WO2004039554A2 - Lithographic method for forming mold inserts and molds - Google Patents

Lithographic method for forming mold inserts and molds Download PDF

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Publication number
WO2004039554A2
WO2004039554A2 PCT/US2003/031450 US0331450W WO2004039554A2 WO 2004039554 A2 WO2004039554 A2 WO 2004039554A2 US 0331450 W US0331450 W US 0331450W WO 2004039554 A2 WO2004039554 A2 WO 2004039554A2
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WO
WIPO (PCT)
Prior art keywords
radiation
substrate
deposit
curable material
lens
Prior art date
Application number
PCT/US2003/031450
Other languages
English (en)
French (fr)
Other versions
WO2004039554A3 (en
Inventor
John Harchanko
Rodney Clark
Takahisa Minamitani
Gregory J. Hofmann
Thomas R. Rooney
Original Assignee
Johnson & Johnson Vision Care, Inc.
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.)
Filing date
Publication date
Application filed by Johnson & Johnson Vision Care, Inc. filed Critical Johnson & Johnson Vision Care, Inc.
Priority to AU2003282671A priority Critical patent/AU2003282671B8/en
Priority to JP2004548351A priority patent/JP4652055B2/ja
Priority to BR0315685-0A priority patent/BR0315685A/pt
Priority to EP03774557A priority patent/EP1556739A2/de
Priority to CA002502239A priority patent/CA2502239A1/en
Publication of WO2004039554A2 publication Critical patent/WO2004039554A2/en
Publication of WO2004039554A3 publication Critical patent/WO2004039554A3/en

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Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/70Microphotolithographic exposure; Apparatus therefor
    • G03F7/70216Mask projection systems
    • G03F7/70283Mask effects on the imaging process
    • G03F7/70291Addressable masks, e.g. spatial light modulators [SLMs], digital micro-mirror devices [DMDs] or liquid crystal display [LCD] patterning devices
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C33/00Moulds or cores; Details thereof or accessories therefor
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C33/00Moulds or cores; Details thereof or accessories therefor
    • B29C33/38Moulds or cores; Details thereof or accessories therefor characterised by the material or the manufacturing process
    • B29C33/3842Manufacturing moulds, e.g. shaping the mould surface by machining
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C64/00Additive manufacturing, i.e. manufacturing of three-dimensional [3D] objects by additive deposition, additive agglomeration or additive layering, e.g. by 3D printing, stereolithography or selective laser sintering
    • B29C64/10Processes of additive manufacturing
    • B29C64/106Processes of additive manufacturing using only liquids or viscous materials, e.g. depositing a continuous bead of viscous material
    • B29C64/124Processes of additive manufacturing using only liquids or viscous materials, e.g. depositing a continuous bead of viscous material using layers of liquid which are selectively solidified
    • B29C64/129Processes of additive manufacturing using only liquids or viscous materials, e.g. depositing a continuous bead of viscous material using layers of liquid which are selectively solidified characterised by the energy source therefor, e.g. by global irradiation combined with a mask
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29DPRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00Producing optical elements, e.g. lenses or prisms
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29DPRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00Producing optical elements, e.g. lenses or prisms
    • B29D11/00009Production of simple or compound lenses
    • B29D11/00432Auxiliary operations, e.g. machines for filling the moulds
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/70Microphotolithographic exposure; Apparatus therefor
    • G03F7/70216Mask projection systems
    • G03F7/703Non-planar pattern areas or non-planar masks, e.g. curved masks or substrates

Definitions

  • the present invention relates to a method and apparatus for the manufacture of articles including, without limitation, ophthalmic lenses.
  • the invention provides a method and device in which lithography is used to form mold inserts and molds useful in the manufacture of articles.
  • ophthalmic lenses including spectacle lenses, contact lenses, intraocular lenses, and the like for the correction of ametropia
  • Production of the lenses using casting or molding requires the use of molds that impart the desired corrective characteristics onto the lens surfaces. Additionally, the manufacturing process may require the production of mold inserts as well. For example, in the manufacture of contact lenses metal inserts are fabricated and then used in the production of lens molds.
  • molds and molds inserts are required corresponding to each sphere, add, and cylinder power, and combinations thereof desired for the lens.
  • Production and maintenance costs for the mold and mold insert inventory are high.
  • known processes for producing and using molds and mold inserts are not efficient and cost-effective methods for producing lenses customized to a particular wearer, such as a contact lens customized to a particular wearer's corneal topography.
  • Figure 1 illustrates the use of an illumination device and gray-scale mask to develop a photoresist or coating on a substrate blank.
  • Figure 2A illustrates a flat-top blank.
  • Figure 2B illustrates a flat-top blank onto which a photoresist or coating is deposited.
  • Figure 3A illustrates a curved blank.
  • Figure 3B illustrates a curved blank onto which a photoresist or coating is deposited.
  • Figure 4A illustrates a curved blank with a developed photoresist or coating on its curved surface.
  • Figure 4B illustrates the device of Figure 4A with a desired curved surface remaining after the undeveloped photoresist or coating is removed.
  • Figure 5A illustrates a curved blank with a developed photoresist or coating on its curved surface and from which the undeveloped photoresist or coating is removed.
  • Figure 5B illustrates the device of Figure 5 A for which the developed photoresist or coating is etched to create a desired surface in the blank or substrate, with an optional coating.
  • the present invention provides a lithographic method for manufacturing molds, and mold inserts, for use in producing articles including, without limitation, ophthalmic lenses. In the manufacture of lenses, the invention permits the production of a full prescriptive range of lenses while reducing the number of molds and mold inserts required. Further, the methods of the invention may be used in a method for the delivery of customized lenses.
  • the present invention is applicable to the molding and formation of various articles including, without limitation, lenses of various sizes.
  • the examples herein may refer to ophthalmic lenses.
  • the invention provides a curved surface for use in molding applications comprising, consisting essentially of, and consisting of a substrate, wherein said substrate is substantially transparent to a radiation source, said substrate having a coating with a curved surface, where the curved surface is used as the mold surface and is formed by a.) depositing a radiation-curable deposit on a first surface of the substrate and b.) the deposit is developed, selectively, by passing radiation through said substrate's second surface, opposite the first surface, the radiation entering into the deposit resulting in developed deposit and undeveloped deposit, and where the curved surface is the surface of the developed deposit away from the substrate surface.
  • the invention provides a curved surface for use in molding applications comprising, consisting essentially of, and consisting of a substrate, wherein said substrate is substantially transparent to a radiation source, said substrate having a curved surface, where the curved surface is used as the mold surface and is formed by a.) depositing a radiation-curable deposit on a first surface of the substrate, b.) the deposit is developed, selectively, by assing the radiation through said substrate's second surface, opposite the first surface, the radiation entering into the deposit resulting in developed deposit and undeveloped deposit, the developed deposit forming a desired curved surface, and c.)the developed deposit is etched to form a mirror image, or replication, of the desired curved surface in the substrate resulting in the curved surface substrate.
  • the invention provides a method comprising, consisting essentially of, and consisting of: a.) depositing a radiation-curable material onto at least one surface of a lens mold blank or lens mold insert blank; and b.) curing the radiation-curable material under conditions suitable to form an optical quality molding surface having optical characteristics on at least one surface of the radiation-curable material.
  • curing and “developing” are used interchangeably.
  • radiation-curable material is meant a photoresist or coating that is curable by light, electron beam, gamma ray, heat, radio wave, microwave and the like.
  • ophthalmic lens is meant a spectacle lens, a contact lens, an intraocular lens, or the like.
  • optical quality is meant that the surface is sufficiently smooth so that a surface formed by the polymerization of a lens-forming material, or lens mold- forming material, in -contact with the molding surface, is optically acceptable.
  • optical quality is meant that the surface has a roughness of a RMS of less than about 100 nm, more preferably less than about 20 ran
  • lens mold blank is meant a blank useful in forming a mold from which lenses may be molded. More specifically, in the process of the invention, radiation- curable material is deposited onto a surface of a lens mold blank and cured to form a surface on the blank which surface can be used to mold a lens surface.
  • lens mold insert blank is meant a blank useful in forming a lens mold insert from which lens molds may be formed.
  • optical characteristics is meant one or more of spherical, aspheric, toric, or cylindric curvature, curvatures for the correction of aberrations of the third order or higher, and the like and combinations thereof.
  • Curved surfaces for use in molds in accordance with the present invention, may be formed by using light or beam sources to develop, or cure, radiation-curable materials on blanks.
  • a radiation- curable material is deposited on a substrate, herein also referred to as a blank, and cured by illuminating with light passing through a gray-scale mask and the blank. The uncured portions of the coating are removed and the remaining developed portions serve as the desired surface.
  • the developed material is etched resulting in an actual etching of the blank to form the desired surface. Both methods produce surfaces that can be covered with additional coatings.
  • Figure 1 is generally depicted the method of developing a material in a blank.
  • the blank 110 and radiation-curable material 120 are loaded onto a fixture that sets the position of the substrate relative to a gray-scale mask 130.
  • This fixture preferably controls the position to at least about 10 microns and may be any suitable fixture including, without limitation, a precision x-y table.
  • the material is exposed by passing illumination 150 which may, for example, be ultra- violet light, from an illumination source 140 through the gray-scale mask 130 and then through the blank 110.
  • the illumination passes through the blank 110 and into the material 120 developing the material 190 depending upon the penetration depth 170 determined by gray-scale mask 130.
  • the UV light intensity onto the gray-scale mask is about 1 mW to about 5 W and the exposure time is about 0.5 to about 30 seconds. Developing, or curing time, will depend upon the radiation-curable material used as well as the intensity of the radiation.
  • Curing produces a developed, radiation-curable material 190 with a surface
  • uncured material 180 is removed. Removal may be carried out by any convenient means including, without limitation, by spinning off the uncured material. Use of a solvent such as acetone, ethanol, tetra-methyl ammonium hydroxide, methylene chloride or the like is possible, but not preferred.
  • a solvent such as acetone, ethanol, tetra-methyl ammonium hydroxide, methylene chloride or the like is possible, but not preferred.
  • spinning off of the uncured material is carried out under a nitrogen atmosphere and three cycles are used: one at about 200 to about 400 rpm for 30 seconds; one at 700 rpm for about 30 seconds; and a third cycle at about 2000 rpm for about 120 seconds.
  • the surface 55 is cured as, for example, by exposure to 16 mW/cm of light at 365 nm shuttering on and off at about 0.5 cycles/second. Even after removal of the uncured material, a thin layer will remain.
  • the thin layer remaining is curing while the mold remains in motion thus polymerizing the layer while the dynamic forces are in effect.
  • the first step of the method of the invention radiation- curable material is deposited onto a lens mold, or lens mold insert, blank.
  • the blank is transparent to light in the range of about 150 to about 500 nm.
  • Methods for forming blanks are well known in the industry. For example, polymeric blanks may be formed by molding, casting, or the like while met though blanks may be formed using diamond-point turning and glass blanks may be formed by grinding or polishing. The blanks may be foimed of any material normally used in the semi-conductor or ophthalmic industry.
  • Suitable materials include, without limitation, polystyrene, polymethylmethacrylates, polycarbonates, polyoxymethylene, propylene, polyetherimides, nylons, polyvinylchlorides, cyclic olefins, brass, nickel-coated brass, stainless steel, nickel-coated stainless steel, aluminum, and the like.
  • Figures 2 and 3 are depicted two types of blanks useful in the method of the invention.
  • Figure 2 A is depicted flat-topped blank 200 having flat surface 210 and base 220.
  • Figure 2B is depicted a flat-topped blank with a deposit 230.
  • Radiation-curable material 240 is deposited on the flat surface 210.
  • Figure 3 A is depicted curved blank 300 with a curved surface 310 onto which, as shown in Figure 3B, radiation-curable material 340 is deposited.
  • the deposits 240 and 340 are developed by radiation into desirable shapes by use of a radiation, or illumination, source.
  • Radiation-curable material useful in the invention preferably is compatible with the material from which the lens, or lens mold, is to be formed. Factors for determining whether the radiation-curable material is compatible include, without limitation, whether it adheres to or chemically reacts with the lens-forming or lens mold forming material. Additionally, if the lens or lens mold to be formed from the mold or mold insert will be cured using ultra-violet or visible light cure, the radiation-curable material preferably is transmissive of light of the appropriate wavelength. In embodiments in which a lens mold insert is being formed from the radiation-curable material and mold insert blank, the cured radiation-curable material preferably has a Shore D hardness of at least about 70.
  • the cured or uncured radiation-curable material must be one suitable for depositing in a layer of between about 10 and 500 microns.
  • Other desirable properties of the radiation-curable material will depend upon whether it is being used in the formation of a lens mold or a lens mold blank.
  • the uncured, or undeveloped, radiation-curable material preferably has a viscosity of less than about 500 cps at 25 ° C, a cure shrink of ⁇ 20 %, a cured tensile strength of greater than about 750 psi, and a cured water absorption of less than about 1 % by volume.
  • Suitable commercially available materials include, without limitation, urethane acrylates, cycloaliphatic epoxies, polyurethane oligomers, hydrogenated bis-phenol A epoxies, poly(norbornene) epoxies and the like and combinations thereof.
  • the radiation-curable material may be deposited by any convenient method that ensures that the entire blank surface is covered and that there are no voids at the interface between the blank and the material. Suitable methods of deposition depend upon whether a positive or a negative photoresist-like method is used.
  • a "negative photoresist- like method” means that an excess of material is deposited, a portion of it is cured, and the uncured material is removed.
  • positive photoresist-like method means that the amount necessary to form the desired surface is deposited and cured. If a negative photoresist-like method is used, the material may be deposited without thickness control so long as a substantiality continuous contact results between the substrate and the material.
  • a negative photoresist-like method typically about 50 mg to about 1 g of material will be deposited. If a positive photoresist-like method is used, the radiation-curable material is dispensed onto the surface in a manner so that the thickness is controlled within desired parameters. In this case, deposition is typically carried out using a spin coater.
  • the radiation-curable material is cured by any suitable method including, heat, light, or other radiation cure, and combinations thereof.
  • light at about 100 to about 800 nm from a fusion lamp, metal halide lamp, arc lamp, or the like is used. Curing may take place under any suitable conditions of temperature, pressure and tires.
  • a cure using light in the range of about 150 to about 500 nm at room temperature and atmospheric pressure are used and curing is carried out under a nitrogen blanket for about 0.1 seconds to about 30 minutes. The specific time for completion of curing will depend upon the material selected and the thickness of the material and whether heat, light, or other radiation is used.
  • Figure 4 is depicted a step 400 in which a curved blank's 410 curved surface is coated with a developed radiation-curable material 430 and an undeveloped coating 420.
  • the development of the coating is carried out in accordance with the methods described with respect to Figure 1.
  • Figure 4B is depicted the step 440 in which the uncured coating 420 is removed and an optional coating 450 placed upon the remaining developed coating 430.
  • the radiation- curable material was deposited onto curved surface of the blank 410, which blank is transparent to the curing radiation.
  • blank, or mold blank, 410 may be transparent to UN light, which is transparent to UN b ' ght. Light from a UN light source is then passed through gray-scale mask to cure the material.
  • the gray-scale mask is used to control the intensity of UN light impinging on the material.
  • the desired surface profile is used as a datum, or reference surface, from which the transmission depth of the UN light into the radiation-curable material is set. By setting the transmission depth, desired optical characteristics may be imparted to surface of material.
  • an electronic gray scale mask may be used, for example an array of liquid crystal display (“LCD”) cells or comparable spatial light modulators.
  • curing using a gray-scale mask is carried out as follows.
  • the object is to modulate the intensity of light that impinges onto the radiation-curable material at each point on the surface to be formed.
  • the degree to which the light intensity is modulated will be determined by the penetration depth required for each point on the surface.
  • Material calibration is carried out to provide the curve relating the depth to which the material will be cured to a gray-scale level, or to the incident intensity of the curing radiation on the radiation-curable material.
  • the photoresist is exposed and the uncured photoresist is removed.
  • the shape of the resultant surface is measured by any convem ' ent means, as for example by use of a NEECOTM white light interferometer, to determine the penetration depth at each point on the cured photoresist. Since each point will correspond to a point on the gray-scale mask, this yields a calibration curve. Repeating the procedure yields a curve with estimates of the penetration depth variances.
  • modulation may be carried out using a adaptive mirror to generate a wavefront the intensity of which is modulated across its surface, using a bundle of fiber optics to generate a spatially modulated intensity of light, and using a discrete array of mirrors to deflect the light.
  • a gray-scale mask may be made by any convenient method.
  • the gray scale mask may be formed by printing differing levels of gray shades onto a transparency using a printer with a resolution of about 600 or greater.
  • an electronic gray scale mask may be formed using an array of liquid crystal displays in which the light transmission of each LCD cell can be controlled by supplying a voltage to the cell.
  • a mask may be produced by use of direct electron beam writing according to well-known methods. Performance of printed gray scale masks may be optimized by vibrating the mask at a small amplitude and in a random direction. Alternatively, the lens residing between the mask and the substrate maybe defocused. Either of these techniques acts to provide the discrete nature of the dots from which the printed mask i ⁇ formed from transferring to the developing material.
  • the gray-scale level, or radiation intensity, is based on the lens mold or lens mold insert, design, the substrate design, and the calibration curve.
  • the mold or mold insert design determines the thickness of the material at each location on the substrate and this dictates the depth to which curing radiation is needed to penetrate the material at each location.
  • the gray-scale level is then determined by conversion of the penetration depth information into gray-scale level information using the calibration curve.
  • Figure 4B is shown blank 410 after uncured or undeveloped material 420 is removed to expose surface 460 defined by developed material 430.
  • the cured material 430, with optional coating 450, then may be used as a back curve mold half in production of a lens, surfaces 460 and 470 being used to form a surface of the lens. In such a case, surfaces 460 and 470 must be of optical quality.
  • the size, shape, and thickness of cured material 430 will be dependent on the type of lens to be produced. Preferably, it is about 0.5 to about 5000 microns in thickness.
  • the cured radiation-curable material may be coated 450.
  • the material may be coated with any coating suitable to form a highly crosslinked, non-chemically reactive surface suitable for release of the lens by using standard methods and practices.
  • the coating may be applied by any suitable method.
  • the resultant coating layer is about 5 to about 10 microns in thickness.
  • the surface of the blank 510 is etched and serves as the mold surface.
  • Figure 5A depicts the step 500 in which a curved blank 510 is left with a developed coating 520.
  • the developed coating 520 is etched 580.
  • the developed coating 520 may be plasma, for example HF ion, or wet etched or can be laser etched as is commonly used in semi-conductor etching.
  • the etching method is for example purposes only and the discussion herein is not to be interpreted to limit the etching techniques.
  • Figure 5B shows the etched mold 530 formed from the etched surface 540 of the substrate 510.
  • the etched surface 540 will have the same optical qualities described above with respect to the developed coating surfaces 460 as discussed above.
  • the mold shown in Figures 4B and 5B are back mold halves suitable for molding the back surface, or eye side surface, of a lens.
  • a complementary mold half is used for purposes of molding a lens.
  • the molds of the invention may be composed of two mold halves, each of (which is formed from radiation-curable material. Alternatively, one mold half may be formed from the material and the other mold half by conventional means using conventional material.
  • the mold halves may be brought into contact for purposes of molding the lens using any suitable contacting means including, without limitation, stepper motors, screw drives, or the like, and combinations thereof.
  • the mold halves When positioned for molding of the lens, the mold halves may contact one another.
  • a sealing means is used to seal the molds so that an acceptable lens edge is formed.
  • the mold halves may be contacted so that an interference fit is formed between the halves.
  • the back mold half is forced into the front mold half so that a seal forms.
  • Additional suitable sealing means include, without limitation, a mechanical inter-lock, a gasket, o-ring, and the like, and combinations thereof.
  • mold halves and molds of the invention may be supported by any suitable support means.
  • Supporting means include, without limitation, a pallet, a support frame, or the like, and combinations thereof.
  • a lens-forming material may be deposited on the molding surface by any suitable means.
  • the volume of lens- forming material dispensed into the cavity will be a lens forming amount which is an amount effective to form the desired ophthalmic lens.
  • the amount of material deposited will be about 0.01 mg to about 1000 g.
  • Suitable lens-forming materials for lenses such as contact lenses are any materials useful for forming hard or soft contact lenses.
  • the lens- forming material may be suitable for forming a soft contact lens.
  • Illustrative materials for formation of soft contact lenses include, without limitation silicone elastomers, silicone-containing macromers including, without limitation, those disclosed in United States Patent Nos. 5,371,147, 5,314,960, and 5,057,578 incorporated in their entireties herein by reference, hydrogels, silicone-containing hydrogels, and the like and combinations thereof.
  • the surface is a siloxane, or contains a siloxane functionality, including, without limitation, polydimethyl siloxane macromers, methacryloxypropyl polyalkyl siloxanes, and mixtures thereof, silicone hydrogel or a hydrogel, such as etafilcon A.
  • a preferred lens-forming material is a poly 2-hydroxyethyl methacrylate polymers, meaning, having a peak molecular weight between about 25,000 and about 80,000 and a polydispersity of less than about 1.5 to less than about 3.5 respectively and covalently bonded thereon, at least one cross-linkable functional group. This material is described in Attorney Docket Number NTN 588, United States Serial No. 60/363,630 incorporated herein in its entirety by reference.
  • the lens-forming material may be any material suitable for forming ophthalmic lens other than contact lenses.
  • spectacle lens-forming materials may be used including, without limitation, polycarbonates, such as bisphenol A polycarbonates, allyl diglycol carbonates, such as diethylene glycol bi ⁇ allyl carbonate (CR-39TM), allylic esters, such as triallyl cyanurate, triallyl phosphate and triallyl citrate, acrylic esters, acrylates, methacrylates, such as methyl- ethyl- and butyl methacrylates and scrylates, styrenics, polyesters, and the like and combinations thereof.
  • polycarbonates such as bisphenol A polycarbonates, allyl diglycol carbonates, such as diethylene glycol bi ⁇ allyl carbonate (CR-39TM), allylic esters, such as triallyl cyanurate, triallyl phosphate and triallyl citrate, acrylic esters, acrylates, methacrylates, such as methyl- eth
  • Suitable materials for forming intraocular lenses include, without limitation, polymethyl methacrylate, hydroxyethyl methacrylate, inert clear plastics, silicone- based polymers, and the like and combinations thereof.
  • Curing of the lens forming material deposited within the mold maybe carried out by any means known including, without limitation, thermal, irradiation, chemical, electromagnetic radiation curing and the like and combinations thereof.
  • molding is carried out using ultraviolet light or using the full spectrum of visible light. More specifically, the precise conditions suitable for curing the lens- forming material will depend on the material selected and the lens to be formed.
  • a preferred curing condition is to pre-cure the mold assembly using UN light with an intensity of about 2 to about 10 mW/cm 2 .
  • UN light is exposed to UN light of an intensity of about 0 to about 10 mW/cm 2 .
  • Suitable wavelengths are about 300 to about 500 nm. The time for the low intensity exposure will depend on the lens- material selected, the type and amount of any initiator used, material viscosity and the nature of its reactive groups, and the intensity of the UN light.
  • Both pre-cure and subsequent UV exposure may, and preferably are, carried out as single, continuous exposures. However, the exposures also may be carried out using alternating periods of UV exposure and non-exposure periods.
  • the polymerization steps preferably is carried out at a temperature between about 40 to about 75° C and atmospheric pressure preferably under a blanket of nitrogen gas. Total cure time is between about 300 to about 500 seconds.
  • the poly 2-hydrox ethyl methacrylate polymers having a peak molecular weight between about 25,000 and about 80,000 and a polydispersity of less than about 1.5 to less than about 3.5 are used, preferably UVA (about 315 - about 400 nm), UVB (about 280-about 315) or visible light (about 400 -about 450 nm), at an intensity of about 100 mW/cm 2 to about 50,000 mW/cm 2 is used.
  • the cure time will be generally less than about 30 seconds and preferably less than about 10 seconds at about ambient temperature. Regardless of the polymerization method selected, the precise conditions will depend upon the components of lens material selected and are within the skill of one of ordinary skill in the art to determine.
  • Two concave glass mold half blanks were coated with approximately 1 ml of Norland Optical #72 epoxy, which was dispensed into each of the mold halves. Curing was carried out for one of the mold half blanks for 5 seconds using radiation at 20 mW/cm 2 and the other for 20 seconds at 80 mW/cm 2 of UV light (356 nm), both at room temperature. Excess epoxy was removed by spinning the mold halves according to the spin profile set forth in Table 1. During the final spin cycle, the outer surface of the epoxy layer was cured by exposure to 10 to 20 mW/cm 2 of UN light (356 nm) at room temperature.
  • the resulting cured epoxy surfaces of the first and second mold halves had a JRMS of 28 nm and 26 nm, respectively.

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  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Manufacturing & Machinery (AREA)
  • General Physics & Mathematics (AREA)
  • Ophthalmology & Optometry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Optics & Photonics (AREA)
  • Moulds For Moulding Plastics Or The Like (AREA)
  • Casting Or Compression Moulding Of Plastics Or The Like (AREA)
  • Eyeglasses (AREA)
PCT/US2003/031450 2002-10-28 2003-10-03 Lithographic method for forming mold inserts and molds WO2004039554A2 (en)

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AU2003282671A AU2003282671B8 (en) 2002-10-28 2003-10-03 Lithographic method for forming mold inserts and molds
JP2004548351A JP4652055B2 (ja) 2002-10-28 2003-10-03 型インサート及び型を形成するためのリソグラフ法
BR0315685-0A BR0315685A (pt) 2002-10-28 2003-10-03 Método litográfico para formar insertos de molde e moldes
EP03774557A EP1556739A2 (de) 2002-10-28 2003-10-03 Lithographisches verfahren zur herstellung von formeinsätzen und formen
CA002502239A CA2502239A1 (en) 2002-10-28 2003-10-03 Lithographic method for forming mold inserts and molds

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WO2005005121A2 (en) * 2003-07-11 2005-01-20 Koninklijke Philips Electronics N.V. A method of manufacturing a mould for producing an optical surface, a method of producing a contact lens and a device for use with these methods
EP1897679A1 (de) 2006-09-08 2008-03-12 Institute of Optics and Electronics Vorrichtung zur Herstellung kundenspezifischer Kontaktlinsen
WO2009025848A2 (en) * 2007-08-21 2009-02-26 Johnson & Johnson Vision Care, Inc. Apparatus for formation of an ophthalmic lens precursor
US7883208B2 (en) 2008-04-04 2011-02-08 AMO Groingen B.V. Systems and methods for determining intraocular lens power
US7905594B2 (en) 2007-08-21 2011-03-15 Johnson & Johnson Vision Care, Inc. Free form ophthalmic lens
US8087782B2 (en) 2004-11-12 2012-01-03 Amo Groningen B.V. Devices and methods of selecting intraocular lenses
US8240849B2 (en) 2009-03-31 2012-08-14 Johnson & Johnson Vision Care, Inc. Free form lens with refractive index variations
US8313828B2 (en) 2008-08-20 2012-11-20 Johnson & Johnson Vision Care, Inc. Ophthalmic lens precursor and lens
US8318055B2 (en) * 2007-08-21 2012-11-27 Johnson & Johnson Vision Care, Inc. Methods for formation of an ophthalmic lens precursor and lens
US8807076B2 (en) 2010-03-12 2014-08-19 Johnson & Johnson Vision Care, Inc. Apparatus for vapor phase processing ophthalmic devices
WO2015151004A1 (en) * 2014-03-31 2015-10-08 Crt Technology, Inc. Additive manufacturing of molds and methods of making molds and devices therefrom
US9417464B2 (en) 2008-08-20 2016-08-16 Johnson & Johnson Vision Care, Inc. Method and apparatus of forming a translating multifocal contact lens having a lower-lid contact surface
JP2016180989A (ja) * 2008-12-01 2016-10-13 パーフェクト・ビジョン・テクノロジー・(ホンコン)・リミテッドPerfect Vision Technology (Hk) Ltd. 眼を屈折矯正するための方法及び装置
US9645412B2 (en) 2014-11-05 2017-05-09 Johnson & Johnson Vision Care Inc. Customized lens device and method
US10359643B2 (en) 2015-12-18 2019-07-23 Johnson & Johnson Vision Care, Inc. Methods for incorporating lens features and lenses having such features
US11000362B2 (en) 2017-09-11 2021-05-11 Amo Groningen B.V. Intraocular lenses with customized add power
US11364696B2 (en) 2020-09-18 2022-06-21 Johnson & Johnson Vision Care, Inc Apparatus for forming an ophthalmic lens
US11458011B2 (en) 2011-10-14 2022-10-04 Amo Groningen B.V. Apparatus, system and method to account for spherical aberration at the iris plane in the design of an intraocular lens

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US20070257387A1 (en) * 2006-05-05 2007-11-08 Hofmann Gregory J Package mold combination
RU2630103C2 (ru) * 2012-06-29 2017-09-05 Джонсон Энд Джонсон Вижн Кэа, Инк. Заготовка линзы с элементами для изготовления офтальмологической линзы
US10197806B2 (en) * 2016-06-07 2019-02-05 Google Llc Fabrication of air gap regions in multicomponent lens systems
JP7546437B2 (ja) 2020-10-08 2024-09-06 Tianma Japan株式会社 光造形装置及び光変調装置

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US20020110766A1 (en) * 2001-02-09 2002-08-15 Industrial Technology Research Institute Process method of using excimer laser for forming micro spherical and non-spherical polymeric structure array

Cited By (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005005121A3 (en) * 2003-07-11 2005-05-19 Koninkl Philips Electronics Nv A method of manufacturing a mould for producing an optical surface, a method of producing a contact lens and a device for use with these methods
WO2005005121A2 (en) * 2003-07-11 2005-01-20 Koninklijke Philips Electronics N.V. A method of manufacturing a mould for producing an optical surface, a method of producing a contact lens and a device for use with these methods
US8087782B2 (en) 2004-11-12 2012-01-03 Amo Groningen B.V. Devices and methods of selecting intraocular lenses
US8540370B2 (en) 2004-11-12 2013-09-24 Amo Groningen Bv Devices and methods for selecting intraocular lenses
EP1897679A1 (de) 2006-09-08 2008-03-12 Institute of Optics and Electronics Vorrichtung zur Herstellung kundenspezifischer Kontaktlinsen
US9610742B2 (en) 2007-08-21 2017-04-04 Johnson & Johnson Vision Care, Inc. Apparatus for formation of an ophthalmic lens precursor and lens
US9180634B2 (en) 2007-08-21 2015-11-10 Johnson & Johnson Vision Care, Inc. Methods for formation of an ophthalmic lens precursor and lens
US7905594B2 (en) 2007-08-21 2011-03-15 Johnson & Johnson Vision Care, Inc. Free form ophthalmic lens
US10901319B2 (en) 2007-08-21 2021-01-26 Johnson & Johnson Vision Care, Inc. Apparatus for forming an ophthalmic lens
US10571718B2 (en) 2007-08-21 2020-02-25 Johnson & Johnson Vision Care, Inc Apparatus for formation of an ophthalmic lens precursor and lens
US10126567B2 (en) 2007-08-21 2018-11-13 Johnson & Johnson Vision Care, Inc. Apparatus for formation of an ophthalmic lens precursor and lens
US9857607B2 (en) 2007-08-21 2018-01-02 Johnson & Johnson Vision Care, Inc. Apparatus for formation of an ophthalmic lens precursor and lens
WO2009025848A2 (en) * 2007-08-21 2009-02-26 Johnson & Johnson Vision Care, Inc. Apparatus for formation of an ophthalmic lens precursor
US8317505B2 (en) 2007-08-21 2012-11-27 Johnson & Johnson Vision Care, Inc. Apparatus for formation of an ophthalmic lens precursor and lens
US8318055B2 (en) * 2007-08-21 2012-11-27 Johnson & Johnson Vision Care, Inc. Methods for formation of an ophthalmic lens precursor and lens
EP2604416A2 (de) * 2007-08-21 2013-06-19 Johnson & Johnson Vision Care, Inc. Verfahren zur Bildung eines Vorläufers einer ophthalmischen Linse
WO2009025848A3 (en) * 2007-08-21 2009-05-14 Johnson & Johnson Vision Care Apparatus for formation of an ophthalmic lens precursor
EP2633981A3 (de) * 2007-08-21 2013-12-04 Johnson & Johnson Vision Care, Inc. Vorrichtung zur Bildung eines ophthalmischen Linsenvorläufers und Linse
EP2604416A3 (de) * 2007-08-21 2013-12-04 Johnson & Johnson Vision Care, Inc. Verfahren zur Bildung eines Vorläufers einer ophthalmischen Linse
RU2503541C2 (ru) * 2007-08-21 2014-01-10 Джонсон Энд Джонсон Вижн Кэа, Инк. Устройство формирования заготовки офтальмологической линзы и линзы
US8795558B2 (en) 2007-08-21 2014-08-05 Johnson & Johnson Vision Care, Inc. Methods for formation of an ophthalmic lens precursor and lens
US9266294B2 (en) * 2007-08-21 2016-02-23 Johnson & Johnson Vision Care, Inc. Apparatus for formation of an ophthalmic lens precursor and lens
US9180633B2 (en) 2007-08-21 2015-11-10 Johnson & Johnson Vision Care, Inc. Methods for formation of an ophthalmic lens precursor and lens
CN101977757A (zh) * 2007-08-21 2011-02-16 庄臣及庄臣视力保护公司 制作眼科镜片坯件的设备
US7883208B2 (en) 2008-04-04 2011-02-08 AMO Groingen B.V. Systems and methods for determining intraocular lens power
US8182088B2 (en) 2008-04-04 2012-05-22 Abbott Medical Optics Inc. Systems and methods for determining intraocular lens power
US9417464B2 (en) 2008-08-20 2016-08-16 Johnson & Johnson Vision Care, Inc. Method and apparatus of forming a translating multifocal contact lens having a lower-lid contact surface
US8313828B2 (en) 2008-08-20 2012-11-20 Johnson & Johnson Vision Care, Inc. Ophthalmic lens precursor and lens
US9826899B2 (en) 2008-12-01 2017-11-28 Perfect Vision Technology (Hk) Ltd. Methods and devices for refractive correction of eyes
JP2016180989A (ja) * 2008-12-01 2016-10-13 パーフェクト・ビジョン・テクノロジー・(ホンコン)・リミテッドPerfect Vision Technology (Hk) Ltd. 眼を屈折矯正するための方法及び装置
US8157373B2 (en) 2009-03-02 2012-04-17 Johnson & Johnson Vision Care, Inc. Free form ophthalmic lens
US8240849B2 (en) 2009-03-31 2012-08-14 Johnson & Johnson Vision Care, Inc. Free form lens with refractive index variations
US9075186B2 (en) 2009-03-31 2015-07-07 Johnson & Johnson Vision Care, Inc. Free form lens with refractive index variations
US8807076B2 (en) 2010-03-12 2014-08-19 Johnson & Johnson Vision Care, Inc. Apparatus for vapor phase processing ophthalmic devices
US9346226B2 (en) 2010-03-12 2016-05-24 Johnson & Johnson Vision Care, Inc. Apparatus for vapor phase processing ophthalmic devices
US11458011B2 (en) 2011-10-14 2022-10-04 Amo Groningen B.V. Apparatus, system and method to account for spherical aberration at the iris plane in the design of an intraocular lens
EP3126112A4 (de) * 2014-03-31 2017-12-13 CRT Technology, Inc. Generative fertigung von formen und verfahren zur herstellung von formen und vorrichtungen daraus
WO2015151004A1 (en) * 2014-03-31 2015-10-08 Crt Technology, Inc. Additive manufacturing of molds and methods of making molds and devices therefrom
US9645412B2 (en) 2014-11-05 2017-05-09 Johnson & Johnson Vision Care Inc. Customized lens device and method
US10359643B2 (en) 2015-12-18 2019-07-23 Johnson & Johnson Vision Care, Inc. Methods for incorporating lens features and lenses having such features
US11000362B2 (en) 2017-09-11 2021-05-11 Amo Groningen B.V. Intraocular lenses with customized add power
US11819401B2 (en) 2017-09-11 2023-11-21 Amo Groningen B.V. Intraocular lenses with customized add power
US11364696B2 (en) 2020-09-18 2022-06-21 Johnson & Johnson Vision Care, Inc Apparatus for forming an ophthalmic lens

Also Published As

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CA2502239A1 (en) 2004-05-13
KR20050074973A (ko) 2005-07-19
AU2003282671A1 (en) 2004-05-25
BR0315685A (pt) 2005-09-06
JP2006503738A (ja) 2006-02-02
AU2003282671B2 (en) 2010-01-28
CN1708727A (zh) 2005-12-14
EP1556739A2 (de) 2005-07-27
TWI315698B (en) 2009-10-11
WO2004039554A3 (en) 2004-12-09
JP4652055B2 (ja) 2011-03-16
AU2003282671B8 (en) 2010-05-27
TW200420403A (en) 2004-10-16
AR041847A1 (es) 2005-06-01

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