# US 8,771,904 B2 · Method for producing holographic media > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 8,771,904 B2 - Document ID: US8771904B2 - Status: Granted - Kind: B2 - Application number: 13/505,154 - Filed: 2010-11-02 - Published: 2012-08-23 - Granted: 2014-07-08 - Earliest claimed: 2009-11-03 - Assignees: Bayer MaterialScience AG - Applicants: Marc-Stephan Weiser; Thomas Rölle; Dennis Hönel; Friedrich-Karl Bruder; Thomas Fäcke - Inventors: Marc-Stephan Weiser; Thomas Rölle; Dennis Hönel; Friedrich-Karl Bruder; Thomas Fäcke - Web page: https://patentgrep.com/patent/US8771904B2 ## CPC - G03H 1/04: Processes or apparatus for producing holograms (G03H1/26 takes precedence) - C08G 18/2885: {containing halogen atoms} - C08G 18/4277: {Caprolactone and/or substituted caprolactone} - C08G 18/4854: {Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group} - C08G 18/4866: {having a low unsaturation value} - C08G 18/68: Unsaturated polyesters - C08G 18/71: Monoisocyanates or monoisothiocyanates - C08G 18/715: {containing sulfur in addition to isothiocyanate sulfur} - C08G 18/776: {phosphorus} - C08G 18/8175: {with esters of acrylic or alkylacrylic acid having only one group containing active hydrogen} - C08L 75/14: Polyurethanes having carbon-to-carbon unsaturated bonds - G01N 5/04: by removing a component, e.g. by evaporation, and weighing the remainder - G03F 7/001: {Phase modulating patterns, e.g. refractive index patterns} - G03F 7/027: Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds (G03F7/075 takes precedence) - G03F 7/035: the binders being polyurethanes - G03H 1/02: Details {of features involved during the holographic process; Replication of holograms without interference recording} - G11B 7/24044: for storing optical interference patterns, e.g. holograms; for storing data in three dimensions [3D], e.g. volume storage (G11B7/24038 takes precedence) - G11B 7/245: containing a polymeric component - G11B 7/26: Apparatus or processes specially adapted for the manufacture of record carriers - G03H 2001/0264: {Organic recording material} - G03H 2227/04: Production line for mass production - G03H 2260/12: Photopolymer - G03H 2260/54: Photorefractive reactivity wherein light induces photo-generation, redistribution and trapping of charges then a modification of refractive index, e.g. photorefractive polymer - G03H: HOLOGRAPHIC PROCESSES OR APPARATUS (holograms, e.g. point holograms, used as ordinary optical elements G02B5/32; producing stereoscopic or other three-dimensional effects G02B30/00; diffraction-grating systems G02B27/44; systems using moiré fringes G02B27/60; optical logic elements G02F3/00; stereo-photography G03B35/00; photosensitive materials or processes for photographic purposes G03C; {stereo-photographic or similar processes G03C9/00}; apparatus for processing exposed photographic materials G03D; analogue computers performing mathematical operations with the aid of optical elements G06E3/00; authentication by radiation, of concealed information carried by holograms or diffraction gratings G06K19/16; holographic storage G11B7/0065, G11C13/04; {stereoscopic or other three dimensional effects in television systems H04N13/00}) - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) - G01N: INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES (measuring or testing apparatus or processes other than immunoassay, involving enzymes or microorganisms C12M, C12Q) - G03F: PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR; (phototypographic composing devices B41B; photosensitive materials or processes for photographic purposes G03C; electrophotography, sensitive layers or processes therefor G03G) - G11B: INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER (recording measured values in a way that does not require playback through a transducer G01D9/00; recording or playback apparatus using mechanically marked tape, e.g. punched paper tape, or using unit records, e.g. punched or magnetically marked cards G06K; transferring data from one type of record carrier to another G06K1/18; circuits for coupling output of reproducer to radio receiver H04B1/20; gramophone pick-ups or like acoustic electromechanical transducers or circuits therefor H04R) ## Abstract The invention relates to a method for producing holographic media, wherein a photopolymer formulation comprising matrix polymers, writing monomers, a photoinitiator system, and optionally auxiliary materials and additives as components is provided, the photopolymer formulation is applied as a coating on the surface of a carrier film and the photopolymer formulation is dried on the carrier film at a temperature XXYY DEG C, wherein only those compounds having TGA 95 values >100 DEG C. and at least 30 DEG C. above the temperature T are selected as components for the photopolymer formulation. The invention further relates to a holographic medium that can be obtained by means of the method according to the invention. ## Claims ### Claim 1 A process for producing holographic media comprising: determining the TGA 95 of compounds useful as components for a photopolymer formulation, i) providing the photopolymer formulation comprising: A) matrix polymers, B) writing monomers, C) a photoinitiator system, D) optionally a non-photopolymerizable component, and E) optionally catalysts, free radical stabilizers, solvents, additives and other auxiliaries and/or additives; ii) applying the photopolymer formulation as a layer to a substrate film; and iii) drying the photopolymer formulation on the substrate film at a temperature (T) of between 60 to 120° C.; wherein the components chosen for the photopolymer formulation are only compounds having a TGA 95 value greater than 100° C. and are at least 30° C. above the temperature (T), and wherein the TGA 95 values of the individual components are determined by weighing an amount of about 10 mg of the sample of the respective component into a small aluminium pan having a volume of 70 μl, introducing the small aluminium pan an oven of a thermobalance, and measuring the loss of mass of the sample in the open small aluminium pan at a constant oven heating rate of 20 K/min, the start temperature of the oven being 30° C. and the end temperature 600° C., the oven being flushed with a 200 ml/min nitrogen stream during the determination and the temperature at which a loss of mass of the sample of 5% by weight, based on the originally weighed in amount of the sample, has occurred being determined as the TGA 95 value of the respective component. ### Claim 2 (depends on 1) The process according to claim 1, wherein the photopolymer formulation is dried at a temperature of between 70 to 100° C. ### Claim 3 (depends on 1) The process according to claim 1, wherein the matrix polymers comprise polyurethanes. ### Claim 4 (depends on 3) The process according to claim 3, wherein the polyurethanes are obtained by reacting an isocyanate component a) and an isocyanate-reactive component b). ### Claim 5 (depends on 1) The process according to claim 1, wherein the writing monomers comprise acrylates and/or methacrylates. ### Claim 6 (depends on 1) The process according to claim 1, wherein the writing monomers comprise a combination of a monofunctional and a polyfunctional writing monomer. ### Claim 7 (depends on 6) The process according to claim 6, wherein the monofunctional writing monomer has the formula (II) wherein R1, R2, R3, R4, and R5, in each case independently of one another, represent a hydrogen or halogen atom or a C1-C6-alkyl, trifluoromethyl, C1-C6-alkylthio, C1-C6-alkylseleno, C1-C6-alkyltelluro or nitro group, with the proviso that at least one substituent of the group R1, R2, R3, R4, R5 is not hydrogen, R6, R7, in each case independently of one another, represent hydrogen or a C1-C6-alkyl group, and A represents a saturated or unsaturated or linear or branched C1-C6-alkyl radical or a polyethylene oxide radical or a polypropylene oxide radical having in each case 2-6 repeating units in the polymer chain. ### Claim 8 (depends on 7) The process according to claim 7, wherein the monofunctional writing monomer has a glass transition temperature of less than 0° C. and a refractive index of greater than 1.50 at 405 nm. ### Claim 9 (depends on 1) The process according to claim 1, wherein the photopolymer formulation comprises urethanes as a plasticizer. ### Claim 10 (depends on 9) The process according to claim 9, wherein the urethanes are substituted by at least one fluorine atom. ### Claim 11 (depends on 10) The process according to claim 10, wherein the urethanes have the formula (IV). wherein n is from 1 to 8 and R10, R11, R12, independently of one another, represent hydrogen or linear, branched, cyclic or heterocyclic organic radicals which are unsubstituted or optionally also substituted by heteroatoms. ### Claim 12 (depends on 11) The process according to claim 11, wherein at least one of the radicals R10, R11, R12 are substituted by at least one fluorine atom. ### Claim 13 (depends on 11) The process according to claim 11, wherein R10 represents an organic radical having at least one fluorine atom. ### Claim 14 (depends on 1) The process according to claim 1, wherein the photoinitiator system comprises an anionic, cationic or neutral dye and a coinitiator. ### Claim 15 (depends on 1) The process according to claim 1, wherein the photopolymer formulation is applied as a film to a substrate film and the film is covered by a protective film.