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EP1611476A2 - Montures de lunettes photochromiques et procede de fabrication - Google Patents

Montures de lunettes photochromiques et procede de fabrication

Info

Publication number
EP1611476A2
EP1611476A2 EP04815727A EP04815727A EP1611476A2 EP 1611476 A2 EP1611476 A2 EP 1611476A2 EP 04815727 A EP04815727 A EP 04815727A EP 04815727 A EP04815727 A EP 04815727A EP 1611476 A2 EP1611476 A2 EP 1611476A2
Authority
EP
European Patent Office
Prior art keywords
frame
photochromic
moiety
eyeglass
prepolymer
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.)
Withdrawn
Application number
EP04815727A
Other languages
German (de)
English (en)
Other versions
EP1611476A4 (fr
Inventor
Ronald C. Wiand
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.)
Softlight Inc USA
Original Assignee
Softlight Inc USA
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 Softlight Inc USA filed Critical Softlight Inc USA
Publication of EP1611476A2 publication Critical patent/EP1611476A2/fr
Publication of EP1611476A4 publication Critical patent/EP1611476A4/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • G—PHYSICS
    • G02—OPTICS
    • G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C5/00—Constructions of non-optical parts
    • G—PHYSICS
    • G02—OPTICS
    • G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00—Optical parts
    • G02C7/10—Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses
    • G02C7/102—Photochromic filters
    • G—PHYSICS
    • G02—OPTICS
    • G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00—Optical parts
    • G02C7/10—Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses
    • G02C7/105—Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses having inhomogeneously distributed colouring

Definitions

  • an eyeglass frame comprises at least a surface layer that has an organic polymeric matrix comprising a photochromic moiety.
  • the eyeglass frame comprises tubing coaxially about a portion of at least one frame ear stem and the tubing is comprised of at least a surface layer of an organic polymeric matrix comprising a photochromic moiety.
  • the eyeglass frame is in combination with a photochromic lens, which is color complimentary thereto.
  • the eyeglass lens has exposed edge portions which absorb light from its surroundings so as to change color in response thereto.
  • Another method of providing the frame is to extrude a suitable prepolymer with a selected photochromic moiety therein or extrude a suitable prepolymer and then imbibe, coat, dip, spray or otherwise cover it with a selected photochromic moiety.
  • Yet another method of providing a frame of the present invention comprises extruding a suitable prepolymer having a selected photochromic moiety dispersed therein or extruding a suitable prepolymer and then imbibing, coating, dipping, spraying or otherwise coating it with a layer containing a selected photochromic moiety.
  • prepolymer includes monomeric moieties as well as oligomers, dimmers, etc.
  • the prepolymer is polymerized and cross-linked to form a polymeric substrate.
  • Suitable pre-polymers are well known and may be ultraviolate cross-linkable pre-polymers, radiation cross-linkable pre-polymers or thermally cross- linkable pre-polymers. Initiation of polymerization and/or cross-linking may be by ultraviolet or electron beam radiation or heat or a combination thereof.
  • Suitable pre-polymers for use in the molding method herein are liquid and must be placed in a desired mold before initiation of polymerization. Curing of the prepolymer is begun by heating or otherwise initiating curing as is conventional in the art
  • suitable pre-polymers include monomers, homopolymers and copolymers of polyol(allyl carbonate) monomers, homopolymers and copolymers of polyfunctional acrylate monomers, polyacrylates, poly(alkylacrylates) such as poly(methylmethacrylate), cellulose acetate, cellulose triacetate, cellulose acetate propionate, cellulose acetate butyrate, poly(vinyl acetate), poly(vinyl alcohol), poly(vinyl chloride), poly(vinylidene chloride), polyurethanes, polycarbonates, poly(ethylene- terephthalate), polystyrene, copoly(styrene-methylmethacralate), copoly(styrene- acrylonitd
  • the polymerizable pre-polymer will be a composition which may comprise other components as is conventional in the art.
  • a suitable composition may include a polymerization initiator, a cross-linking agent, a UN absorber, or other conventional additives.
  • Suitable and desired molecular moiety may be imbibed or diffused or otherwise included into or in the polymeric matrix.
  • Suitable photochromic moieties are well-known in the art and include those selected from the group consisting of anthraquinones, naphtopyrans, phhalocyanines, spiro-oxazines, chromenes, pyrans including spiro-pyrans and fulgides.
  • Suitable photochromic molecules include but are not limited to those disclosed in United States Patents ⁇ os. 5,882,556 March 16, 1999 to Perrott et al. which is specifically incorporated by reference herein.
  • the photochromic moiety can be included in the casting mix or extruder.
  • the photochromic moiety can be added to a thermoformable plastic, which combination is then injection molded into the shape of a frame or the photochromic moiety can be added to an extrudable plastic which combination is then extruded into a plastic sheet or rod which is then stamped or cut and formed into frame parts.
  • Yet another method of infusing the photochromic moiety into a frame involves use of stratified dipping solution having a polar layer, for example, water, and a non- polar layer containing the photochromic moiety.
  • the frame is dipped into the solution into contact with the nonpolar solvent which has the photochromic moiety dissolved in it and then withdrawn up through the non-polar solvent with a photochromic moiety dissolved in it.
  • the treated frame or frame part is heated at a temperature high enough to cause the photochromic moiety to bind or melt and bond to the frame or frame part.
  • transparent or semi-transparent frames or frame parts such as ear stems
  • a hollow portion in which is placed a liquid, gel, or other material comprising a photochromic moiety filling such hollow portion, thereby causing the frame to take on photochromic properties.
  • Texin thermoplastic a product of Bayer
  • Texin thermoplastic a product of Bayer
  • a photochromic moiety One kilogram of Texin pellets was mixed with 15 drops of mineral oil. Then 0.004 milligrams of Keystone Anilines Palatinate Purple, a photochromic moiety, was added to the Texin and oil mixture and mixed thoroughly.
  • the plastic mixture was added to an injection-molding machine with the heating zones set a 440 degree F and then the plastic mixture was injected into a frame mold. The frame was ejected from the mold and showed excellent photochromic properties in UV light.
  • a plastic frame was made as in Example 1 except the photochromic moiety was omitted.
  • a mixture of SDC's 1165 urethane primer and Oxford Blue from Keystone anailine was mixed with the Oxford Blue concentration being .025 percent.
  • the plastic eyeglass frame was dipped into the solution and slowly and uniformly withdrawn from it. The frame was then placed in an oven and heated at 100 Degrees C for 30 minutes. The resultant frame shows good photochromic characteristics.
  • a mixture of SDC's 1165 urethane primer and Oxford Blue from Keystone anailine was mixed with the Oxford Blue concentration being .025 percent.
  • a three- piece eyeglass frame made from an extruded cellulose material was dipped into the solution and slowing and uniformly withdrawn from it. The frame was then placed in an oven and heated at 100 Degrees C for 30 minutes. The resultant frame shows extremely good photochromic characteristics.
  • Silicone tubing of the size 0.070 OD with a 0.030 ID was imbibed in the solution used in example #5.
  • the tubing shows excellent photochromic properties. Lengths of the tubing the size of the temples of a wire eyeglass frame were slipped over the wire parts of the temple and a piece was cut to cover the nose bridge. When the tubing was exposed to the sun it turned purple.
  • Silicone tubing of the size 0.070 OD with a 0.030 ID was dipped in the solution used in example #4.
  • the tubing showed excellent photochromic properties. Lengths of the tubing the size of the temples of a wire eyeglass frame were slipped over the wire parts of the temple and a piece was cut for the nose bridge. When the frame was taken into the sun it turned blue.
  • Example #1 The injection molding plastic mixture used in example #1 was used in an extruding machine setup to make tubing of the size 0.090 OD with a 0.50 ID.
  • the tubing shows very good photochromic properties.
  • Example #6 pieces of the tubing were cut and slipped over the frame parts of a metal eyeglass frame. When the frame was exposed to sunlight it activated and the frame appeared to be blue in color.
  • a cellulose thermoset plastic eyeglass frame was imbibed with a photochromic material by mixing a dye lcnown as "Plum Red”, from Keystone Aniline, in propylene glycol, 0.5 grams dye/ liter of solvent, for 1 hour at 80 degrees C. After removing the frame from the imbibing solution is turned a purple color immediately upon being exposed to sunlight.
  • Example 12 The plastic three-piece rimless frame of example #4 was fitted with rimless edged plastic photochromic lenses containing the same Oxford Blue color. When the frames and lenses were worn in sunlight they turned to an aqua color. It was noted that the shirt being worn by the person modeling the eyeglasses was a lime green. The model was asked to remove the eyeglasses and hold them away from their person. The lenses became a characteristic Oxford blue color. The model was asked to wear the frames again and the same aqua color was noted.
  • the temples for a clear cellulose eyeglass frame were prepared to have a temple wire pushed into them.
  • the wire was pushed into the temple while under heat and immediately withdrawn instead of leaving it inserted into the temple. This left a long cavity in the temple.
  • the cavity was filled with a mixture of propylene glycol and Plum Red dye.
  • the terminus of the long cavity was plugged with wax.
  • the temple was put under UN light and the characteristic color of purple was noted.
  • the other temple of the eyeglass frame was treated as the first and the frame was assembles and show very good color changing characteristic.

Landscapes

  • Physics & Mathematics (AREA)
  • Health & Medical Sciences (AREA)
  • Ophthalmology & Optometry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • General Health & Medical Sciences (AREA)
  • Eyeglasses (AREA)

Abstract

L'invention concerne une monture de lunettes transparente ou semi-transparente contenant un fragment photochromique et possédant des propriétés photochromiques.
EP04815727A 2003-12-31 2004-12-30 Montures de lunettes photochromiques et procede de fabrication Withdrawn EP1611476A4 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US53367803P 2003-12-31 2003-12-31
PCT/US2004/043715 WO2005065322A2 (fr) 2003-12-31 2004-12-30 Montures de lunettes photochromiques et procede de fabrication

Publications (2)

Publication Number Publication Date
EP1611476A2 true EP1611476A2 (fr) 2006-01-04
EP1611476A4 EP1611476A4 (fr) 2008-01-23

Family

ID=34748937

Family Applications (1)

Application Number Title Priority Date Filing Date
EP04815727A Withdrawn EP1611476A4 (fr) 2003-12-31 2004-12-30 Montures de lunettes photochromiques et procede de fabrication

Country Status (2)

Country Link
EP (1) EP1611476A4 (fr)
WO (1) WO2005065322A2 (fr)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3327890C2 (de) * 1983-08-02 1986-05-15 Optische Werke G. Rodenstock, 8000 München Phototrope Brillenfassung
FR2576117A1 (fr) * 1985-01-16 1986-07-18 Backouche Robert Lunettes monobloc
JPS63193128A (ja) * 1987-02-05 1988-08-10 Sanboole Kk プラスチツク眼鏡テンプルの二層化粧構造
US6224208B1 (en) * 1999-01-21 2001-05-01 Keith Pawlowski Color changing sunglass frames

Also Published As

Publication number Publication date
EP1611476A4 (fr) 2008-01-23
WO2005065322A3 (fr) 2005-11-10
WO2005065322A2 (fr) 2005-07-21

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RIC1 Information provided on ipc code assigned before grant

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