CA2448380A1 - Laser marking method - Google Patents
Laser marking method Download PDFInfo
- Publication number
- CA2448380A1 CA2448380A1 CA002448380A CA2448380A CA2448380A1 CA 2448380 A1 CA2448380 A1 CA 2448380A1 CA 002448380 A CA002448380 A CA 002448380A CA 2448380 A CA2448380 A CA 2448380A CA 2448380 A1 CA2448380 A1 CA 2448380A1
- Authority
- CA
- Canada
- Prior art keywords
- methyl
- polymeric material
- alkyl
- substituted
- stands
- 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.)
- Abandoned
Links
- 238000000034 method Methods 0.000 title claims abstract description 18
- 238000010330 laser marking Methods 0.000 title description 5
- 239000002253 acid Substances 0.000 claims abstract description 34
- 239000000463 material Substances 0.000 claims abstract description 34
- 238000004040 coloring Methods 0.000 claims abstract description 4
- 239000004615 ingredient Substances 0.000 claims abstract description 4
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 claims description 34
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 19
- 125000000623 heterocyclic group Chemical group 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
- 229910052760 oxygen Inorganic materials 0.000 claims description 13
- 229910052717 sulfur Inorganic materials 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 125000004122 cyclic group Chemical group 0.000 claims description 7
- 125000006413 ring segment Chemical group 0.000 claims description 7
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 claims description 5
- FLFWJIBUZQARMD-UHFFFAOYSA-N 2-mercapto-1,3-benzoxazole Chemical compound C1=CC=C2OC(S)=NC2=C1 FLFWJIBUZQARMD-UHFFFAOYSA-N 0.000 claims description 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 150000002596 lactones Chemical class 0.000 claims description 3
- VNDCJUYCWFLPPM-UHFFFAOYSA-N 4-hydroxy-3h-1,3-benzoxazole-2-thione Chemical compound OC1=CC=CC2=C1NC(=S)O2 VNDCJUYCWFLPPM-UHFFFAOYSA-N 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 5
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 3
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 claims 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- CMLFRMDBDNHMRA-UHFFFAOYSA-N 2h-1,2-benzoxazine Chemical compound C1=CC=C2C=CNOC2=C1 CMLFRMDBDNHMRA-UHFFFAOYSA-N 0.000 claims 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical group C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 claims 1
- -1 acids compounds Chemical class 0.000 description 75
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 58
- 229920001577 copolymer Polymers 0.000 description 43
- 229940044603 styrene Drugs 0.000 description 30
- 229920000642 polymer Polymers 0.000 description 24
- 239000000203 mixture Substances 0.000 description 22
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 16
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 15
- 239000005977 Ethylene Substances 0.000 description 15
- 239000004743 Polypropylene Substances 0.000 description 12
- 229920001684 low density polyethylene Polymers 0.000 description 11
- 239000004702 low-density polyethylene Substances 0.000 description 11
- 239000004952 Polyamide Substances 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 10
- 239000004700 high-density polyethylene Substances 0.000 description 9
- 229920002647 polyamide Polymers 0.000 description 9
- 239000004417 polycarbonate Substances 0.000 description 9
- 239000005062 Polybutadiene Substances 0.000 description 8
- 229920001903 high density polyethylene Polymers 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- 239000000178 monomer Substances 0.000 description 8
- 229920002857 polybutadiene Polymers 0.000 description 8
- 239000004800 polyvinyl chloride Substances 0.000 description 8
- 229920000915 polyvinyl chloride Polymers 0.000 description 8
- 229920002554 vinyl polymer Polymers 0.000 description 8
- 239000004698 Polyethylene Substances 0.000 description 7
- 150000001993 dienes Chemical class 0.000 description 7
- 229920006324 polyoxymethylene Polymers 0.000 description 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 7
- 150000007513 acids Chemical class 0.000 description 6
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 6
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 6
- 150000002431 hydrogen Chemical class 0.000 description 6
- 229920000515 polycarbonate Polymers 0.000 description 6
- 229920000139 polyethylene terephthalate Polymers 0.000 description 6
- 239000005020 polyethylene terephthalate Substances 0.000 description 6
- 229920001155 polypropylene Polymers 0.000 description 6
- 239000004721 Polyphenylene oxide Substances 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 238000012505 colouration Methods 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- 229920001519 homopolymer Polymers 0.000 description 5
- 229920000728 polyester Polymers 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
- 229920006380 polyphenylene oxide Polymers 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 229920000092 linear low density polyethylene Polymers 0.000 description 4
- 239000004707 linear low-density polyethylene Substances 0.000 description 4
- 229940095050 propylene Drugs 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
- 125000004076 pyridyl group Chemical group 0.000 description 4
- 229920001897 terpolymer Polymers 0.000 description 4
- 229920002943 EPDM rubber Polymers 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 229920000877 Melamine resin Polymers 0.000 description 3
- 229920002396 Polyurea Polymers 0.000 description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
- 229920001585 atactic polymer Polymers 0.000 description 3
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 3
- 229920006242 ethylene acrylic acid copolymer Polymers 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 150000005673 monoalkenes Chemical class 0.000 description 3
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 3
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- XAAILNNJDMIMON-UHFFFAOYSA-N 2'-anilino-6'-(dibutylamino)-3'-methylspiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound C=1C(N(CCCC)CCCC)=CC=C(C2(C3=CC=CC=C3C(=O)O2)C2=C3)C=1OC2=CC(C)=C3NC1=CC=CC=C1 XAAILNNJDMIMON-UHFFFAOYSA-N 0.000 description 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- ZMYXVVLVLCQKQN-UHFFFAOYSA-N 3',6,6'-tris(diethylamino)spiro[2-benzofuran-3,9'-fluorene]-1-one Chemical compound C12=CC=C(N(CC)CC)C=C2C2=CC(N(CC)CC)=CC=C2C21OC(=O)C1=CC(N(CC)CC)=CC=C21 ZMYXVVLVLCQKQN-UHFFFAOYSA-N 0.000 description 2
- RMZZBGUNXMGXCD-UHFFFAOYSA-N 3',6,6'-tris(dimethylamino)spiro[2-benzofuran-3,9'-fluorene]-1-one Chemical compound C12=CC=C(N(C)C)C=C2C2=CC(N(C)C)=CC=C2C21OC(=O)C1=CC(N(C)C)=CC=C21 RMZZBGUNXMGXCD-UHFFFAOYSA-N 0.000 description 2
- CONFUNYOPVYVDC-UHFFFAOYSA-N 3,3-bis(1-ethyl-2-methylindol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC=C2C(C3(C4=CC=CC=C4C(=O)O3)C3=C(C)N(C4=CC=CC=C43)CC)=C(C)N(CC)C2=C1 CONFUNYOPVYVDC-UHFFFAOYSA-N 0.000 description 2
- XOEUNIAGBKGZLU-UHFFFAOYSA-N 3,3-bis(2-methyl-1-octylindol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC=C2C(C3(C4=CC=CC=C4C(=O)O3)C3=C(C)N(C4=CC=CC=C43)CCCCCCCC)=C(C)N(CCCCCCCC)C2=C1 XOEUNIAGBKGZLU-UHFFFAOYSA-N 0.000 description 2
- ABJAMKKUHBSXDS-UHFFFAOYSA-N 3,3-bis(6-amino-1,4-dimethylcyclohexa-2,4-dien-1-yl)-2-benzofuran-1-one Chemical compound C1=CC(C)=CC(N)C1(C)C1(C2(C)C(C=C(C)C=C2)N)C2=CC=CC=C2C(=O)O1 ABJAMKKUHBSXDS-UHFFFAOYSA-N 0.000 description 2
- UFPJLFNADVHTGA-UHFFFAOYSA-N 7-[4-(2-cyclohexylethylamino)-2-methoxyphenyl]-7-(1-ethyl-2-methylindol-3-yl)furo[3,4-b]pyridin-5-one Chemical compound C12=CC=CC=C2N(CC)C(C)=C1C1(C2=NC=CC=C2C(=O)O1)C(C(=C1)OC)=CC=C1NCCC1CCCCC1 UFPJLFNADVHTGA-UHFFFAOYSA-N 0.000 description 2
- RCVMSMLWRJESQC-UHFFFAOYSA-N 7-[4-(diethylamino)-2-ethoxyphenyl]-7-(1-ethyl-2-methylindol-3-yl)furo[3,4-b]pyridin-5-one Chemical compound CCOC1=CC(N(CC)CC)=CC=C1C1(C=2C3=CC=CC=C3N(CC)C=2C)C2=NC=CC=C2C(=O)O1 RCVMSMLWRJESQC-UHFFFAOYSA-N 0.000 description 2
- NLCOOYIZLNQIQU-UHFFFAOYSA-N 7-[4-(diethylamino)-2-ethoxyphenyl]-7-(2-methyl-1-octylindol-3-yl)furo[3,4-b]pyridin-5-one Chemical compound C12=CC=CC=C2N(CCCCCCCC)C(C)=C1C1(C2=NC=CC=C2C(=O)O1)C1=CC=C(N(CC)CC)C=C1OCC NLCOOYIZLNQIQU-UHFFFAOYSA-N 0.000 description 2
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 description 2
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- IPAJDLMMTVZVPP-UHFFFAOYSA-N Crystal violet lactone Chemical compound C1=CC(N(C)C)=CC=C1C1(C=2C=CC(=CC=2)N(C)C)C2=CC=C(N(C)C)C=C2C(=O)O1 IPAJDLMMTVZVPP-UHFFFAOYSA-N 0.000 description 2
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 229920010126 Linear Low Density Polyethylene (LLDPE) Polymers 0.000 description 2
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 229920002292 Nylon 6 Polymers 0.000 description 2
- 229920007019 PC/ABS Polymers 0.000 description 2
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- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
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- 239000012190 activator Substances 0.000 description 2
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- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 229920000180 alkyd Polymers 0.000 description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
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- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
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- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 2
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- OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
- FLBAYUMRQUHISI-UHFFFAOYSA-N 1,8-naphthyridine Chemical compound N1=CC=CC2=CC=CN=C21 FLBAYUMRQUHISI-UHFFFAOYSA-N 0.000 description 1
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- UVHXEHGUEKARKZ-UHFFFAOYSA-N 1-ethenylanthracene Chemical class C1=CC=C2C=C3C(C=C)=CC=CC3=CC2=C1 UVHXEHGUEKARKZ-UHFFFAOYSA-N 0.000 description 1
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 1
- JRHWLHPETPZHDD-UHFFFAOYSA-N 1-n,1-n-dibutyl-4-chloro-3-n-fluorobenzene-1,3-diamine Chemical compound CCCCN(CCCC)C1=CC=C(Cl)C(NF)=C1 JRHWLHPETPZHDD-UHFFFAOYSA-N 0.000 description 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical class C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
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Classifications
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- 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
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
- G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/72—Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705
- G03C1/73—Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705 containing organic compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/333—Colour developing components therefor, e.g. acidic compounds
- B41M5/3333—Non-macromolecular compounds
- B41M5/3335—Compounds containing phenolic or carboxylic acid groups or metal salts thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0077—Preparations with possibly reduced vat, sulfur or indigo dyes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/323—Organic colour formers, e.g. leuco dyes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/323—Organic colour formers, e.g. leuco dyes
- B41M5/327—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/323—Organic colour formers, e.g. leuco dyes
- B41M5/327—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
- B41M5/3275—Fluoran compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- General Physics & Mathematics (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Optics & Photonics (AREA)
- General Chemical & Material Sciences (AREA)
- Architecture (AREA)
- Structural Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Thermal Transfer Or Thermal Recording In General (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Dot-Matrix Printers And Others (AREA)
- Paper (AREA)
- Laser Beam Processing (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0114266.0 | 2001-06-12 | ||
| GBGB0114266.0A GB0114266D0 (en) | 2001-06-12 | 2001-06-12 | Laser marking method |
| PCT/EP2002/006105 WO2002101462A1 (en) | 2001-06-12 | 2002-06-04 | Laser marking method |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2448380A1 true CA2448380A1 (en) | 2002-12-19 |
Family
ID=9916404
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002448380A Abandoned CA2448380A1 (en) | 2001-06-12 | 2002-06-04 | Laser marking method |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US7264916B2 (enExample) |
| EP (1) | EP1407322B1 (enExample) |
| JP (1) | JP4077403B2 (enExample) |
| KR (1) | KR100866271B1 (enExample) |
| CN (1) | CN100354750C (enExample) |
| AT (1) | ATE418089T1 (enExample) |
| BR (1) | BR0210343A (enExample) |
| CA (1) | CA2448380A1 (enExample) |
| CZ (1) | CZ200445A3 (enExample) |
| DE (1) | DE60230417D1 (enExample) |
| GB (1) | GB0114266D0 (enExample) |
| IL (2) | IL158925A0 (enExample) |
| MX (1) | MXPA03011066A (enExample) |
| TW (1) | TWI226970B (enExample) |
| WO (1) | WO2002101462A1 (enExample) |
| ZA (1) | ZA200308987B (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7393623B2 (en) | 2001-06-06 | 2008-07-01 | Spectra Systems Corporation | Incorporation of markings in optical media |
| AU2002346244A1 (en) | 2001-06-06 | 2002-12-16 | Spectra Systems Corporation | Marking articles using a covert digitally watermarked image |
| GB0228647D0 (en) * | 2002-12-09 | 2003-01-15 | Ciba Sc Holding Ag | Polyeric material containing a latent acid |
| US20070080146A1 (en) * | 2003-11-10 | 2007-04-12 | Werner Stockum | Coloured laser marking |
| US7727702B2 (en) * | 2004-04-07 | 2010-06-01 | Ciba Specialty Chemicals Corp. | Method of coloring a coating composition |
| KR101193824B1 (ko) * | 2004-07-20 | 2012-10-24 | 시바 홀딩 인크 | 옥심 유도체 및 잠산으로서의 이의 용도 |
| US20060072444A1 (en) * | 2004-09-29 | 2006-04-06 | Engel David B | Marked article and method of making the same |
| US7459259B2 (en) | 2004-09-29 | 2008-12-02 | Sabic Innovative Plastics Ip B.V. | Marked article and method of making the same |
| EP1916278A4 (en) * | 2005-08-18 | 2011-07-20 | Mitsubishi Eng Plastics Corp | POYAMIDE RESIN COMPOSITION FOR LASER MARKING AND LASER MARKED POLYAMIDE RESIN COMPONENTS |
| US20070248781A1 (en) * | 2006-04-25 | 2007-10-25 | Gore Makarand P | Photochemical and photothermal rearrangements for optical data and image recording |
| WO2008022952A1 (en) | 2006-08-24 | 2008-02-28 | Ciba Holding Inc. | Uv-dosis indicators |
| DE102007036623A1 (de) | 2007-07-03 | 2009-01-08 | Giesecke & Devrient Gmbh | Sicherheitsmerkmal und Verfahren zu seiner Herstellung |
| US8120811B2 (en) | 2007-11-21 | 2012-02-21 | Quad/Graphics, Inc. | System and method for adding data to a printed publication |
| EP2240831B1 (en) | 2008-01-24 | 2015-03-25 | Quad/Graphics, Inc. | Printing using color changeable material |
| DE102008019092A1 (de) | 2008-04-16 | 2009-10-22 | Giesecke & Devrient Gmbh | Verfahren zur Herstellung eines Sicherheits- oder Wertdokuments |
| DE102008049848A1 (de) | 2008-10-01 | 2010-04-08 | Tesa Se | Mehrbereichsindikator |
| DE102009011424A1 (de) | 2008-12-22 | 2010-07-01 | Giesecke & Devrient Gmbh | Datenträger mit Durchsichtsbereich |
| KR20110137821A (ko) | 2009-03-30 | 2011-12-23 | 바스프 에스이 | Ｕｖ-조사량 인디케이터 필름 |
| DE102010022990A1 (de) * | 2010-06-08 | 2011-12-08 | Giesecke & Devrient Gmbh | Datenträger mit Merkmalsbereich |
| CN104004426B (zh) * | 2014-06-17 | 2016-08-17 | 上海交通大学 | 一种对紫外光有响应特性的高分子水性涂料 |
| BR112017023170B1 (pt) | 2015-04-29 | 2022-08-16 | Bsn Medical Gmbh | Dispositivo de banho medicinal e seu uso |
| CN107809996A (zh) | 2015-04-29 | 2018-03-16 | Bsn医疗有限公司 | 一氧化氮产生的多步骤方法 |
| DE102015005672A1 (de) | 2015-05-04 | 2016-11-10 | Giesecke & Devrient Gmbh | Sicherheitsmerkmal und Verfahren zu dessen Herstellung |
| DE102016002120A1 (de) | 2016-02-24 | 2017-08-24 | Giesecke & Devrient Gmbh | Sicherheitsmerkmal und Verfahren zu dessen Herstellung |
| DE102016006929A1 (de) | 2016-06-06 | 2017-12-07 | Giesecke+Devrient Currency Technology Gmbh | Sicherheitsmerkmal und Verfahren zu dessen Herstellung |
| DE102016006931A1 (de) | 2016-06-06 | 2017-12-07 | Giesecke+Devrient Currency Technology Gmbh | Sicherheitsmerkmal und Verfahren zu dessen Herstellung |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4343885A (en) | 1978-05-09 | 1982-08-10 | Dynachem Corporation | Phototropic photosensitive compositions containing fluoran colorformer |
| US4552830A (en) * | 1978-05-09 | 1985-11-12 | Dynachem Corporation | Carbonylic halides as activators for phototropic compositions |
| WO1988007222A1 (en) * | 1987-03-19 | 1988-09-22 | Xytronyx, Inc. | Systems for the visualization of exposure to ultraviolet radiation and for the utilization of ultraviolet radiation to effect color changes |
| JP2779559B2 (ja) * | 1991-09-04 | 1998-07-23 | 本田技研工業株式会社 | レーダ装置 |
| US5677107A (en) | 1991-10-02 | 1997-10-14 | Spectra Group Limited, Inc. | Production of three-dimensional objects |
| JP2751089B2 (ja) | 1992-11-30 | 1998-05-18 | 大日本インキ化学工業株式会社 | レーザーマーキング方法及び印刷インキ |
| DE69418826T2 (de) * | 1993-11-22 | 1999-10-21 | Ciba Specialty Chemicals Holding Inc., Basel | Zusammensetzungen zur Herstellung strukturierter Farbbilder und deren Anwendung |
| US5885746A (en) | 1994-12-29 | 1999-03-23 | Tokyo Ohka Kogyo Co., Ltd. | Photosensitive resin composition, photosensitive printing plate using the same and method of manufacturing printing master plate |
| JPH08240908A (ja) * | 1994-12-29 | 1996-09-17 | Tokyo Ohka Kogyo Co Ltd | 感光性樹脂組成物、それを用いた感光性平版印刷版、および平版印刷用版材の製造方法 |
| DE69632168T2 (de) * | 1995-05-12 | 2004-08-12 | Ciba Specialty Chemicals Holding Inc. | Verfahren zum Färben von hochmolekularen organischen Kunststoffen in der Masse mit löslichen phthalocyaninen Precursoren |
| US5568086A (en) * | 1995-05-25 | 1996-10-22 | Motorola, Inc. | Linear power amplifier for high efficiency multi-carrier performance |
| GB0114265D0 (en) * | 2001-06-12 | 2001-08-01 | Ciba Sc Holding Ag | Polymeric material containing a latent acid |
-
2001
- 2001-06-12 GB GBGB0114266.0A patent/GB0114266D0/en not_active Ceased
-
2002
- 2002-06-04 WO PCT/EP2002/006105 patent/WO2002101462A1/en not_active Ceased
- 2002-06-04 JP JP2003504161A patent/JP4077403B2/ja not_active Expired - Fee Related
- 2002-06-04 EP EP02778877A patent/EP1407322B1/en not_active Expired - Lifetime
- 2002-06-04 CA CA002448380A patent/CA2448380A1/en not_active Abandoned
- 2002-06-04 DE DE60230417T patent/DE60230417D1/de not_active Expired - Lifetime
- 2002-06-04 KR KR1020037016213A patent/KR100866271B1/ko not_active Expired - Fee Related
- 2002-06-04 CN CNB028117301A patent/CN100354750C/zh not_active Expired - Fee Related
- 2002-06-04 AT AT02778877T patent/ATE418089T1/de not_active IP Right Cessation
- 2002-06-04 MX MXPA03011066A patent/MXPA03011066A/es active IP Right Grant
- 2002-06-04 CZ CZ200445A patent/CZ200445A3/cs unknown
- 2002-06-04 BR BR0210343-5A patent/BR0210343A/pt not_active IP Right Cessation
- 2002-06-04 IL IL15892502A patent/IL158925A0/xx active IP Right Grant
- 2002-06-04 US US10/479,944 patent/US7264916B2/en not_active Expired - Fee Related
- 2002-06-10 TW TW091112498A patent/TWI226970B/zh not_active IP Right Cessation
-
2003
- 2003-11-18 IL IL158925A patent/IL158925A/en not_active IP Right Cessation
- 2003-11-19 ZA ZA200308987A patent/ZA200308987B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR100866271B1 (ko) | 2008-11-03 |
| IL158925A0 (en) | 2004-05-12 |
| JP4077403B2 (ja) | 2008-04-16 |
| EP1407322A1 (en) | 2004-04-14 |
| KR20040030670A (ko) | 2004-04-09 |
| DE60230417D1 (de) | 2009-01-29 |
| CZ200445A3 (cs) | 2004-04-14 |
| BR0210343A (pt) | 2004-07-20 |
| US7264916B2 (en) | 2007-09-04 |
| EP1407322B1 (en) | 2008-12-17 |
| CN100354750C (zh) | 2007-12-12 |
| JP2004529395A (ja) | 2004-09-24 |
| US20040152008A1 (en) | 2004-08-05 |
| MXPA03011066A (es) | 2004-03-19 |
| WO2002101462A1 (en) | 2002-12-19 |
| TWI226970B (en) | 2005-01-21 |
| ZA200308987B (en) | 2004-06-09 |
| IL158925A (en) | 2008-06-05 |
| ATE418089T1 (de) | 2009-01-15 |
| CN1514952A (zh) | 2004-07-21 |
| GB0114266D0 (en) | 2001-08-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |