TWI465469B

TWI465469B - 具有化學附著潤濕劑之聚矽氧水凝膠材料

具有化學附著潤濕劑之聚矽氧水凝膠材料 Download PDF

Info

Publication number: TWI465469B
Authority: TW; Taiwan
Prior art keywords: group; vinyl; hydrophilic; prepolymer; alkyl
Prior art date: 2008-11-13

Application number

TW098138725A

Other languages

English (en)

Chinese (zh)

Other versions

TW201030034A (en

Inventor

John Christopher Phelan

Original Assignee

Novartis Ag

Priority date

2008-11-13

Filing date

2009-11-13

Publication date

2014-12-21

2009-11-13 Application filed by Novartis Ag filed Critical Novartis Ag

2010-08-16 Publication of TW201030034A publication Critical patent/TW201030034A/zh

2014-12-21 Application granted granted Critical

2014-12-21 Publication of TWI465469B publication Critical patent/TWI465469B/zh

Links

239000000463 material Substances 0.000 title claims description 90
239000000017 hydrogel Substances 0.000 title description 23
239000000126 substance Substances 0.000 title description 14
239000000080 wetting agent Substances 0.000 title description 10
239000000178 monomer Substances 0.000 claims description 145
229920001577 copolymer Polymers 0.000 claims description 133
229920002554 vinyl polymer Polymers 0.000 claims description 122
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 121
239000000203 mixture Substances 0.000 claims description 103
-1 siloxane unit Chemical group 0.000 claims description 90
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 53
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 32
229910052760 oxygen Inorganic materials 0.000 claims description 32
239000001301 oxygen Substances 0.000 claims description 32
125000000524 functional group Chemical group 0.000 claims description 25
125000000217 alkyl group Chemical group 0.000 claims description 24
229920001477 hydrophilic polymer Polymers 0.000 claims description 24
229920000642 polymer Polymers 0.000 claims description 23
238000006243 chemical reaction Methods 0.000 claims description 21
230000035699 permeability Effects 0.000 claims description 20
150000002148 esters Chemical class 0.000 claims description 18
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 18
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 17
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 17
WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 15
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 14
XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims description 14
230000002209 hydrophobic effect Effects 0.000 claims description 14
239000011159 matrix material Substances 0.000 claims description 13
150000003254 radicals Chemical class 0.000 claims description 13
229910052799 carbon Inorganic materials 0.000 claims description 12
238000001723 curing Methods 0.000 claims description 12
229910052739 hydrogen Inorganic materials 0.000 claims description 12
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 11
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 11
OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 11
239000007983 Tris buffer Substances 0.000 claims description 10
125000003277 amino group Chemical group 0.000 claims description 10
238000004132 cross linking Methods 0.000 claims description 10
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 claims description 10
238000009792 diffusion process Methods 0.000 claims description 10
125000003700 epoxy group Chemical group 0.000 claims description 10
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 10
150000001412 amines Chemical group 0.000 claims description 9
238000005859 coupling reaction Methods 0.000 claims description 9
229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 8
239000002202 Polyethylene glycol Substances 0.000 claims description 8
125000000753 cycloalkyl group Chemical group 0.000 claims description 8
238000007306 functionalization reaction Methods 0.000 claims description 8
230000005660 hydrophilic surface Effects 0.000 claims description 8
229920001223 polyethylene glycol Polymers 0.000 claims description 8
QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 claims description 7
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 7
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 7
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 7
239000012986 chain transfer agent Substances 0.000 claims description 7
SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 6
125000003118 aryl group Chemical group 0.000 claims description 6
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 6
238000003848 UV Light-Curing Methods 0.000 claims description 5
239000012867 bioactive agent Substances 0.000 claims description 5
150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 5
239000003795 chemical substances by application Substances 0.000 claims description 5
238000007334 copolymerization reaction Methods 0.000 claims description 5
239000003999 initiator Substances 0.000 claims description 5
GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims description 4
KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 4
230000004913 activation Effects 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
239000012633 leachable Substances 0.000 claims description 4
239000000314 lubricant Substances 0.000 claims description 4
PNLUGRYDUHRLOF-UHFFFAOYSA-N n-ethenyl-n-methylacetamide Chemical compound C=CN(C)C(C)=O PNLUGRYDUHRLOF-UHFFFAOYSA-N 0.000 claims description 4
RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 claims description 4
125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
150000003335 secondary amines Chemical class 0.000 claims description 4
150000003512 tertiary amines Chemical group 0.000 claims description 4
125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims description 3
JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 3
KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 3
229910052684 Cerium Inorganic materials 0.000 claims description 3
150000001335 aliphatic alkanes Chemical class 0.000 claims description 3
125000003710 aryl alkyl group Chemical group 0.000 claims description 3
GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 claims description 3
239000007822 coupling agent Substances 0.000 claims description 3
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 claims description 3
125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 claims description 3
PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims description 3
RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims description 3
YWWNNLPSZSEZNZ-UHFFFAOYSA-N n,n-dimethyldecan-1-amine Chemical compound CCCCCCCCCCN(C)C YWWNNLPSZSEZNZ-UHFFFAOYSA-N 0.000 claims description 3
KYKIFKUTBWKKRE-UHFFFAOYSA-N n-ethenylpropan-2-amine Chemical compound CC(C)NC=C KYKIFKUTBWKKRE-UHFFFAOYSA-N 0.000 claims description 3
239000003504 photosensitizing agent Substances 0.000 claims description 3
229920001567 vinyl ester resin Polymers 0.000 claims description 3
JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 claims description 2
LVGSUQNJVOIUIW-UHFFFAOYSA-N 5-(dimethylamino)-2-methylpent-2-enamide Chemical compound CN(C)CCC=C(C)C(N)=O LVGSUQNJVOIUIW-UHFFFAOYSA-N 0.000 claims description 2
MKTKRDFMFWBDME-UHFFFAOYSA-N C(C(=C)C)(=O)OCCCC1(C(OC(C(O1)C)C)(C)CCCOC(C(=C)C)=O)C Chemical compound C(C(=C)C)(=O)OCCCC1(C(OC(C(O1)C)C)(C)CCCOC(C(=C)C)=O)C MKTKRDFMFWBDME-UHFFFAOYSA-N 0.000 claims description 2
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 2
150000001336 alkenes Chemical class 0.000 claims description 2
125000002947 alkylene group Chemical group 0.000 claims description 2
239000004599 antimicrobial Substances 0.000 claims description 2
125000004093 cyano group Chemical group *C#N 0.000 claims description 2
125000001153 fluoro group Chemical class F* 0.000 claims description 2
DQCSJGUXTUJMAA-UHFFFAOYSA-N n,n-dimethylmethanamine;2-hydroxypropyl 2-methylprop-2-enoate;hydrochloride Chemical compound Cl.CN(C)C.CC(O)COC(=O)C(C)=C DQCSJGUXTUJMAA-UHFFFAOYSA-N 0.000 claims description 2
OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 claims description 2
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 claims description 2
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 2
150000002923 oximes Chemical class 0.000 claims description 2
235000019756 total sulphur amino acid Nutrition 0.000 claims description 2
ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims 2
LUTFTISESXWDHG-UHFFFAOYSA-N 3-aminopropyl 2-methylprop-2-enoate;hydrochloride Chemical compound Cl.CC(=C)C(=O)OCCCN LUTFTISESXWDHG-UHFFFAOYSA-N 0.000 claims 1
QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims 1
VFCHMEHTPXVRPK-UHFFFAOYSA-N C(OCCCCCCCCCCCCC(C)(C)C)(OC=C)=O Chemical compound C(OCCCCCCCCCCCCC(C)(C)C)(OC=C)=O VFCHMEHTPXVRPK-UHFFFAOYSA-N 0.000 claims 1
YKQZVFNNBZXQLW-UHFFFAOYSA-N CCC=COCCCC1(OC(C(OC1)(C)C)(C)C)C Chemical compound CCC=COCCCC1(OC(C(OC1)(C)C)(C)C)C YKQZVFNNBZXQLW-UHFFFAOYSA-N 0.000 claims 1
NGPHCCBDMPHGMX-UHFFFAOYSA-N N1C(=CC2=CC=CC=C12)N.C=CC Chemical compound N1C(=CC2=CC=CC=C12)N.C=CC NGPHCCBDMPHGMX-UHFFFAOYSA-N 0.000 claims 1
239000006096 absorbing agent Substances 0.000 claims 1
125000002993 cycloalkylene group Chemical group 0.000 claims 1
239000001307 helium Substances 0.000 claims 1
229910052734 helium Inorganic materials 0.000 claims 1
SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims 1
125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
125000001041 indolyl group Chemical group 0.000 claims 1
229920002521 macromolecule Polymers 0.000 claims 1
YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims 1
DCBBWYIVFRLKCD-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-2-methylprop-2-enamide Chemical compound CN(C)CCNC(=O)C(C)=C DCBBWYIVFRLKCD-UHFFFAOYSA-N 0.000 claims 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
UKPBXIFLSVLDPA-UHFFFAOYSA-N propylhydrazine Chemical compound CCCNN UKPBXIFLSVLDPA-UHFFFAOYSA-N 0.000 claims 1
YBCAZPLXEGKKFM-UHFFFAOYSA-K ruthenium(iii) chloride Chemical group [Cl-].[Cl-].[Cl-].[Ru+3] YBCAZPLXEGKKFM-UHFFFAOYSA-K 0.000 claims 1
125000001302 tertiary amino group Chemical group 0.000 claims 1
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 186
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 135
239000000243 solution Substances 0.000 description 102
239000011521 glass Substances 0.000 description 85
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 79
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 44
238000009472 formulation Methods 0.000 description 42
229910052757 nitrogen Inorganic materials 0.000 description 40
238000002390 rotary evaporation Methods 0.000 description 33
238000000034 method Methods 0.000 description 31
238000006116 polymerization reaction Methods 0.000 description 30
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical group CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 30
229920003023 plastic Polymers 0.000 description 29
239000004033 plastic Substances 0.000 description 29
238000002360 preparation method Methods 0.000 description 27
238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 25
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 24
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 23
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 23
239000008367 deionised water Substances 0.000 description 23
229910021641 deionized water Inorganic materials 0.000 description 23
239000011541 reaction mixture Substances 0.000 description 23
239000002904 solvent Substances 0.000 description 21
UZFMOKQJFYMBGY-UHFFFAOYSA-N 4-hydroxy-TEMPO Chemical compound CC1(C)CC(O)CC(C)(C)N1[O] UZFMOKQJFYMBGY-UHFFFAOYSA-N 0.000 description 19
DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 19
229960004592 isopropanol Drugs 0.000 description 18
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 17
239000012975 dibutyltin dilaurate Substances 0.000 description 17
RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical group CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 description 16
229920002098 polyfluorene Polymers 0.000 description 16
239000007787 solid Substances 0.000 description 16
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 15
OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 14
239000000049 pigment Substances 0.000 description 14
238000002156 mixing Methods 0.000 description 13
238000003756 stirring Methods 0.000 description 13
LMDZBCPBFSXMTL-UHFFFAOYSA-N 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide Chemical compound CCN=C=NCCCN(C)C LMDZBCPBFSXMTL-UHFFFAOYSA-N 0.000 description 12
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
238000002844 melting Methods 0.000 description 12
230000008018 melting Effects 0.000 description 12
239000011780 sodium chloride Substances 0.000 description 12
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 11
238000013019 agitation Methods 0.000 description 11
230000010220 ion permeability Effects 0.000 description 11
238000000113 differential scanning calorimetry Methods 0.000 description 10
238000005227 gel permeation chromatography Methods 0.000 description 10
238000000465 moulding Methods 0.000 description 10
230000008569 process Effects 0.000 description 10
230000002829 reductive effect Effects 0.000 description 10
239000007858 starting material Substances 0.000 description 10
238000004381 surface treatment Methods 0.000 description 10
DRSHXJFUUPIBHX-UHFFFAOYSA-N COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 Chemical compound COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 DRSHXJFUUPIBHX-UHFFFAOYSA-N 0.000 description 9
229920002675 Polyoxyl Polymers 0.000 description 9
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 9
238000001704 evaporation Methods 0.000 description 9
230000008020 evaporation Effects 0.000 description 9
238000010438 heat treatment Methods 0.000 description 9
239000012948 isocyanate Substances 0.000 description 9
150000002513 isocyanates Chemical class 0.000 description 9
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
238000000935 solvent evaporation Methods 0.000 description 9
239000004698 Polyethylene Substances 0.000 description 8
238000000576 coating method Methods 0.000 description 8
239000013078 crystal Substances 0.000 description 8
238000004519 manufacturing process Methods 0.000 description 8
239000003960 organic solvent Substances 0.000 description 8
229920000573 polyethylene Polymers 0.000 description 8
MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 7
150000001875 compounds Chemical class 0.000 description 7
239000005977 Ethylene Substances 0.000 description 6
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 6
239000011248 coating agent Substances 0.000 description 6
210000004087 cornea Anatomy 0.000 description 6
238000010168 coupling process Methods 0.000 description 6
238000005286 illumination Methods 0.000 description 6
239000000047 product Substances 0.000 description 6
150000003839 salts Chemical class 0.000 description 6
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 5
238000004458 analytical method Methods 0.000 description 5
239000007795 chemical reaction product Substances 0.000 description 5
239000003086 colorant Substances 0.000 description 5
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 5
238000000605 extraction Methods 0.000 description 5
238000011049 filling Methods 0.000 description 5
230000009477 glass transition Effects 0.000 description 5
125000004356 hydroxy functional group Chemical class O* 0.000 description 5
230000001678 irradiating effect Effects 0.000 description 5
125000005647 linker group Chemical group 0.000 description 5
150000002978 peroxides Chemical class 0.000 description 5
238000000746 purification Methods 0.000 description 5
230000003068 static effect Effects 0.000 description 5
238000000108 ultra-filtration Methods 0.000 description 5
238000009281 ultraviolet germicidal irradiation Methods 0.000 description 5
NGDNVOAEIVQRFH-UHFFFAOYSA-N 2-nonanol Chemical compound CCCCCCCC(C)O NGDNVOAEIVQRFH-UHFFFAOYSA-N 0.000 description 4
QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 4
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 4
239000002585 base Substances 0.000 description 4
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 4
125000004432 carbon atom Chemical group C* 0.000 description 4
150000001735 carboxylic acids Chemical class 0.000 description 4
XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 4
230000008878 coupling Effects 0.000 description 4
239000000975 dye Substances 0.000 description 4
NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 4
230000005855 radiation Effects 0.000 description 4
230000007704 transition Effects 0.000 description 4
239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 3
GJKGAPPUXSSCFI-UHFFFAOYSA-N 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone Chemical compound CC(C)(O)C(=O)C1=CC=C(OCCO)C=C1 GJKGAPPUXSSCFI-UHFFFAOYSA-N 0.000 description 3
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