QJCKBPDVTNESEF-UHFFFAOYSA-N (2,3,4,5,6-pentabromophenyl)methyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=C(Br)C(Br)=C(Br)C(Br)=C1Br QJCKBPDVTNESEF-UHFFFAOYSA-N 0.000 description 1
- GRKDVZMVHOLESV-UHFFFAOYSA-N (2,3,4,5,6-pentabromophenyl)methyl prop-2-enoate Chemical compound BrC1=C(Br)C(Br)=C(COC(=O)C=C)C(Br)=C1Br GRKDVZMVHOLESV-UHFFFAOYSA-N 0.000 description 1
- AYYISYPLHCSQGL-UHFFFAOYSA-N (2,3,4,5,6-pentachlorophenyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl AYYISYPLHCSQGL-UHFFFAOYSA-N 0.000 description 1
- CNLVUQQHXLTOTC-UHFFFAOYSA-N (2,4,6-tribromophenyl) prop-2-enoate Chemical compound BrC1=CC(Br)=C(OC(=O)C=C)C(Br)=C1 CNLVUQQHXLTOTC-UHFFFAOYSA-N 0.000 description 1
- DGZZQOZXBPFEIY-UHFFFAOYSA-N (2,4,6-trichlorophenyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=C(Cl)C=C(Cl)C=C1Cl DGZZQOZXBPFEIY-UHFFFAOYSA-N 0.000 description 1
- PKJZBAPPPMTNFR-UHFFFAOYSA-N (2,4,6-trichlorophenyl) prop-2-enoate Chemical compound ClC1=CC(Cl)=C(OC(=O)C=C)C(Cl)=C1 PKJZBAPPPMTNFR-UHFFFAOYSA-N 0.000 description 1
- FVMNARAKYNRZID-UHFFFAOYSA-M (2z)-1-ethyl-2-[(e)-3-(1-ethylquinolin-1-ium-2-yl)prop-2-enylidene]quinoline;chloride Chemical compound [Cl-].C1=CC2=CC=CC=C2N(CC)C1=CC=CC1=CC=C(C=CC=C2)C2=[N+]1CC FVMNARAKYNRZID-UHFFFAOYSA-M 0.000 description 1
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- VMLATLXXUPZKMJ-UHFFFAOYSA-N (4-bromophenyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=C(Br)C=C1 VMLATLXXUPZKMJ-UHFFFAOYSA-N 0.000 description 1
- HWWIOYDCNOHHMH-UHFFFAOYSA-N (4-bromophenyl) prop-2-enoate Chemical compound BrC1=CC=C(OC(=O)C=C)C=C1 HWWIOYDCNOHHMH-UHFFFAOYSA-N 0.000 description 1
- SIADNYSYTSORRE-UHFFFAOYSA-N (4-chlorophenyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=C(Cl)C=C1 SIADNYSYTSORRE-UHFFFAOYSA-N 0.000 description 1
- IGHDIBHFCIOXGK-UHFFFAOYSA-N (4-chlorophenyl) prop-2-enoate Chemical compound ClC1=CC=C(OC(=O)C=C)C=C1 IGHDIBHFCIOXGK-UHFFFAOYSA-N 0.000 description 1
- WMAVHUWINYPPKT-UHFFFAOYSA-M (e)-3-methyl-n-[(e)-(1-methyl-2-phenylindol-1-ium-3-ylidene)amino]-1,3-thiazol-2-imine;chloride Chemical compound [Cl-].C12=CC=CC=C2N(C)C(C=2C=CC=CC=2)=C1N=NC=1SC=C[N+]=1C WMAVHUWINYPPKT-UHFFFAOYSA-M 0.000 description 1
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- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
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- BOVQCIDBZXNFEJ-UHFFFAOYSA-N 1-chloro-3-ethenylbenzene Chemical compound ClC1=CC=CC(C=C)=C1 BOVQCIDBZXNFEJ-UHFFFAOYSA-N 0.000 description 1
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
- WTJTUKSVRGVSNZ-UHFFFAOYSA-N 2-(2-phenoxyethoxy)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC1=CC=CC=C1 WTJTUKSVRGVSNZ-UHFFFAOYSA-N 0.000 description 1
- CRZVCXRSZLYXAL-UHFFFAOYSA-N 2-[1-(dimethylamino)propan-2-yl-methylamino]ethanol Chemical compound CN(C)CC(C)N(C)CCO CRZVCXRSZLYXAL-UHFFFAOYSA-N 0.000 description 1
- GTEXIOINCJRBIO-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCCN(C)C GTEXIOINCJRBIO-UHFFFAOYSA-N 0.000 description 1
- YSAANLSYLSUVHB-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]ethanol Chemical compound CN(C)CCOCCO YSAANLSYLSUVHB-UHFFFAOYSA-N 0.000 description 1
- ISRGONDNXBCDBM-UHFFFAOYSA-N 2-chlorostyrene Chemical compound ClC1=CC=CC=C1C=C ISRGONDNXBCDBM-UHFFFAOYSA-N 0.000 description 1
- JYBJXKVJBAHQNF-UHFFFAOYSA-N 2-ethenylanthracene Chemical compound C1=CC=CC2=CC3=CC(C=C)=CC=C3C=C21 JYBJXKVJBAHQNF-UHFFFAOYSA-N 0.000 description 1
- MGSBHCXXTFPYAJ-UHFFFAOYSA-N 2-phenoxyethyl 2-methylidenebutaneperoxoate Chemical compound CCC(=C)C(=O)OOCCOC1=CC=CC=C1 MGSBHCXXTFPYAJ-UHFFFAOYSA-N 0.000 description 1
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Images
Classifications
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- 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
- G03F7/075—Silicon-containing compounds
- G03F7/0757—Macromolecular compounds containing Si-O, Si-C or Si-N bonds
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- 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
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- 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
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03H—HOLOGRAPHIC PROCESSES OR APPARATUS
- G03H1/00—Holographic processes or apparatus using light, infrared or ultraviolet waves for obtaining holograms or for obtaining an image from them; Details peculiar thereto
- G03H1/02—Details of features involved during the holographic process; Replication of holograms without interference recording
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03H—HOLOGRAPHIC PROCESSES OR APPARATUS
- G03H1/00—Holographic processes or apparatus using light, infrared or ultraviolet waves for obtaining holograms or for obtaining an image from them; Details peculiar thereto
- G03H1/02—Details of features involved during the holographic process; Replication of holograms without interference recording
- G03H2001/026—Recording materials or recording processes
- G03H2001/0264—Organic recording material
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Holo Graphy (AREA)
Abstract
The invention provides a photopolymer holographic recording medium and application thereof, wherein the raw material of the photopolymer holographic recording medium comprises the following components a) to h); component a) a compound having a plurality of isocyanate-reactive functional groups; component b) polydimethylsiloxanes; component c) a polyisocyanate-based compound; component d) a polymerizable monomer; component e) a photoinitiator; component f) a chain transfer agent; component g) optionally a catalyst; component h) optionally additives. The invention introduces the polydimethylsiloxane compound with a specific structure into the photopolymer type holographic recording medium for the first time, and therefore, the holographic recording medium with high sensitivity, high diffraction efficiency and high refractive index modulation degree is obtained.
Description
Technical Field
The invention relates to the field of optical functional materials. And more particularly, to a photopolymer type holographic recording medium and its application.
Background
Holographic recording is the storage of information in the form of holograms. Information may be stored in various forms including binary data, images, bar codes, and dot matrices. A hologram is an image of a three-dimensional interference pattern. These patterns may result from the intersection of two light beams in a photosensitive medium. Volume holographic recording differs from surface-based storage formats in that a large number of holograms can be stored in the same volume of photosensitive medium in an overlapping manner using multiplexing techniques. Such multiplexing may change the signal and/or reference beam angle, wavelength, or media position. However, one of the obstacles to implementing holographic recording as a viable technology is the development of suitable holographic recording medium materials. Silver halide emulsions, dichromated gelatin, photodegradable polymeric materials, photoconductive thermoplastic materials, photorefractive materials, photopolymer materials, photoisomerizable materials, and superficially surfaced materials are several typical holographic recording media materials. Among them, the photopolymer material is considered as the first choice for future holographic recording medium materials by virtue of its advantages of high photosensitivity, high resolution, simple preparation, low cost, no need of chemical/thermal post-treatment, etc.
Photopolymer materials typically comprise a base resin with a low refractive index and a writing monomer with a high refractive index, and increasing the refractive index modulation of the material typically requires that the base resin have a lower refractive index and the writing monomer have a higher refractive index. Silicon atoms have the advantages of strong electron binding capacity, small polarizability, low refractive index and the like, and silicon elements are introduced into a photopolymer system, so that the refractive index of the substrate resin can be further reduced; on the other hand, the intermolecular interaction force of the silicon-containing polymer is very weak, so the intermolecular interaction force between the polymer substrate and the writing monomer is small, the resistance to be overcome when the monomer molecule migrates becomes low, and the monomer molecule more easily migrates from a dark stripe region to a light stripe region, which is very important for improving the material performance.
In previous studies, the silicon atoms were often in the form of SiO 2 In the form of equal inorganic nanoparticles incorporated in the photopolymer system, but to ensure uniformity of nanoparticle dispersion, SiO 2 Often not more than 25 wt.%, and even at the maximum addition level, the improvement effect on the properties of the photopolymer is very limited, and in addition, SiO 2 The introduction of (2) also easily causes problems of light scattering and the like.
Therefore, it is necessary to provide a silicon-containing photopolymer type hologram recording medium which combines excellent properties such as high sensitivity, high diffraction efficiency, and high refractive index modulation.
Disclosure of Invention
An object of the present invention is to provide a photopolymer holographic recording medium.
It is another object of the present invention to provide a use of the photopolymer holographic recording medium.
In order to achieve the purpose, the invention adopts the following technical scheme:
in a first aspect, the present invention provides a photopolymer holographic recording medium which comprises the following components a) to h) as raw materials;
component a) a compound having a plurality of isocyanate-reactive functional groups;
component b) polydimethylsiloxanes;
component c) a polyisocyanate-based compound;
component d) a polymerizable monomer;
component e) a photoinitiator;
component f) a chain transfer agent;
component g) optionally a catalyst;
component h) optionally additives;
the structural formula of the polydimethylsiloxane compound is shown as G1 and/or G2 and/or G3:
wherein, in each of formulas G1, G2, and G3: n is 5 to 100.
Further, the content of the polydimethylsiloxane compound is 1-30% by mass of the total mass of the photopolymer holographic recording medium.
Further, the mass ratio of the component a), the component b), the component c), the component d), the component e), the component f), the component g) and the component h) is 10-40: 1-30: 10-70: 20-80: 0.1-4: 0.1-3: 0.1-7.
Further, the photopolymer holographic recording medium further comprises: component i) a photosensitizer; preferably, the mass ratio of the component i) to the component f) is 0.01-1: 0.1-3.
Further, the additive comprises one or more of a defoaming agent, a leveling agent, a plasticizer and a water removal agent.
Further, when an antifoaming agent is included in the additive, the content of the antifoaming agent is not more than 3% by mass of the total mass of the photopolymer type holographic recording medium.
Further, when a leveling agent is included in the additive, the content of the leveling agent is not more than 3% by mass of the total mass of the photopolymer type holographic recording medium.
Further, when a plasticizer is included in the additive, the content of the plasticizer is not more than 3% by mass of the total mass of the photopolymer type holographic recording medium.
Further, when a water scavenger is included in the additive, the content of the water scavenger is not more than 7% by mass of the total mass of the photopolymer holographic recording medium.
Further, in the compound having a plurality of isocyanate-reactive functional groups, the isocyanate-reactive functional group is a hydroxyl group.
Further, the compound having a plurality of isocyanate-reactive functional groups is at least one selected from the group consisting of ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, dipropylene glycol, tripropylene glycol, trimethylolpropane, trimethylolethane, glycerol, triethanolamine, pentaerythritol, dipentaerythritol, sorbitol, and polyester polyols, polycarbonate polyols, and polyether polyols having a molecular weight of 200 to 10000.
Further, the polyisocyanate-based compound is at least one selected from the group consisting of hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, (2,4, 6-trioxotriazine-1, 3,5(2H,4H,6H) -triyl) tri (hexamethylene) isocyanate, butane-1, 4-diisocyanate, isophorone diisocyanate, toluene diisocyanate, diphenylmethane diisocyanate, dicyclohexylmethane diisocyanate, naphthalene diisocyanate, p-phenylene diisocyanate, xylylene diisocyanate, dimethylbiphenyl diisocyanate, 1, 4-cyclohexane diisocyanate, tetramethylm-xylylene diisocyanate, cyclohexanedimethylene diisocyanate, and norbornane diisocyanate.
Further, the polymerizable monomer is at least one selected from alkenyl naphthalene compounds, alkenyl anthracene compounds, alkenyl benzene compounds, acrylic compounds, methacrylic compounds, acrylate compounds, methacrylate compounds, N-vinyl pyrrole, N-vinyl carbazole, N-vinyl imidazole, N-vinyl indole, N-vinyl pyrrolidone and trans N-3-alkyn butenyl carbazole.
In a second aspect, the present invention provides a transparent holographic grating useful for augmented reality displays made from the above-described photopolymer holographic recording medium.
In a third aspect, the present invention provides a photopolymer holographic storage disk made from the above-described photopolymer holographic recording medium.
In addition, unless otherwise specified, all starting materials for use in the present invention are commercially available, and any range recited herein includes any value between the endpoints and any subrange between the endpoints and any value between the endpoints or any subrange between the endpoints. The percentages are mass percentages unless otherwise specified, and the solutions are aqueous solutions unless otherwise specified.
The invention has the following beneficial effects:
the invention introduces the polydimethylsiloxane compound with a specific structure into the raw material of the photopolymer type holographic recording medium for the first time, and therefore, the holographic recording medium with high sensitivity, high diffraction efficiency and high refractive index modulation degree is obtained. Specifically, the holographic recording medium has a diffraction efficiency of greater than 90% and a sensitivity of greater than 0.01cm 2 At a dose of less than 20mJ/cm 2 。
The photopolymer holographic recording medium provided by the invention has stable performance, can be stored for a long time under the condition of keeping out of the sun, can realize high-quality storage and reproduction of information after exposure, and has wide application prospects in the fields of high-density optical storage, holographic optical elements and the like.
Drawings
The following describes embodiments of the present invention in further detail with reference to the accompanying drawings.
Fig. 1 shows a comparison of 532nm laser exposure characteristic curves of the photopolymer type hologram recording media of example 1 of the present invention and comparative example 1.
Fig. 2 shows a comparison of 405nm laser exposure characteristic curves of the photopolymer type holographic recording media of example 2 of the present invention and comparative example 2.
Fig. 3 shows a comparison of 633nm laser exposure characteristic curves of the photopolymer type hologram recording media of example 3 of the present invention and comparative example 3.
FIG. 4 shows a comparison of exposure profiles at different spatial frequencies for the photopolymer holographic recording medium of example 2 of the present invention.
FIG. 5 is a graph showing a comparison of 532nm laser exposure characteristic curves of the photopolymer type hologram recording media according to examples 4 to 7 of the present invention.
FIG. 6 shows a holographic grating Bragg selection angle curve for a photopolymer holographic recording medium according to example 1 of the present invention at a spatial frequency 2600lines/mm exposure.
Fig. 7 shows a graph comparing uv-visible transmittance curves of the photopolymer type holographic recording medium prepared in example 1, the holographic grating prepared from the photopolymer type holographic recording medium, and the transparent holographic grating.
Detailed Description
The following describes embodiments of the present invention in detail. The substances, methods, and the like exemplified below are examples (representative examples) of the embodiments of the present invention, and the present invention is not limited to these contents as long as the gist thereof is not deviated.
In a first aspect, the present invention provides a photopolymer holographic recording medium which comprises the following components a) to h) as raw materials;
component a) a compound having a plurality of isocyanate-reactive functional groups;
component b) polydimethylsiloxanes;
component c) a polyisocyanate-based compound;
component d) a polymerizable monomer;
component e) a photoinitiator;
component f) a chain transfer agent;
component g) optionally a catalyst;
component h) optionally additives;
the structural formula of the polydimethylsiloxane compound is shown as G1 and/or G2 and/or G3:
wherein, in each of formulas G1, G2, and G3: n is 5 to 100.
It is understood that G1 is dihydroxy terminated poly (dimethylsiloxane); g2 is a bis (hydroxyalkyl) -terminated poly (dimethylsiloxane); g3 bis (3-aminopropyl) terminated poly (dimethylsiloxane).
It is to be noted that the photopolymer type holographic recording medium material generally contains a base resin having a low refractive index and a writing monomer having a high refractive index, and in the present invention, the components a) to c) can form the base resin, and the component d) corresponds to the writing monomer.
The polydimethylsiloxane compound has excellent solubility in an organic system, and can be introduced into a holographic recording medium system to further reduce the refractive index of the substrate resin; on the other hand, the addition of the polydimethylsiloxane-type compound reduces the interaction force between molecular chains, so that the polymerizable monomer has a faster migration speed in the base resin. In addition, the introduction of the polydimethylsiloxane compound can also obviously reduce the viscosity of the holographic recording medium raw material, so that the holographic recording medium with any volume and any shape can be easily prepared.
Further, the content of the polydimethylsiloxane compound is 1-30% by mass of the total mass of the photopolymer holographic recording medium. If the content of the polydimethylsiloxane compound is too high, micro-domain phase separation can occur to a soft segment and a hard segment in the base resin, light scattering can be caused in the exposure process, and the sensitivity of the holographic recording medium is reduced; preferably, the content of the polydimethylsiloxane compound is 1-16%; more preferably 3 to 15%.
Further, the photopolymer holographic recording medium further includes a photosensitizer. Wherein, different broadband responses can be realized by regulating and controlling the types of the photosensitizer. However, when the photo-initiator with the adapted wavelength is selected as the raw material of the photopolymer type holographic recording medium of the present invention, the photosensitizer may not be added.
Illustratively, the photosensitizer is a dye with higher electron transfer efficiency under illumination, and includes, but is not limited to, cyanine dyes, fluorescein dyes, coumarin ketone dyes, nitrogen-containing aromatic heterocyclic compounds, aromatic amine compounds, benzylidene naphthene ketone compounds, or mixtures of these compounds in any proportion. For example, include one or more of new methylene blue, thionine, basic yellow, pinacyanol chloride, rhodamine 6G, gallocyanine, ethyl violet, victoria blue R, azurite blue, methylene blue, Astrazon Orange G, Darrow red, pyrrole red Y, basic red 29, quinaldine red, crystal violet, ethyl violet, brilliant green, pyri11lium I, azure a, crystal violet cyanitrile, malachite greenish cyanitrile, and the like.
Further, in the compound having a plurality of isocyanate-reactive functional groups, the isocyanate-reactive functional group is a hydroxyl group; preferably a low refractive index compound with two or more hydroxyl groups; more preferably: tetraethylene glycol, trimethylolethane, glycerol, triethanolamine, polyester polyol with molecular weight of 200-2000, polycarbonate polyol and polyether polyol
Further, the polyisocyanate-based compound is preferably a compound having a low refractive index and having two or more isocyanate groups; more preferred are hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, (2,4, 6-trioxotriazine-1, 3,5(2H,4H,6H) -triyl) tri (hexamethylene) isocyanate, butane-1, 4-diisocyanate, isophorone diisocyanate, dicyclohexylmethane diisocyanate.
Further, the polymerizable monomer is at least one selected from alkenyl naphthalene compounds, alkenyl anthracene compounds, alkenyl benzene compounds, acrylic compounds, methacrylic compounds, acrylate compounds, methacrylate compounds, N-vinyl pyrrole, N-vinyl carbazole, N-vinyl imidazole, N-vinyl indole, N-vinyl pyrrolidone and trans N-3-alkyn butenyl carbazole.
Illustratively, the alkenylbenzene compound may be selected from styrene, 2-chlorostyrene, 2-bromostyrene, 3-chlorostyrene, 3-bromostyrene, 4-chlorostyrene, 4-bromostyrene, p- (chloromethyl) styrene, p- (bromomethyl) styrene, and the like.
Illustratively, the methacrylic compound may be methacrylic acid and a derivative thereof; illustratively, the acrylate-based compound may be selected from the group consisting of pentabromophenyl acrylate, pentachlorophenyl acrylate, phenoxyethyl acrylate, pentabromobenzyl acrylate, 2-naphthyl acrylate, 1, 4-bis (2-thionaphthyl) 2-butyl acrylate, phenoxyethoxyethyl acrylate, bisphenol A diacrylate, tetrabromobisphenol A diacrylate, 2-phenoxyethyl acrylate, benzyl acrylate, p-chlorophenyl acrylate, 2,4, 6-trichlorophenyl acrylate, p-bromophenyl acrylate, 2,4, 6-tribromophenyl acrylate, propane-2, 2-diylbis [ (2, 6-dibromo-4, 1-phenylene) oxy (2- { [3,3, 3-tris (4-chlorophenyl) propionyl ] oxy } propane-3, 1-diyl) oxyethane-2, 1-diyl diacrylate and the like.
Illustratively, the methacrylate-based compound may be selected from 2-phenoxyethyl methacrylate, benzyl methacrylate, p-bromophenyl methacrylate, p-chlorophenyl methacrylate, 2,4, 6-trichlorophenyl methacrylate, pentabromophenyl methacrylate, pentachlorophenyl methacrylate, phenoxyethyl methacrylate, phenoxyethoxyethyl methacrylate, 1, 4-bis (2-thionaphthyl) 2-butyl methacrylate, pentabromobenzyl methacrylate, 2-naphthyl methacrylate, bisphenol A dimethacrylate, tetrabromobisphenol A dimethacrylate, and the like.
Illustratively, the vinyl anthracene compound may be selected from 2-vinyl anthracene, 9-vinyl anthracene, and the like.
Illustratively, the vinylnaphthalene compound may be selected from 1-vinylnaphthalene, 2-vinylnaphthalene, and the like.
Further, the photoinitiator is an initiator that can be activated by actinic radiation and initiate polymerization of the corresponding polymerizable group. Including but not limited to aromatic ketones, benzoin and its derivatives, benzil ketals, acylphosphine oxides, aryl ammonium borates, chromium salts, aryl diazonium salts, onium salts, organometallic compounds or mixtures of these compounds in any proportion. For example, include one or more of benzophenone, alkylbenzophenone, 4' -bis (dimethylamino) benzophenone, anthrone and halogenated benzophenone, 2,4, 6-trimethylbenzoyldiphenylphosphine oxide, bisacylphosphine oxide, phenylglyoxylate, camphorquinone, a-aminoalkylphenone, α -dialkoxyacetophenone, a-hydroxyalkylphenone, tetrabutylammonium triphenylhexylborate, tetrabutylammonium tris- (3-fluorophenyl) hexylborate, tetrabutylammonium tris- (3-chloro-4-methylphenyl) hexylborate, ferrocenyl compounds, iodonium salts, sulfonium salts, hexaarylbisimidazole and the like.
Further, the chain transfer agent is a mercaptan compound, including but not limited to one or more of dodecyl mercaptan, mercaptoethanol, hexanethiol, phenethyl mercaptan, 5- (4-pyridyl) -1,3, 4-oxadiazole-2-thiol, 4-methyl-4H-1, 2, 4-triazole-3-thiol, and the like.
Further, the catalysts are tertiary amine-based catalysts and organometallic-based catalysts, including but not limited to triethylenediamine, bis (dimethylaminoethyl) ether, dimethylethanolamine, 2- (2-dimethylamino-ethoxy) ethanol, trimethylhydroxyethylpropylenediamine, N-bis (dimethylaminopropyl) isopropanolamine, dibutyltin dilaurate, stannous octoate, potassium carboxylate-based catalysts, and bismuth carboxylate-based catalysts.
Further, the defoaming agent is a silicone defoaming agent such as BYK-011, BYK-012, BYK-014, BYK-023, BYK-051N, BYK-085, BYK-1610, BYK-1707, BYK-1740, BYK-1760, DC65, AFE-7820 produced by Dow Corning, or a mixture of these defoaming agents in any proportion
Further, the leveling agent is an organic silicon surface auxiliary agent, such as BYK-302, BYK-306, BYK-307, BYK-327, BYK-329, BYK-333, BYK-356, BYK-358, BYK-378, BYK-3455 and BYK-3566 which are produced by ByK company or a mixture of the surface auxiliary agents in any proportion.
Further, the plasticizer is toluene, xylene, dimethylformamide, dimethylacetamide, glycerol, phthalate or a mixture of these compounds in any proportion.
Further, the water removing agent includes, but is not limited to, p-methyl benzenesulfonyl isocyanate, triethyl orthoformate, CUWR-WB20 water removing agent of Guangzhou Yougun synthetic materials Co., Ltd, ALT-201 water removing agent of Anxiang Elite chemical industry Co., Ltd, PCCI water removing agent of Shanghai Ruhr chemical trade Co., Ltd, and the like.
In a second aspect, the present invention provides a transparent holographic grating useful for augmented reality displays prepared from the above-described photopolymer holographic recording medium.
In a third aspect, the present invention provides a photopolymer holographic storage disk made from the above-described photopolymer holographic recording medium.
For an example, the preparation of the photopolymer holographic storage optical disc refers to patent CN 200910237040.7.
In order to more clearly illustrate the invention, the invention is further described below with reference to preferred embodiments and the accompanying drawings. Similar parts in the figures are denoted by the same reference numerals. It is to be understood by persons skilled in the art that the following detailed description is illustrative and not restrictive, and is not to be taken as limiting the scope of the invention.
Example 1
Providing a photopolymer holographic recording medium having the raw material components detailed in table 1; wherein G1 is dihydroxy-terminated poly (dimethylsiloxane) having a molecular weight of about 550 and is present in an amount of 15 wt.% to 16 wt.%.
The composition for a holographic recording medium is used for preparing the holographic recording medium, and comprises the following steps: under the condition of red light, the components in the table 1 are sequentially added into a 500mL container with stirring equipment, the mixture is fully stirred for 15min at room temperature, impurities such as dust and the like are removed through a filter with the aperture of 0.45 micrometer, the mixed solution is injected into a glass container with the aperture of 80mm multiplied by 35mm multiplied by 0.05mm, and the holographic recording medium can be prepared after the room temperature solidification is finished.
TABLE 1
Example 2
The only difference from example 1 is that the raw materials for the photopolymer type holographic recording medium are shown in table 2, where G2 is bis (hydroxyalkyl) -terminated poly (dimethylsiloxane) and the molecular weight is about 5600 in an amount of 15 wt.% to 16 wt.%.
TABLE 2
Example 3
The only difference from example 1 is that the raw materials for the photopolymer holographic recording media are shown in table 3, where G3 is bis (3-aminopropyl) terminated poly (dimethylsiloxane) and has a molecular weight of about 2500 in an amount of 15 wt.% to 16 wt.%.
TABLE 3
Examples 4 to 7
The same as example 1, except that the raw materials of the photopolymer type holographic recording medium are shown in table 4, wherein G1 is dihydroxy-terminated poly (dimethylsiloxane) having a molecular weight of about 550, and the contents thereof are 3.6 wt.%, 7.2 wt.%, 10.8 wt.%, and 14 wt.%, respectively.
TABLE 4
Comparative example 1
The only difference from example 1 is that the starting materials are as shown in Table 5.
TABLE 5
Comparative example 2
The only difference from example 2 is that the starting materials are as shown in Table 6.
TABLE 6
Comparative example 3
The only difference from example 3 is that the starting materials are as shown in Table 7.
TABLE 7
Test example 1
(1) The holographic properties of the photopolymer holographic recording media of examples 1 to 3 and comparative examples 1 to 3 were evaluated and compared, and the results are shown in FIGS. 1 to 3 or Table 8.
The evaluation method comprises the following steps:
solid lasers with the wavelengths of 405nm, 532nm and 633nm are used as light sources, and two light beams with the same light intensity and the same diameter of 8mm are obtained after passing through a beam expander, a beam splitter and a half-wave plate. The two light beams intersect in the holographic recording medium for exposure, the normal line of the recording medium equally divides the two light beams, the included angle of the two light beams is 58-90 degrees, the corresponding resolution ratio is 1800-2600 lp/mm, and the light intensity is 2.91mW/cm 2 . The detection light source adopts a 785nm wavelength solid laser which does not react with the recording medium, detection light enters an exposure area from a Bragg angle, transmitted light and diffracted light are monitored in real time through a photoelectric detector, and the single-grating diffraction efficiency (eta) of a photopolymer sample wafer with the thickness of 0.05mm and the photosensitivity (S) of the recording medium are calculated through formulas (1) to (3). The rotary table is used for changing the incident angle of the detection light, the diffraction light is read out near the Bragg angle, and the holographic grating Bragg selective angle is measured.
Wherein η is the diffraction efficiency, η max For maximum diffraction efficiency, I d Is to diffract light, I t For transmitted light, S is the photosensitivity, E is the exposure energy, and Δ E is the exposure energy at which the highest diffraction efficiency is achieved.
(2) The results of evaluating the holographic properties of the photopolymer type holographic recording media of examples 4 to 7 by the method of evaluation (1) are shown in FIG. 5, and the results of evaluating the properties after storing for various periods are shown in Table 9.
(3) The exposure rates of the photopolymer holographic recording media of example 2 were evaluated at different spatial frequencies (1800 lp/mm, 2200lp/mm, 2600lp/mm, respectively) and the results are shown in FIG. 4.
(4) The photopolymer holographic recording medium of example 1 was evaluated for holographic grating Bragg selection angle curves at a spatial frequency 2600lines/mm exposure and the results are shown in fig. 6.
(5) The photopolymer holographic recording medium of example 1 was exposed to light to produce a holographic grating and then photobleached to produce a transparent holographic grating.
Comparison of UV-visible light (100 mW/cm) of photopolymer holographic recording Medium before Exposure, holographic Grating (not photobleached) and clear holographic Grating (after photobleaching) 2 And 2h) transmittance, the results are shown in FIG. 7.
TABLE 8 holographic Performance parameters of holographic recording media
TABLE 9 holographic performance parameters and stabilities of the holographic recording media of examples 4-7
As can be seen from FIGS. 1 to 3, FIG. 5 and tables 8 to 9, the hologram recording media of examples 1 to 7 have advantages of high sensitivity, high diffraction efficiency and low exposure rate as compared with the hologram recording media of comparative examples 1 to 3.
As is clear from Table 9, the hologram recording media of examples 4 to 7 are excellent in stability, and after completion of information recording, have a long shelf life and high weather resistance.
As can be seen from fig. 4, the holographic recording medium of example 2 has a low exposure rate at different spatial frequencies, and thus can be used to prepare holographic gratings of various spatial frequencies.
As can be seen from fig. 6, the hologram recording medium of example 1 is applied to head-mounted display under the condition that the selection angle is 2 °, and a large field angle can be obtained.
As can be seen from fig. 7, the holographic recording medium of example 1 exhibits good light transmittance before holographic exposure and after ultraviolet light bleaching, which is sufficient to meet the technical requirements for preparing transparent gratings; specifically, the method comprises the following steps: the total light transmittance of the holographic recording medium at 400-800nm before exposure is about 70% or more, the light transmittance is good, the total light transmittance at 400-800nm after ultraviolet light bleaching can reach 95% or more, and the light transmittance is better.
It should be understood that the above-mentioned embodiments of the present invention are only examples for clearly illustrating the present invention, and are not intended to limit the embodiments of the present invention, and it will be obvious to those skilled in the art that other variations or modifications may be made on the basis of the above description, and all embodiments may not be exhaustive, and all obvious variations or modifications may be included within the scope of the present invention.
Claims (10)
1. A photopolymer holographic recording medium, characterized in that its raw material contains the following components a) to h);
component a) a compound having a plurality of isocyanate-reactive functional groups;
component b) polydimethylsiloxanes;
component c) a polyisocyanate-based compound;
component d) a polymerizable monomer;
component e) a photoinitiator;
component f) a chain transfer agent;
component g) optionally a catalyst;
component h) optionally additives;
the structural formula of the polydimethylsiloxane compound is shown as G1 and/or G2 and/or G3:
wherein, in each of formulas G1, G2, and G3: n is 5 to 100.
2. The photopolymer holographic recording medium according to claim 1, wherein the polydimethylsiloxane-based compound is contained in an amount of 1% to 30% by mass based on the total mass of the photopolymer holographic recording medium.
3. The photopolymer holographic recording medium of claim 1, wherein the mass ratio of the component a), the component b), the component c), the component d), the component e), the component f), the component g), and the component h) is 10 to 40:1 to 30:10 to 70:20 to 80:0.1 to 4:0.1 to 3:0.1 to 7.
4. The photopolymer holographic recording medium of claim 1, further comprising: component i) a photosensitizer;
preferably, the mass ratio of the component i) to the component f) is 0.01-1: 0.1-3.
5. The photopolymer holographic recording medium of claim 1, wherein the additives comprise one or more of defoamers, leveling agents, plasticizers, and water scavengers;
preferably, when an antifoaming agent is included in the additive, the content of the antifoaming agent is not more than 3% based on the total mass of the photopolymer type holographic recording medium;
preferably, when a leveling agent is included in the additive, the content of the leveling agent is not more than 3% by mass of the total mass of the photopolymer holographic recording medium;
preferably, when a plasticizer is included in the additive, the content of the plasticizer does not exceed 3% by mass of the total mass of the photopolymer holographic recording medium;
preferably, when a water scavenger is included in the additive, the water scavenger is present in an amount of not more than 7% by mass of the total mass of the photopolymer holographic recording medium.
6. The photopolymer holographic recording medium of claim 1, wherein in the compound having a plurality of isocyanate reactive functional groups, the isocyanate reactive functional groups are hydroxyl groups;
preferably, the compound having a plurality of isocyanate-reactive functional groups is at least one selected from the group consisting of ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, dipropylene glycol, tripropylene glycol, trimethylolpropane, trimethylolethane, glycerol, triethanolamine, pentaerythritol, dipentaerythritol, sorbitol, and polyester polyols, polycarbonate polyols, and polyether polyols having a molecular weight of 200 to 10000.
7. The photopolymer holographic recording medium of claim 1, the polyisocyanate-based compound is at least one selected from the group consisting of hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, (2,4, 6-trioxotriazine-1, 3,5(2H,4H,6H) -triyl) tris (hexamethylene) isocyanate, butane-1, 4-diisocyanate, isophorone diisocyanate, toluene diisocyanate, diphenylmethane diisocyanate, dicyclohexylmethane diisocyanate, naphthalene diisocyanate, p-phenylene diisocyanate, xylylene diisocyanate, dimethylbiphenyl diisocyanate, 1, 4-cyclohexane diisocyanate, tetramethylm-xylylene diisocyanate, cyclohexanedimethylene diisocyanate, and norbornane diisocyanate.
8. The photopolymer holographic recording medium of claim 1, wherein the polymerizable monomer is selected from at least one of an alkenyl naphthalene compound, an alkenyl anthracene compound, an alkenyl benzene compound, an acrylic compound, a methacrylic compound, an acrylate compound, a methacrylate compound, N-vinyl pyrrole, N-vinyl carbazole, N-vinyl imidazole, N-vinyl indole, N-vinyl pyrrolidone, trans N-3-alkynylbutenyl carbazole.
9. A transparent holographic grating for augmented reality display, prepared from the photopolymer holographic recording medium of any of claims 1 to 8.
10. A photopolymer holographic storage disk, comprising the photopolymer holographic recording medium according to any of claims 1 to 8.
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