JP2015503632A5 - - Google Patents
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- Publication number
- JP2015503632A5 JP2015503632A5 JP2014548883A JP2014548883A JP2015503632A5 JP 2015503632 A5 JP2015503632 A5 JP 2015503632A5 JP 2014548883 A JP2014548883 A JP 2014548883A JP 2014548883 A JP2014548883 A JP 2014548883A JP 2015503632 A5 JP2015503632 A5 JP 2015503632A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- group
- silicone hydrogel
- meth
- silicone
- 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.)
- Granted
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- 229920001296 polysiloxane Polymers 0.000 claims 41
- 239000000017 hydrogel Substances 0.000 claims 30
- 239000000178 monomer Substances 0.000 claims 27
- -1 styryl compound Chemical class 0.000 claims 24
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 16
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 10
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 10
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 9
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical class C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims 9
- 239000000203 mixture Substances 0.000 claims 7
- 239000011541 reaction mixture Substances 0.000 claims 7
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 5
- 125000000217 alkyl group Chemical group 0.000 claims 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 5
- 239000004205 dimethyl polysiloxane Substances 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001301 oxygen Substances 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims 5
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 4
- 101150065749 Churc1 gene Proteins 0.000 claims 4
- 239000004971 Cross linker Substances 0.000 claims 4
- 102100038239 Protein Churchill Human genes 0.000 claims 4
- 229920001223 polyethylene glycol Polymers 0.000 claims 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims 4
- AFXKUUDFKHVAGI-UHFFFAOYSA-N 1-methyl-3-methylidenepyrrolidin-2-one Chemical compound CN1CCC(=C)C1=O AFXKUUDFKHVAGI-UHFFFAOYSA-N 0.000 claims 3
- ZZDBHIVVDUTWJC-UHFFFAOYSA-N 1-methyl-5-methylidenepyrrolidin-2-one Chemical compound CN1C(=C)CCC1=O ZZDBHIVVDUTWJC-UHFFFAOYSA-N 0.000 claims 3
- BESKSSIEODQWBP-UHFFFAOYSA-N 3-tris(trimethylsilyloxy)silylpropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](C)(C)C BESKSSIEODQWBP-UHFFFAOYSA-N 0.000 claims 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims 3
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical group NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 3
- 125000001033 ether group Chemical group 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 230000035699 permeability Effects 0.000 claims 3
- ONMLAAZEQUPQSE-UHFFFAOYSA-N (3-hydroxy-2,2-dimethylpropyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)(C)CO ONMLAAZEQUPQSE-UHFFFAOYSA-N 0.000 claims 2
- 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 2
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 2
- 239000007983 Tris buffer Substances 0.000 claims 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 239000011737 fluorine Substances 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 1
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims 1
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 claims 1
- PBGPBHYPCGDFEZ-UHFFFAOYSA-N 1-ethenylpiperidin-2-one Chemical compound C=CN1CCCCC1=O PBGPBHYPCGDFEZ-UHFFFAOYSA-N 0.000 claims 1
- CXNYYQBHNJHBNH-UHFFFAOYSA-N 1-ethyl-5-methylidenepyrrolidin-2-one Chemical compound CCN1C(=C)CCC1=O CXNYYQBHNJHBNH-UHFFFAOYSA-N 0.000 claims 1
- IEVADDDOVGMCSI-UHFFFAOYSA-N 2-hydroxybutyl 2-methylprop-2-enoate Chemical compound CCC(O)COC(=O)C(C)=C IEVADDDOVGMCSI-UHFFFAOYSA-N 0.000 claims 1
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 claims 1
- UJTICEIMISHYHJ-UHFFFAOYSA-N 3-(2-carboxyethenylamino)propanoic acid Chemical compound OC(=O)CCNC=CC(O)=O UJTICEIMISHYHJ-UHFFFAOYSA-N 0.000 claims 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 claims 1
- ACOUENYDWAONBH-UHFFFAOYSA-N 3-methylidene-1-propan-2-ylpyrrolidin-2-one Chemical compound CC(C)N1CCC(=C)C1=O ACOUENYDWAONBH-UHFFFAOYSA-N 0.000 claims 1
- XVGZUJYMDCFKIZ-UHFFFAOYSA-N 3-methylidene-1-propylpyrrolidin-2-one Chemical compound CCCN1CCC(=C)C1=O XVGZUJYMDCFKIZ-UHFFFAOYSA-N 0.000 claims 1
- FEFAOCZERLVSIS-UHFFFAOYSA-N 3-methylidenepyrrolidin-2-one Chemical compound C=C1CCNC1=O FEFAOCZERLVSIS-UHFFFAOYSA-N 0.000 claims 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 claims 1
- XVUWMCJNMDQXKX-UHFFFAOYSA-N 5-ethyl-3-methylidenepyrrolidin-2-one Chemical compound CCC1CC(=C)C(=O)N1 XVUWMCJNMDQXKX-UHFFFAOYSA-N 0.000 claims 1
- YNQNQJPLBDEVRW-UHFFFAOYSA-N 5-methylidene-1-propan-2-ylpyrrolidin-2-one Chemical compound CC(C)N1C(=C)CCC1=O YNQNQJPLBDEVRW-UHFFFAOYSA-N 0.000 claims 1
- RRUNPGIXAGEPSW-UHFFFAOYSA-N 5-methylidene-1-propylpyrrolidin-2-one Chemical compound CCCN1C(=C)CCC1=O RRUNPGIXAGEPSW-UHFFFAOYSA-N 0.000 claims 1
- NSMPFGWDOGVQDR-UHFFFAOYSA-N N-carboxy-beta-alanine Chemical compound OC(=O)CCNC(O)=O NSMPFGWDOGVQDR-UHFFFAOYSA-N 0.000 claims 1
- 239000004698 Polyethylene Substances 0.000 claims 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims 1
- CGQCWMIAEPEHNQ-UHFFFAOYSA-N Vanillylmandelic acid Chemical compound COC1=CC(C(O)C(O)=O)=CC=C1O CGQCWMIAEPEHNQ-UHFFFAOYSA-N 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- VTSOWBXLABUSEY-UHFFFAOYSA-N dimethyl-propyl-[1,1,2,2-tetrakis(dimethylsilyloxy)butyl]silane Chemical compound C(CC)[Si](C(C(CC)(O[SiH](C)C)O[SiH](C)C)(O[SiH](C)C)O[SiH](C)C)(C)C VTSOWBXLABUSEY-UHFFFAOYSA-N 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- GORGQKRVQGXVEB-UHFFFAOYSA-N n-ethenyl-n-ethylacetamide Chemical compound CCN(C=C)C(C)=O GORGQKRVQGXVEB-UHFFFAOYSA-N 0.000 claims 1
- DFMIMUDDPBAKFS-UHFFFAOYSA-N n-ethenyl-n-ethylformamide Chemical compound CCN(C=C)C=O DFMIMUDDPBAKFS-UHFFFAOYSA-N 0.000 claims 1
- PNLUGRYDUHRLOF-UHFFFAOYSA-N n-ethenyl-n-methylacetamide Chemical compound C=CN(C)C(C)=O PNLUGRYDUHRLOF-UHFFFAOYSA-N 0.000 claims 1
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 claims 1
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 claims 1
- KYKIFKUTBWKKRE-UHFFFAOYSA-N n-ethenylpropan-2-amine Chemical compound CC(C)NC=C KYKIFKUTBWKKRE-UHFFFAOYSA-N 0.000 claims 1
- 229920006294 polydialkylsiloxane Polymers 0.000 claims 1
- 229920000573 polyethylene Polymers 0.000 claims 1
- 229910052710 silicon Inorganic materials 0.000 claims 1
- 239000010703 silicon Substances 0.000 claims 1
- 125000005504 styryl group Chemical group 0.000 claims 1
- XAASNKQYFKTYTR-UHFFFAOYSA-N tris(trimethylsilyloxy)silicon Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)O[Si](C)(C)C XAASNKQYFKTYTR-UHFFFAOYSA-N 0.000 claims 1
- 229920001567 vinyl ester resin Polymers 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 0 *C(CC1=*)N(*)C1=O Chemical compound *C(CC1=*)N(*)C1=O 0.000 description 2
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161579683P | 2011-12-23 | 2011-12-23 | |
| US201161579693P | 2011-12-23 | 2011-12-23 | |
| US61/579,683 | 2011-12-23 | ||
| US61/579,693 | 2011-12-23 | ||
| US13/720,277 | 2012-12-19 | ||
| US13/720,277 US8937111B2 (en) | 2011-12-23 | 2012-12-19 | Silicone hydrogels comprising desirable water content and oxygen permeability |
| PCT/US2012/070899 WO2013096600A1 (en) | 2011-12-23 | 2012-12-20 | Silicone hydrogels comprising desirable water content and oxygen permeability |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015503632A JP2015503632A (ja) | 2015-02-02 |
| JP2015503632A5 true JP2015503632A5 (OSRAM) | 2016-02-12 |
| JP6227552B2 JP6227552B2 (ja) | 2017-11-08 |
Family
ID=48669491
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014548883A Active JP6227552B2 (ja) | 2011-12-23 | 2012-12-20 | 望ましい含水量及び酸素透過性を含むシリコーンヒドロゲル |
Country Status (13)
| Country | Link |
|---|---|
| US (3) | US8937111B2 (OSRAM) |
| EP (3) | EP4011940A1 (OSRAM) |
| JP (1) | JP6227552B2 (OSRAM) |
| KR (1) | KR102056039B1 (OSRAM) |
| CN (1) | CN104114612B (OSRAM) |
| AR (1) | AR089469A1 (OSRAM) |
| AU (1) | AU2012358819B2 (OSRAM) |
| BR (1) | BR112014015366A2 (OSRAM) |
| CA (1) | CA2860221A1 (OSRAM) |
| RU (1) | RU2632202C2 (OSRAM) |
| SG (2) | SG11201403472XA (OSRAM) |
| TW (1) | TWI606094B (OSRAM) |
| WO (1) | WO2013096600A1 (OSRAM) |
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2012
- 2012-12-19 US US13/720,277 patent/US8937111B2/en active Active
- 2012-12-20 WO PCT/US2012/070899 patent/WO2013096600A1/en not_active Ceased
- 2012-12-20 RU RU2014130260A patent/RU2632202C2/ru active
- 2012-12-20 CN CN201280070501.6A patent/CN104114612B/zh active Active
- 2012-12-20 KR KR1020147020495A patent/KR102056039B1/ko active Active
- 2012-12-20 SG SG11201403472XA patent/SG11201403472XA/en unknown
- 2012-12-20 SG SG10201700248SA patent/SG10201700248SA/en unknown
- 2012-12-20 EP EP21210220.6A patent/EP4011940A1/en not_active Withdrawn
- 2012-12-20 EP EP12815933.2A patent/EP2794726B1/en not_active Revoked
- 2012-12-20 EP EP16195164.5A patent/EP3181614B9/en not_active Revoked
- 2012-12-20 CA CA2860221A patent/CA2860221A1/en not_active Abandoned
- 2012-12-20 AU AU2012358819A patent/AU2012358819B2/en not_active Ceased
- 2012-12-20 BR BR112014015366A patent/BR112014015366A2/pt not_active Application Discontinuation
- 2012-12-20 JP JP2014548883A patent/JP6227552B2/ja active Active
- 2012-12-22 TW TW101149233A patent/TWI606094B/zh active
- 2012-12-26 AR ARP120104987A patent/AR089469A1/es not_active Application Discontinuation
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2014
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2015
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