CA1137342A - Verre de contact souple teinte, et methode et appareil connexes de faconnage - Google Patents

Verre de contact souple teinte, et methode et appareil connexes de faconnage

Info

Publication number: CA1137342A
Authority: CA; Canada
Prior art keywords: lens; diazo; image; diazonium salt; azo
Prior art date: 1976-08-02
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.): Expired

Application number

CA000368068A

Other languages

English (en)

Inventor

Leroy G. Meshel

Vernon L. Gregory

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Individual

Original Assignee

Individual

Priority date (The priority date 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 date listed.)

1976-08-02

Filing date

1981-01-07

Publication date

1982-12-14

1977-08-02 Priority claimed from CA283,867A external-priority patent/CA1095755A/fr

1981-01-07 Application filed by Individual filed Critical Individual

1981-01-07 Priority to CA000368068A priority Critical patent/CA1137342A/fr

1982-05-11 Priority to CA000402761A priority patent/CA1147199A/fr

1982-12-14 Application granted granted Critical

1982-12-14 Publication of CA1137342A publication Critical patent/CA1137342A/fr

Status Expired legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 57
239000012954 diazonium Substances 0.000 claims abstract description 53
150000001989 diazonium salts Chemical class 0.000 claims abstract description 51
238000005859 coupling reaction Methods 0.000 claims abstract description 13
230000008878 coupling Effects 0.000 claims abstract description 12
238000010168 coupling process Methods 0.000 claims abstract description 12
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 6
239000003638 chemical reducing agent Substances 0.000 claims abstract description 6
239000003112 inhibitor Substances 0.000 claims abstract description 6
239000000243 solution Substances 0.000 claims description 38
239000007864 aqueous solution Substances 0.000 claims description 15
239000000975 dye Substances 0.000 claims description 15
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 12
239000012466 permeate Substances 0.000 claims description 10
238000003384 imaging method Methods 0.000 claims description 9
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 9
239000000987 azo dye Substances 0.000 claims description 7
238000002791 soaking Methods 0.000 claims description 6
239000000758 substrate Substances 0.000 claims description 6
239000003795 chemical substances by application Substances 0.000 claims description 5
JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 claims description 3
239000012633 leachable Substances 0.000 claims description 3
CDHZKUXAJKKENV-UHFFFAOYSA-N n-(2,5-dibutoxy-4-diazocyclohexa-1,5-dien-1-yl)benzamide Chemical compound C1=C(OCCCC)C(=[N+]=[N-])CC(OCCCC)=C1NC(=O)C1=CC=CC=C1 CDHZKUXAJKKENV-UHFFFAOYSA-N 0.000 claims description 3
QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 claims description 3
229960001553 phloroglucinol Drugs 0.000 claims description 3
229920002338 polyhydroxyethylmethacrylate Polymers 0.000 claims description 3
IPRCBIWIPMJXIK-UHFFFAOYSA-N (3-hydroxyphenyl)urea Chemical compound NC(=O)NC1=CC=CC(O)=C1 IPRCBIWIPMJXIK-UHFFFAOYSA-N 0.000 claims description 2
238000010521 absorption reaction Methods 0.000 claims description 2
150000003839 salts Chemical class 0.000 abstract description 8
229940124024 weight reducing agent Drugs 0.000 abstract 1
239000000499 gel Substances 0.000 description 30
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 9
238000004040 coloring Methods 0.000 description 7
235000002639 sodium chloride Nutrition 0.000 description 7
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
239000002585 base Substances 0.000 description 6
239000012153 distilled water Substances 0.000 description 6
108010010803 Gelatin Proteins 0.000 description 5
239000002253 acid Substances 0.000 description 5
239000010408 film Substances 0.000 description 5
239000008273 gelatin Substances 0.000 description 5
229920000159 gelatin Polymers 0.000 description 5
235000019322 gelatine Nutrition 0.000 description 5
235000011852 gelatine desserts Nutrition 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
239000003086 colorant Substances 0.000 description 4
238000007654 immersion Methods 0.000 description 4
239000000049 pigment Substances 0.000 description 4
239000007787 solid Substances 0.000 description 4
-1 aromatic diazo compounds Chemical class 0.000 description 3
239000003637 basic solution Substances 0.000 description 3
238000009835 boiling Methods 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
238000000151 deposition Methods 0.000 description 3
239000007788 liquid Substances 0.000 description 3
229910000029 sodium carbonate Inorganic materials 0.000 description 3
235000017550 sodium carbonate Nutrition 0.000 description 3
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
229920002799 BoPET Polymers 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
239000005041 Mylar™ Substances 0.000 description 2
241000238370 Sepia Species 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
239000002537 cosmetic Substances 0.000 description 2
239000013078 crystal Substances 0.000 description 2
230000008021 deposition Effects 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 2
239000004744 fabric Substances 0.000 description 2
239000007789 gas Substances 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
239000000463 material Substances 0.000 description 2
239000011159 matrix material Substances 0.000 description 2
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
238000002156 mixing Methods 0.000 description 2
239000002985 plastic film Substances 0.000 description 2
229920006255 plastic film Polymers 0.000 description 2
IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
239000002243 precursor Substances 0.000 description 2
238000005406 washing Methods 0.000 description 2
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
IUNJCFABHJZSKB-UHFFFAOYSA-N 2,4-dihydroxybenzaldehyde Chemical group OC1=CC=C(C=O)C(O)=C1 IUNJCFABHJZSKB-UHFFFAOYSA-N 0.000 description 1
201000009487 Amblyopia Diseases 0.000 description 1
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
102100026735 Coagulation factor VIII Human genes 0.000 description 1
101000911390 Homo sapiens Coagulation factor VIII Proteins 0.000 description 1
WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
BLXXJMDCKKHMKV-UHFFFAOYSA-N Nabumetone Chemical compound C1=C(CCC(C)=O)C=CC2=CC(OC)=CC=C21 BLXXJMDCKKHMKV-UHFFFAOYSA-N 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
235000011114 ammonium hydroxide Nutrition 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
229910021538 borax Inorganic materials 0.000 description 1
OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Inorganic materials [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 1
ZOMBKNNSYQHRCA-UHFFFAOYSA-J calcium sulfate hemihydrate Chemical compound O.[Ca+2].[Ca+2].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O ZOMBKNNSYQHRCA-UHFFFAOYSA-J 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
229910000365 copper sulfate Inorganic materials 0.000 description 1
ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
238000005520 cutting process Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
230000001627 detrimental effect Effects 0.000 description 1
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000012530 fluid Substances 0.000 description 1
235000013305 food Nutrition 0.000 description 1
230000004313 glare Effects 0.000 description 1
239000011521 glass Substances 0.000 description 1
159000000011 group IA salts Chemical class 0.000 description 1
239000011507 gypsum plaster Substances 0.000 description 1
239000000203 mixture Substances 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
125000002444 phloroglucinyl group Chemical group [H]OC1=C([H])C(O[H])=C(*)C(O[H])=C1[H] 0.000 description 1
239000011505 plaster Substances 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920006267 polyester film Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229940094035 potassium bromide Drugs 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000003825 pressing Methods 0.000 description 1
230000005855 radiation Effects 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000012858 resilient material Substances 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
210000001525 retina Anatomy 0.000 description 1
229910052709 silver Inorganic materials 0.000 description 1
239000004332 silver Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000010339 sodium tetraborate Nutrition 0.000 description 1
GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 description 1
238000007711 solidification Methods 0.000 description 1
230000008023 solidification Effects 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008107 starch Substances 0.000 description 1
238000003860 storage Methods 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
239000010409 thin film Substances 0.000 description 1
BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1

Landscapes

Eyeglasses (AREA)

CA000368068A 1976-08-02 1981-01-07 Verre de contact souple teinte, et methode et appareil connexes de faconnage Expired CA1137342A (fr)

Priority Applications (2)

Application Number	Priority Date	Filing Date	Title
CA000368068A CA1137342A (fr)	1976-08-02	1981-01-07	Verre de contact souple teinte, et methode et appareil connexes de faconnage
CA000402761A CA1147199A (fr)	1976-08-02	1982-05-11	Methode pour obtenir une image coloree dans une lentille corneenne souple a l'aide d'un sel de diazonium

Applications Claiming Priority (6)

Application Number	Priority Date	Filing Date	Title
US71057476A	1976-08-02	1976-08-02
US710,574		1976-08-02
US79032277A	1977-04-25	1977-04-25
US790,322		1977-04-25
CA283,867A CA1095755A (fr)	1976-08-02	1977-08-02	Lentille corneennes souples et colorees, methode et appareil pour les fabriquer
CA000368068A CA1137342A (fr)	1976-08-02	1981-01-07	Verre de contact souple teinte, et methode et appareil connexes de faconnage

Publications (1)

Publication Number	Publication Date
CA1137342A true CA1137342A (fr)	1982-12-14

Family

ID=27426007

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000368068A Expired CA1137342A (fr)	1976-08-02	1981-01-07	Verre de contact souple teinte, et methode et appareil connexes de faconnage

Country Status (1)

Country	Link
CA (1)	CA1137342A (fr)

1981
- 1981-01-07 CA CA000368068A patent/CA1137342A/fr not_active Expired

Legal Events

Date	Code	Title	Description
1999-12-14	MKEX	Expiry

Publication	Publication Date	Title
CA1095755A (fr)	1981-02-17	Lentille corneennes souples et colorees, methode et appareil pour les fabriquer
EP0272101B1 (fr)	1991-02-20	Objets colorés sous forme d'hydrogel et leur préparation
CA1099561A (fr)	1981-04-21	Methode de marquage de lentilles intra-oculaires
EP0484044B1 (fr)	1995-08-30	Lentille de contact
US4704017A (en)	1987-11-03	Process for manufacturing colored contact lenses
US4720188A (en)	1988-01-19	Process for manufacturing colored contact lenses and lenses made by the process
JPH0117127B2 (fr)	1989-03-29
EP1247135A1 (fr)	2002-10-09	Lentilles de contact comprenant un colorant orange
EP0158999B1 (fr)	1990-01-17	Lentille de contact pour changer la couleur des yeux
US2491386A (en)	1949-12-13	Photographic method of imprinting a design on globes
EP0031633B1 (fr)	1984-01-25	Procédé de marquage d'une lentille en matière plastique
CA1137342A (fr)	1982-12-14	Verre de contact souple teinte, et methode et appareil connexes de faconnage
CA1147199A (fr)	1983-05-31	Methode pour obtenir une image coloree dans une lentille corneenne souple a l'aide d'un sel de diazonium
US4302235A (en)	1981-11-24	Producing a multi-color image in polychromatic glass
JP3208782B2 (ja)	2001-09-17	ソフトコンタクトレンズのマーキング方法及びソフトコンタクトレンズ
JPH0160804B2 (fr)	1989-12-26
JP3646997B2 (ja)	2005-05-11	着色コンタクトレンズ及びその製造法
CA2031683A1 (fr)	1991-06-07	Oeil artificiel, coque sclerale, verre de contact ou systeme apparente
JP2567257B2 (ja)	1996-12-25	カラーフィルター
JPS6410045B2 (fr)	1989-02-21
JPS55115003A (en)	1980-09-04	Production of color filter
JP2652071B2 (ja)	1997-09-10	カラーフィルター
JPH0358002A (ja)	1991-03-13	カラーフィルター
GB2219212A (en)	1989-12-06	Artificial iris and/or sclera
JPH0224098Y2 (fr)	1990-07-02