GB1584883A - Creation of Inventions and Patents with Artificial Intelligence

GB1584883A – Method of forming an ocular membrane
– Google Patents

GB1584883A – Method of forming an ocular membrane
– Google Patents
Method of forming an ocular membrane

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Publication number
GB1584883A

GB1584883A
GB48503/78A
GB4850378A
GB1584883A
GB 1584883 A
GB1584883 A
GB 1584883A
GB 48503/78 A
GB48503/78 A
GB 48503/78A
GB 4850378 A
GB4850378 A
GB 4850378A
GB 1584883 A
GB1584883 A
GB 1584883A
Authority
GB
United Kingdom
Prior art keywords
mould
membrane
members
mold
ocular membrane
Prior art date
1976-04-15
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
GB48503/78A
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.)
1976-04-15
Filing date
1977-04-15
Publication date
1981-02-18

1977-04-15
Application filed by Individual
filed
Critical
Individual

1981-02-18
Publication of GB1584883A
publication
Critical
patent/GB1584883A/en

Status
Expired
legal-status
Critical
Current

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Classifications

C—CHEMISTRY; METALLURGY

C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON

C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients

C08K5/00—Use of organic ingredients

C08K5/04—Oxygen-containing compounds

C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof

C08K5/092—Polycarboxylic acids

B—PERFORMING OPERATIONS; TRANSPORTING

B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL

B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING

B29C33/00—Moulds or cores; Details thereof or accessories therefor

B29C33/44—Moulds or cores; Details thereof or accessories therefor with means for, or specially constructed to facilitate, the removal of articles, e.g. of undercut articles

B29C33/52—Moulds or cores; Details thereof or accessories therefor with means for, or specially constructed to facilitate, the removal of articles, e.g. of undercut articles soluble or fusible

B—PERFORMING OPERATIONS; TRANSPORTING

B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL

B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE

B29D11/00—Producing optical elements, e.g. lenses or prisms

B29D11/00009—Production of simple or compound lenses

B29D11/00038—Production of contact lenses

B29D11/00067—Hydrating contact lenses

C—CHEMISTRY; METALLURGY

C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON

C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS

C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G

C08F283/12—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes

C—CHEMISTRY; METALLURGY

C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON

C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule

C08G77/04—Polysiloxanes

C08G77/38—Polysiloxanes modified by chemical after-treatment

C—CHEMISTRY; METALLURGY

C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON

C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients

C08K5/00—Use of organic ingredients

C08K5/04—Oxygen-containing compounds

C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof

C—CHEMISTRY; METALLURGY

C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON

C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients

C08K5/00—Use of organic ingredients

C08K5/04—Oxygen-containing compounds

C08K5/10—Esters; Ether-esters

C—CHEMISTRY; METALLURGY

C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON

C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients

C08K5/00—Use of organic ingredients

C08K5/04—Oxygen-containing compounds

C08K5/10—Esters; Ether-esters

C08K5/101—Esters; Ether-esters of monocarboxylic acids

C08K5/103—Esters; Ether-esters of monocarboxylic acids with polyalcohols

B—PERFORMING OPERATIONS; TRANSPORTING

B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL

B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS

B29K2995/00—Properties of moulding materials, reinforcements, fillers, preformed parts or moulds

B29K2995/0037—Other properties

B29K2995/0065—Permeability to gases

B—PERFORMING OPERATIONS; TRANSPORTING

B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL

B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS

B29K2995/00—Properties of moulding materials, reinforcements, fillers, preformed parts or moulds

B29K2995/0037—Other properties

B29K2995/0093—Other properties hydrophobic

Description

( 21) Application No 48503/78
( 22) Filed 15 April 1977 ( 19) ( 62) Divided Out of No 1 584 881 ( 31) Convention Application No 677 246 ( 32) Filed 15 April 1976 in 4 ‘ ( 33) United States of America (US) ( 44) Complete Specification published 18 Feb 1981 ( 51) INT CL 3 B 29 D 11/00 GO 2 C 7/04 ( 52) Index atacceptance G 2 J 56 C B 5 A IR 314 C 4 1 R 442 20 T 3 2 A 1 2 E 12 B F 35 ( 54) METHOD OF FORMING AN OCULAR MEMBRANE ( 71) I, WILLIAM SETH COVINGTON, a citizen of the United States of America, of Litchfield County, West Cornwall, Connecticut 06796, United States of America, do hereby declare the invention, for which I pray that a patent may be granted to me, and the method by which it is to be performed, to be particularly described in and
by the following statement: –
This invention relates to a method of forming an ocular membrane.
The present invention provides a method forming an ocular membrane from a polymerizable material suitable for use as a contact lens, comprising the steps of:
-forming a mould chamber from ophthalmically contoured concave and convex mould members; -introducing the polymerizable material into the mould chamber; -subjecting the thus-introduced polymerizable material to polymerization conditions to form a polymeric ocular membrane from the said material possessing the contours of the mould chamber; and -freeing the formed ocular membrane from the mould chamber by exposing the mould members to an environment destructive of the mould members but not damaging to the thus-formed ocular membrane.
The method according to the invention for producing ultrathin ocular membranes is easily adaptable to mass production methods, and may substantially reduce the cost of such membranes in relation to presently available contact lenses.
The polymerizable material utilized in the method according to the invention may be a composition as described and claimed in my co-pending application no 48502/78 (Serial No 1,584,882), i e it may be a composition which includes or consists of a copolymer of a polysiloxane and a compound selected from (a) esters of glycidyl alcohol with acrylic acid or methacrylic acid and (b) maleic anhydride, the maleic anhydride adduct of methylcyclopentadiene, or hexahydrophthalic anhydride, the amount of such compound in the composition being effective to impart wettability to the surface of articles formed from the composition (i e the surface of ocular membranes or contact lenses formed from the composition wet sufficiently so as to maintain uninterrupted refractive functioning) but less than that which would destroy the hydrophobic properties of the composition (i e the composition is nonwater swellable).
Because of the complete interfacing of the cured membrane and the mold surfaces, freeing of the cured membrane from the mold surfaces without damage to the cured membrane is best accomplished by destruction of the mold surfaces in one of the following methods.
The ocular membrane can be prepared by introducing an uncured composition into an ophthalmically contoured mold chamber formed from concave and convex mold members, which mold members are formed from a material which is highly soluble in a given solvent, which composition is a nonsolvent for the cured membrane composition.
In another approach, the mold members may be formed of a material which melts at a temperature which is non-injurious to the cured membrane composition.
Alternatively, the mold members may be made from a material which may be destroyed by acid, base or reagents which are non-injurious to the cured membrane composition.
Attention is also drawn to my copending application no 48729/78 (Serial No.
1,584,884).
The invention will be further described, by way of example only, with reference to the accompanying drawings, in which:
Figure 1 shows a cured ocular membrane in relation to the mold surfaces used in its formation; Figure 2 is an enlarged view of a portion of the mold shown in Figure 1; and Figures 3-6 depict sequential steps in the method of the present invention.
An ocular membrane is prepared by the C Yo 1 00 t 00.
PATENT SPECIFICATION ( 11)
1584883 1,584,883 method of the present invention by first forming a lens mold cavity composed of two mold members, a concave member and a convex member The convex member is a replica of the ocular surface with a small pupillary segment conforming in its geometry to the topography of the human cornea Of course, the pupillary segment in the concave member of the mold would conform to the specifications of the opthalmic prescription.
The mold members are made from plastics materials which are soluble in solvents in which the lens copolymer is not soluble.
Examples of suitable materials which can be used as the mold members include, but are not limited to, polymethylmethacrylate, ethyl cellulose, cellulose acetate, polystyrene, vinyl acetate, epoxy, methyl cellulose acetate, acrylonitrile butadiene styrene copolymer and carnauba wax.
A die for forming the mold members is first made It can be made from a calcium sulphate impression which, utilizing conventional methods, is formed by making an impression of the human eye or, alternatively, an impression of a life-size model of the human eye The die is generally made of a metal, e g steel, chrome, or nickel.
An impression may be made of the entire sclera and cornea; a part of the sclera and all of the cornea; or alternatively, only of the cornea itself, in whole or in part.
Whichever impression is made, it is, of course, ultimately transferred to the final ocular membrane Thus, depending upon the particular prescription, the ocular membrane made according to the method of the present invention will cover either the entire sclera and all of the cornea, or only part of the sclera and all of the cornea, or only cover the cornea, in whole or in part The convex mold possesses a configuration identical to the concave mold with the exception of a central pupillary area which possesses geometry and dimensions as dictated by the specific refractive ophthalmic prescription being used In addition, the concave mold is so shaped so as to permit it and the convex mold to meet uniformly over the entire perimeter of the two molds when brought together.
The thermoplastics molds are made by conventional casting, injection-molding, or compression molding methods utilizing metallic master dies, as previously mentioned.
They may be formed from calcium sulphate impressions of the eye or, alternatively, machined to duplicate standardized models of the human eye topography over the entire range thereof This procedure permits perfect duplication of either unique models or standard models of ocular topography through the use of various plastics materials.
The relationship of the molds and membrane is shown in Figure 1, and the method by which the molds are used to form the membrane is shown in Figures 3 to 6.
In Figure 1, the mold assembly generally indicated at 52 has a convex mold 54 posi 70 tioned above a concave mold 56 The concave mold 56 has a central pupillary portion 64 and has a raised circumferential annular surface 57 of radius R, as shown in Figure 2, which forms an edge on the membrane 75 generally indicated at 59 by intersecting with the radius of curvature R, of the convex mold surface 54 because the circumferential annular surface 57 has a steeper radius of curvature than does the radius of curvature 80 of the convex mold surface.
The membrane 59 is shown positioned between the upper convex mold 54 and the lower concave mold 56 The alignment of the upper convex mold 54 with the concave 85 mold 56 is determined by means of the circumferential annular surface 57 or R, on the lower mold which coacts with the radius of curvature R, on the convex surface of the upper mold The difference in the radii 90 of curvature between the circumferential annular surface R, and the radius of curvature R, of the convex mold surface 54 produces the peripheral edge of the membrane 59 The pupillary section of the lens 60 will 95 be accurately positioned with relation to the peripheral edges of the membrane as long as the upper and lower mold sections are in parallel and perpendicular alignment This is accomplished in a manner well known in 100 the art in which the lower mold member is allowed to slide freely on a horizontal plane so that it will automatically position itself when the upper mold member engages it.
As shown in Figure 3, the first step in the 105 formation of the ocular membrane is to properly position the convex and concave molds 54 and 56 respectively in vertical and horizontal alignment Then, a copolymer liquid 68, for example a composition as previously 110 described, is poured from a pouring spout 66 to fill the concave mold to a level sufficient to take up the entire volume that will form the membrane The upper mold 54 is then lowered onto the lower mold to engage 115 the lower mold and thereby to form a substantially closed mold chamber and, in the process, will expel any excess copolymer liquid which has been deposited in the lower mold 120 The mold halves are then left in their engaged position for a period of time sufficient for cross linking to take place Once this has occurred, because of the relative thinness of the ocular membrane and its 125 intimate contact with the mold surfaces, it would be difficult if not impossible to separate the mold surfaces and remove the ocular membrane without in some way impairing the optical finish of the finished membrane 130 1,584,883 Therefore, to avoid this step of removing the membrane from the mold surfaces, the present invention reverses the process and removes the mold from the membrane by a destruction process in which the material from which the mold is fabricated is placed in contact with another material which is incompatible with the survival of the mold material but which will have no permanent effect on the material forming the ocular membrane This process is shown in Figures and 6, where the mold assembly, generally indicated at 52 is positioned in a vessel 72 filled with, for example, one of the solvents in which the mold material would dissolve but which would not in any way absorb or attack the material from which the ocular membrane is produced After a sufficient period of time, the mold will be reduced to debris 74 shown in Figure 6 and the membrane 57 will itself float freely in the liquid.
After the membrane has floated free, it can then be removed, washed and dried and further postcuring can be accomplished if desired Washing is generally done in a sodium chloride solution (three percent is preferred).
It should be noted that the membrane, once released from the mold, is in the finished state and that no further forming process is necessary in order to produce any optical properties of the membrane or any edge, shape or configuration on the lens.
In accordance with one embodiment of the present invention, the removal of the cured ocular membrane from the mold members is accomplished by inserting or submerging the entire assembly into a solvent for the mold members As noted hereinabove, this solvent should be a non-solvent for the cured contact lens or ocular membrane composition but should be a good solvent for the mold material.
The following table sets forth a number of suitable plastics materials which can be used to make the mold and solvents which can be used in conjunction with them.
Mold Material polymethyl methacrylate ethyl cellulose cellulose acetate polystyrene vinyl acetate epoxy methyl cellulose acetate acrvlonitrile butadiene styrene carnauba wax Solvent acetone ethyl alcohol methyl ethyl ketone toluene methyl alcohol isophorone water methyl ethyl ketone benzene.

Claims (1)

WHAT I CLAIM IS: –
1 A method of forming an ocular membrane from a polymerizable material suitable for use as a contact lens, comprising the steps of:
forming a mould chamber from ophthalmically contoured concave and convex mould members; 70 introducing the polymerizable material into the mould chamber; subjecting the thus-introduced polymerizable material to polymerization conditions to form a polymeric ocular 75 membrane from the said material possessing the contours of the mould chamber; and freeing the formed ocular membrane from the mould chamber by exposing 80 the mould members to an environment destructive of the mould members but not damaging to the thus-formed ocular membrane.
2 A method as claimed in Claim 1, 85 wherein the introducing of the polymerizable material into the mould chamber includes the step of pouring the polymerizable material into the mould chamber.
3 A method as claimed in Claim 1 or 2, 90 wherein the freeing of the formed ocular membrane from the mould chamber includes the step of dissolving the mould members away from the ocular membrane with a solvent in which the mould members are solu 95 able but in which the polymeric material is insoluble.
4 A method as claimed in Claim 3, wherein the mould members are dissolved by immersing them in the solvent 100 A method as claimed in Claim 3 or 4, wherein the mould members are made of a material selected from polymethylmethacrylate, ethyl cellulose, cellulose actetate, polystyrene, vinyl acetate, epoxy resin, and 105 carnauba wax.
6 A method as claimed in any of Claims 3 to 5, wherein the solvent for the mould members is selected from acetone, ethyl alcohol, methylethyl ketone, toluene, methyl 110 alcohol, isophorone, water and benzene.
7 A method as claimed in Claim 1 or 2, wherein the step of freeing the thus-formed ocular membrane from the mould chamber includes the step of exposing the mould 115 members to a substance which will chemically attack the mould members without reacting with the thus-formed ocular membrane.
8 A method as claimed in Claim 1 or 2, 120 wherein the step of freeing the thus-formed ocular membrane from the mould chamber includes the step of exposing the mould members to heat sufficient to melt the material forming the mould members but 125 insufficient to damage the thus-formed ocular membrane.
9 A method as claimed in any of Claims 1 to 8, wherein the polymerizable material introduced into the mould chamber is a 130 1,584,883 composition which includes or consists of a copolymer of a polysiloxane and a compound selected from (a) esters of glycidyl alcohol with acrylic acid or methacrylic acid and (b) maleic anhydride, the maleic anhydride adduct of methylcyclopentadiene, or hexahydrophthalic anhydride, the amount of such compound in the said composition being effective to impart wettability (as herein defined) to the surface of articles formed from the composition but less than that which would eliminate the hydrophobic properties (as herein defined) of the composition.
A method according to Claim 1 of 15 forming an ocular membrane, substantially as herein described with reference to the accompanying drawings.
MARKS & CLERK, Chartered Patent Agents, 57-60 Lincolns Inn Fields, London WC 2 A 3 LS.
Agents for the Applicant.
Printed for Her Majesty’s Stationery Office by Burgess & Son (Abingdon), Ltd -1981.
Published at The Patent Office, 25 Southampton Buildings, London, WC 2 A l AY, from which copies may be obtained.

GB48503/78A
1976-04-15
1977-04-15
Method of forming an ocular membrane

Expired

GB1584883A
(en)

Applications Claiming Priority (1)

Application Number
Priority Date
Filing Date
Title

US05/677,246

US4169119A
(en)

1976-04-15
1976-04-15
Method of molding an ocular membrane

Publications (1)

Publication Number
Publication Date

GB1584883A
true

GB1584883A
(en)

1981-02-18

Family
ID=24717926
Family Applications (4)

Application Number
Title
Priority Date
Filing Date

GB48729/78A
Expired

GB1584884A
(en)

1976-04-15
1977-04-15
Method of forming an ocular membrane

GB15725/77A
Expired

GB1584881A
(en)

1976-04-15
1977-04-15
Ocular membrane and method for the preparation thereof

GB48502/78A
Expired

GB1584882A
(en)

1976-04-15
1977-04-15
Composition for forming an ocular membrane

GB48503/78A
Expired

GB1584883A
(en)

1976-04-15
1977-04-15
Method of forming an ocular membrane

Family Applications Before (3)

Application Number
Title
Priority Date
Filing Date

GB48729/78A
Expired

GB1584884A
(en)

1976-04-15
1977-04-15
Method of forming an ocular membrane

GB15725/77A
Expired

GB1584881A
(en)

1976-04-15
1977-04-15
Ocular membrane and method for the preparation thereof

GB48502/78A
Expired

GB1584882A
(en)

1976-04-15
1977-04-15
Composition for forming an ocular membrane

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Country
Link

US
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CA
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CH
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DE
(1)

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FR
(2)

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GB
(4)

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IL
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IT
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NL
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NZ
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SE
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ZA
(1)

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1978-04-03
Bausch & Lomb
Separated interpenetrating hydrophilic and hydrophobic polymeric network: contact lens

FR2365606A2
(en)

1976-09-27
1978-04-21
Bausch & Lomb
Solid object, partic. contact lens – prepd. from polymer with simultaneous inter-penetration networks formed from crosslinked hydrophilic and hydrophobic polymers

1976

1976-04-15
US
US05/677,246
patent/US4169119A/en
not_active
Expired – Lifetime

1977

1977-03-18
IL
IL51697A
patent/IL51697A/en
unknown

1977-03-24
NZ
NZ183696A
patent/NZ183696A/en
unknown

1977-03-24
NZ
NZ189240A
patent/NZ189240A/en
unknown

1977-03-25
ZA
ZA00771812A
patent/ZA771812B/en
unknown

1977-03-26
DE
DE2713444A
patent/DE2713444C2/en
not_active
Expired

1977-04-04
CA
CA275,488A
patent/CA1097958A/en
not_active
Expired

1977-04-06
SE
SE7704080A
patent/SE7704080L/en
unknown

1977-04-06
IT
IT48852/77A
patent/IT1086695B/en
active

1977-04-08
FR
FR7710744A
patent/FR2348249A1/en
active
Granted

1977-04-12
CH
CH448077A
patent/CH621002A5/fr
not_active
IP Right Cessation

1977-04-12
JP
JP52041027A
patent/JPS5942850B2/en
not_active
Expired

1977-04-13
AU
AU24218/77A
patent/AU2421877A/en
not_active
Expired

1977-04-15
GB
GB48729/78A
patent/GB1584884A/en
not_active
Expired

1977-04-15
BE
BE176768A
patent/BE853658A/en
not_active
IP Right Cessation

1977-04-15
GB
GB15725/77A
patent/GB1584881A/en
not_active
Expired

1977-04-15
GB
GB48502/78A
patent/GB1584882A/en
not_active
Expired

1977-04-15
GB
GB48503/78A
patent/GB1584883A/en
not_active
Expired

1977-04-15
NL
NL7704136A
patent/NL7704136A/en
not_active
Application Discontinuation

1977-11-23
FR
FR7735165A
patent/FR2375615A1/en
not_active
Withdrawn

1982

1982-02-05
JP
JP57017387A
patent/JPS606971B2/en
not_active
Expired

Also Published As

Publication number
Publication date

JPS606971B2
(en)

1985-02-21

DE2713444C2
(en)

1986-05-07

DE2713444A1
(en)

1977-11-03

FR2348249A1
(en)

1977-11-10

AU2421877A
(en)

1978-10-19

GB1584884A
(en)

1981-02-18

GB1584881A
(en)

1981-02-18

GB1584882A
(en)

1981-02-18

NZ183696A
(en)

1980-05-08

FR2375615A1
(en)

1978-07-21

US4169119A
(en)

1979-09-25

NL7704136A
(en)

1977-10-18

JPS5942850B2
(en)

1984-10-18

CA1097958A
(en)

1981-03-24

NZ189240A
(en)

1980-05-08

IT1086695B
(en)

1985-05-28

IL51697A
(en)

1980-12-31

FR2348249B1
(en)

1980-09-19

CH621002A5
(en)

1980-12-31

JPS52145458A
(en)

1977-12-03

SE7704080L
(en)

1977-10-16

JPS57164153A
(en)

1982-10-08

BE853658A
(en)

1977-08-01

ZA771812B
(en)

1978-04-26

Contact information