# US 10,308,768 B2 · Poly- or prepolymer composition, or embossing lacquer comprising such a composition and use thereof > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,308,768 B2 - Document ID: US10308768B2 - Status: Granted - Kind: B2 - Application number: 15/534,392 - Filed: 2015-12-09 - Published: 2017-12-07 - Granted: 2019-06-04 - Earliest claimed: 2014-12-10 - Assignees: Joanneum Research Forschungsgesellschaft mbH - Applicants: Joanneum Research Forschungsgesellschaft mbH - Inventors: Dieter Nees; Markus Leitgeb; Barbara Stadlober; Stephan Ruttloff; Andre Lintschnig; Valentin Satzinger - Web page: https://patentgrep.com/patent/US10308768B2 ## CPC - C08G 75/045: from mercapto compounds and unsaturated compounds - G03F 7/0002: {Lithographic processes using patterning methods other than those involving the exposure to radiation, e.g. by stamping} - G03F 7/0046: {with perfluoro compounds, e.g. for dry lithography (G03F7/0048 takes precedence)} - G03F 7/027: Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds (G03F7/075 takes precedence) - G03F 7/0275: {with dithiol or polysulfide compounds} - G03F 7/029: Inorganic compounds; Onium compounds; Organic compounds having hetero atoms other than oxygen, nitrogen or sulfur - G03F 7/031: Organic compounds not covered by group G03F7/029 - G03F 7/0757: {Macromolecular compounds containing Si-O, Si-C or Si-N bonds (G03F7/0752 takes precedence)} - B82Y 40/00: Manufacture or treatment of nanostructures - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - 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) - B82Y: SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES ## Abstract With a prepolymer composition containing at least one mono or oligomer component with at least one polymerizable C—C double bond as well as at least one multifunctional monomer component, the multifunctional monomer component a multifunctional monomer component is contained with at least two thiol groups selected from the group: 3-Mercaptopropionates, 3-Mercaptoacetates, thioglycolates, and alkylthiols, wherein the mono or oligomer component with at least one polymerizable double bond is selected from the group acrylates, methyl acrylates, vinyl ethers, allyl ethers, propenyl ethers, alkenes, dienes, unsaturated esters, allyl triazines, allyl isocyanates, and N-vinyl amides, and wherein at least one surface-active anti-adhesive additive selected from the group alkyl (meth)acrylates, polysiloxane (meth)acrylates, perfluoroalkyl (meth)acrylates, perfluoropolyether (meth)acrylates, alkyl vinyl ethers, polysiloxane vinyl ethers, perfluoroalkyl vinyl ethers, and perfluoropolyether vinyl ethers, as well as a photoinitiator are contained, as well as the use thereof. ## Claims ### Claim 1 A prepolymer composition containing at least one monomer or oligomer component having at least one polymerizable C—C double bond as well as at least one multifunctional monomer component, wherein the multifunctional monomer component contains at least two thiol groups selected from the group consisting of: 3-Mercaptopropionates, 3-mercaptoacetates, thioglycolates, and alkyl thiols, wherein the monomer or oligomer component having at least one polymerizable double bond is selected from the group consisting of acrylates, methyl acrylates, vinyl ethers, allyl ethers, propenyl ethers, alkenes, dienes, unsaturated ester, allyl triazines, allyl isocyanates, and N-vinyl amides, and wherein at least one surface-active anti-adhesive additive selected from the group consisting of alkyl-(meth)acrylates, poly-siloxane (meth)acrylates, perfluoroalkyl (meth)acrylates, perfluoropolyether (meth)acrylates, alkyl vinyl ethers, polysiloxane vinyl ethers, perfluoroalkyl vinyl ethers, and perfluoropolyether vinyl ethers, as well as one photoinitiator are included, wherein the multifunctional monomer component having at least two thiol groups is contained in a quantity of 5 wt % to 30 wt %, the two monomer or oligomer components having at least one polymerizable double bond are contained in a total quantity of 10 wt % to 50 wt %, and the surface-active anti-adhesive additive is contained in a quantity of 0.1 wt % to 3 wt %. ### Claim 2 (depends on 1) The prepolymer composition according to claim 1, wherein a urethane acrylate oligomer with a molecular weight between approximately 300 g/mol and 2500 g/mol is used as a monomer or oligomer component having at least one polymerizable double bond. ### Claim 3 (depends on 2) The prepolymer composition according to claim 2, wherein the monomer or oligomer components having at least one polymerizable double bond are selected from the group consisting of bifunctional urethane acrylate oligomers with a molecular weight between 300 g/mol and 1200 g/mol, trifunctional urethane acrylate oligomers with a molecular weight between 450 g/mol and 1750 g/mol, and tetrafunctional urethane acrylate oligomers with a molecular weight between approximately 500 g/mol and 2500 g/mol. ### Claim 4 (depends on 1) The prepolymer composition according to claim 1, wherein the photoinitiator is selected from the group consisting of thioxanthones, ketosulfones, (alkyl-)benzyl phenyl phosphine oxides, 1-Hydroxy alkyl phenyl ketones or 2,2-Dimethoxy-1,2-diphenyl-ethane-1-on. ### Claim 5 (depends on 4) The prepolymer composition according to claim 4, wherein the photo-initiator is contained in a quantity of 0.1 wt % to 10 wt %. ### Claim 6 (depends on 1) The prepolymer composition according to claim 1, wherein at least one monomer component having at least one polymerizable double bond is a reactive thinner. ### Claim 7 (depends on 6) The prepolymer composition according to claim 6, wherein the reactive thinner is selected from the group consisting of aliphatic (meth)acrylates or polyether (meth)acrylates. ### Claim 8 (depends on 7) The prepolymer composition according to claim 7, wherein at least one multifunctional aliphatic or polyether(meth)acrylate is contained as a reactive thinner. ### Claim 9 (depends on 1) The prepolymer composition according to claim 1, wherein the composition has a viscosity of 0.01 Pas to 1 Pas. ### Claim 10 (depends on 1) The prepolymer composition according to claim 1, wherein an additive containing silicone or fluoride selected from the group consisting of monomer or polyfunctional polydimethylsiloxane (meth)acrylates, perfluoro-n-alkyl (meth) acrylates or perfluoropolyether (meth) acrylates in a quantity of 0.1 wt % to 3 wt % is a surface-active anti-adhesive additive. ### Claim 11 (depends on 1) The prepolymer composition according to claim 1, wherein the composition is used as an embossing lacquer, and wherein the hardened prepolymer composition has a modulus of elasticity between 50 MPa and 5 GPa. ### Claim 12 (depends on 11) The prepolymer composition according to claim 11, wherein the embossing lacquer has a surface energy of 10 mJ/m2 to 60 mJ/m2. ### Claim 13 (depends on 11) The prepolymer composition according to claim 11 for manufacturing self-moldable embossing stamps for UV imprinting largely identical types of polymers. ### Claim 14 (depends on 11) The prepolymer composition according to claim 11, wherein the composition is used for continual structuring and in situ UV hardening in a roll-to-roll imprint process. ### Claim 15 (depends on 5) The prepolymer composition according to claim 5, wherein the photoinitiator is contained in a quantity of 0.5wt % to 5 wt %. ### Claim 16 (depends on 7) The prepolymer composition according to claim 7, wherein the reactive thinner is HDDA or TMP(EO)xTA. ### Claim 17 (depends on 8) The prepolymer composition according to claim 8, wherein the multifunctional aliphatic or polyether(meth)acrylate is TMP(EO)9TA, TMP(EO)6TA, TMP(EO)3TA or TMPTA.