EP0106772B1 - Compositions thermographiques et matériaux d'enregistrement thermographique - Google Patents
Compositions thermographiques et matériaux d'enregistrement thermographique Download PDFInfo
- Publication number
- EP0106772B1 EP0106772B1 EP83420117A EP83420117A EP0106772B1 EP 0106772 B1 EP0106772 B1 EP 0106772B1 EP 83420117 A EP83420117 A EP 83420117A EP 83420117 A EP83420117 A EP 83420117A EP 0106772 B1 EP0106772 B1 EP 0106772B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- saccharin
- thermographic
- composition according
- black
- color
- 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.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title claims description 42
- 239000000463 material Substances 0.000 title 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 claims description 41
- 235000019204 saccharin Nutrition 0.000 claims description 28
- 229940081974 saccharin Drugs 0.000 claims description 27
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 claims description 27
- 239000000975 dye Substances 0.000 claims description 13
- -1 nitro, amino Chemical group 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 150000001450 anions Chemical class 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 4
- 239000011230 binding agent Substances 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 239000001993 wax Substances 0.000 claims description 4
- 150000008371 chromenes Chemical class 0.000 claims description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 3
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 3
- 125000005506 phthalide group Chemical group 0.000 claims description 3
- 239000000049 pigment Substances 0.000 claims description 3
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 claims description 3
- TZMSYXZUNZXBOL-UHFFFAOYSA-N 10H-phenoxazine Chemical compound C1=CC=C2NC3=CC=CC=C3OC2=C1 TZMSYXZUNZXBOL-UHFFFAOYSA-N 0.000 claims description 2
- 229910052793 cadmium Inorganic materials 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000000945 filler Substances 0.000 claims description 2
- 229910052748 manganese Inorganic materials 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 229950000688 phenothiazine Drugs 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims 2
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims 1
- 150000001843 chromanes Chemical class 0.000 claims 1
- 125000000686 lactone group Chemical group 0.000 claims 1
- 239000011572 manganese Substances 0.000 claims 1
- 150000001457 metallic cations Chemical class 0.000 claims 1
- CPRRHERYRRXBRZ-SRVKXCTJSA-N methyl n-[(2s)-1-[[(2s)-1-hydroxy-3-[(3s)-2-oxopyrrolidin-3-yl]propan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate Chemical compound COC(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CO)C[C@@H]1CCNC1=O CPRRHERYRRXBRZ-SRVKXCTJSA-N 0.000 claims 1
- 125000001484 phenothiazinyl group Chemical class C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 claims 1
- 239000011701 zinc Substances 0.000 claims 1
- 239000004246 zinc acetate Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 description 14
- 238000001035 drying Methods 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 9
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 7
- 238000003490 calendering Methods 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 239000003086 colorant Substances 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 229920000298 Cellophane Polymers 0.000 description 4
- 229920002472 Starch Polymers 0.000 description 4
- 150000001768 cations Chemical class 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 229910052709 silver Inorganic materials 0.000 description 4
- 239000004332 silver Substances 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- 0 C(CC1)CC11*CCC1 Chemical compound C(CC1)CC11*CCC1 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 125000003016 chromanyl group Chemical class O1C(CCC2=CC=CC=C12)* 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 125000000623 heterocyclic group Chemical group 0.000 description 3
- 150000002596 lactones Chemical class 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000005995 Aluminium silicate Substances 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 235000010724 Wisteria floribunda Nutrition 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000008064 anhydrides Chemical class 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
- 239000002270 dispersing agent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003063 flame retardant Substances 0.000 description 2
- MDQRDWAGHRLBPA-UHFFFAOYSA-N fluoroamine Chemical compound FN MDQRDWAGHRLBPA-UHFFFAOYSA-N 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 150000003951 lactams Chemical class 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000010944 pre-mature reactiony Methods 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000001454 recorded image Methods 0.000 description 2
- 230000033458 reproduction Effects 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- 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 1
- ZNBZDQFHWPHFOX-UHFFFAOYSA-N 2-[2-(2-hydroxyphenyl)heptan-2-yl]phenol Chemical compound C=1C=CC=C(O)C=1C(C)(CCCCC)C1=CC=CC=C1O ZNBZDQFHWPHFOX-UHFFFAOYSA-N 0.000 description 1
- 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 1
- ZKUWHPNJONEJEE-UHFFFAOYSA-N 3-[4-(dimethylamino)phenyl]-3-(2-methyl-1h-indol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC(N(C)C)=CC=C1C1(C=2C3=CC=CC=C3NC=2C)C2=CC=CC=C2C(=O)O1 ZKUWHPNJONEJEE-UHFFFAOYSA-N 0.000 description 1
- RNRINRUTVAFUCG-UHFFFAOYSA-N 5-(dimethylamino)-3,3-bis(1,2-dimethylindol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC=C2C(C3(C=4C5=CC=CC=C5N(C)C=4C)OC(=O)C4=CC=C(C=C43)N(C)C)=C(C)N(C)C2=C1 RNRINRUTVAFUCG-UHFFFAOYSA-N 0.000 description 1
- ZKIANJBTYMAVTC-UHFFFAOYSA-N 5-(dimethylamino)-3,3-bis(2-phenyl-1h-indol-3-yl)-2-benzofuran-1-one Chemical compound C12=CC(N(C)C)=CC=C2C(=O)OC1(C=1C2=CC=CC=C2NC=1C=1C=CC=CC=1)C(C1=CC=CC=C1N1)=C1C1=CC=CC=C1 ZKIANJBTYMAVTC-UHFFFAOYSA-N 0.000 description 1
- KJFCMURGEOJJFA-UHFFFAOYSA-N 5-(dimethylamino)-3,3-bis(9-ethylcarbazol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC=C2C3=CC(C4(C5=CC(=CC=C5C(=O)O4)N(C)C)C=4C=C5C6=CC=CC=C6N(C5=CC=4)CC)=CC=C3N(CC)C2=C1 KJFCMURGEOJJFA-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical class CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- QYLJIYOGHRGUIH-CIUDSAMLSA-N Arg-Ile Chemical compound CC[C@H](C)[C@@H](C(O)=O)NC(=O)[C@@H](N)CCCNC(N)=N QYLJIYOGHRGUIH-CIUDSAMLSA-N 0.000 description 1
- 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 1
- 241001415961 Gaviidae Species 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 229920001744 Polyaldehyde Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 241000135309 Processus Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- ZKURGBYDCVNWKH-UHFFFAOYSA-N [3,7-bis(dimethylamino)phenothiazin-10-yl]-phenylmethanone Chemical compound C12=CC=C(N(C)C)C=C2SC2=CC(N(C)C)=CC=C2N1C(=O)C1=CC=CC=C1 ZKURGBYDCVNWKH-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 229910021502 aluminium hydroxide Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- JPNZKPRONVOMLL-UHFFFAOYSA-N azane;octadecanoic acid Chemical class [NH4+].CCCCCCCCCCCCCCCCCC([O-])=O JPNZKPRONVOMLL-UHFFFAOYSA-N 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 1
- 230000003139 buffering effect Effects 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 229940105329 carboxymethylcellulose Drugs 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- UFULAYFCSOUIOV-UHFFFAOYSA-N cysteamine Chemical compound NCCS UFULAYFCSOUIOV-UHFFFAOYSA-N 0.000 description 1
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000002565 electrocardiography Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 150000002193 fatty amides Chemical class 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 229910001679 gibbsite Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 230000003902 lesion Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- VOEYXMAFNDNNED-UHFFFAOYSA-N metolcarb Chemical compound CNC(=O)OC1=CC=CC(C)=C1 VOEYXMAFNDNNED-UHFFFAOYSA-N 0.000 description 1
- JRNGUTKWMSBIBF-UHFFFAOYSA-N naphthalene-2,3-diol Chemical compound C1=CC=C2C=C(O)C(O)=CC2=C1 JRNGUTKWMSBIBF-UHFFFAOYSA-N 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000002990 phenothiazines Chemical class 0.000 description 1
- 150000003017 phosphorus Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 238000006479 redox reaction Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N zinc oxide Inorganic materials [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- B41M5/124—Duplicating or marking methods; Sheet materials for use therein using pressure to make a masked colour visible, e.g. to make a coloured support visible, to create an opaque or transparent pattern, or to form colour by uniting colour-forming components
- B41M5/132—Chemical colour-forming components; Additives or binders therefor
- B41M5/155—Colour-developing components, e.g. acidic compounds; Additives or binders therefor; Layers containing such colour-developing components, additives or binders
-
- 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
Definitions
- the present invention relates to new thermographic recording compositions, as well as the thermographic recording systems obtained from these compositions.
- X represents H or a group having a labile H capable of forming a stable anion upon loss of an H + proton
- M + represents a metal c
- X represents H, -OH, (CH 2 ) m ⁇ OH. with 1 ⁇ m ⁇ 10, or: the hydrogen atom being particularly preferred.
- these saccharin derivatives or their salts react with the color generator to give an irreversible coloring.
- These two types of products are packaged on a medium (paper or other) which can be used in all devices with a thermal information display system: for example calculator printers, medical and industrial watch devices, fax machines, etc.
- thermoreactive compositions All these uses have nothing to do with the use which is the subject of the present invention: developer of color generators in thermoreactive compositions.
- thermoreactive compositions an entirely different family of compounds could be used as a developer in association with conventional dye precursors.
- salts are obtained by direct reaction of the saccharin derivative with a suitable metal salt, thus, for example, the salts of the following metals: Cu, Cd, Co, Fe (II), Ni, Mn, Zn.
- All these different constituents are ground, emulsified or dissolved in the medium and coated in one or more layers on a paper or other support (plastic for example).
- a paper or other support plastic for example
- the color generator and the color developer are ground separately, so as to avoid any premature reaction.
- the two dispersions being mixed before coating in the case of a coating in one layer.
- the nature, the grammage of the support, as well as the number and the thickness of the layers and their method of coating depend on the intended use, as well as on the desired effect, and are easily determined by a person skilled in the art. .
- compositions are ground separately:
- the paper After drying and calendering, the paper is used on a XEROX 485 fax machine. We obtain a good quality of restitution of the original, with black densities from 0.90 to 1.00. These densities are measured by reflection with a GAM RD 144 densitometer (WRATTEN filter No. 106).
- compositions are ground separately: and: Then, the following mixture is prepared: which is coated at a rate of approximately 6.5 g / m 2 sec on a paper of 55 g / m 2 . After drying and calendering, this paper is used on an office calculating machine with thermal printer OLIVETTI LOGOS n ° 7.
- the blue trace has a density of 1.0 (densitometer GAM RD 144, WRATTEN filter n ° 106).
- the paper reaction threshold is very marked and is around 85 ° C.
- composition is ground in a homogeneous manner:
- This layer is deposited at a rate of 4 g / m 2 sec on a 55 g / m 2 paper support and then, after drying, the following composition, previously ground, is deposited over it, at a rate of approximately 3 g / m 2 sec. :
- this paper After drying and possibly calendering, this paper is used in a device for recording EKGs of the "cardiopan 571" type from PHILIPS and makes it possible to obtain a very finely resolved black line, whatever the speed of the paper 50, 25 or 10 mm / s.
- the density of the trace is 1.15 (GAM RD 144 densitometer, WRATTEN filter No. 106).
- composition is ground in a homogeneous manner:
- This layer is deposited at a rate of 4 g / m 2 on a Terphane polyester support from RHONE POULENC 100 ⁇ m thick. After drying, the following composition, deposited beforehand, is deposited over, at a rate of approximately 3 g / m 2 sec:
- thermoreactive film After drying and possibly calendering, this thermoreactive film is tested on a “Thermotest device from the company SETARAM (LYON). We obtain red traces of density 1.4 (GAM RD 144 densitometer, green WRATTEN filter n ° 581). The reaction threshold for this paper is well marked and is around 85 ° C.
- composition is dispersed in a homogeneous manner, after having ground the color-former and the saccharin separately, the other constituents being distributed equitably between the two grindings:
- This layer is deposited on a paper of 50 g / m 2 at a rate of 6.5 g / m 2. After drying and calendering, this paper is used on a thermal printer ANDERSON-JACOBSON AJ 630 (10 characters per inch and 6 lines per inch) and allows us to obtain blue records with a density of 1.0 to 0.85, depending on the speed selected: 10, 15 or 30 characters per second (densitometer GAM RD 144, WRATTEN filter n ° 106) .
- the reaction threshold is very marked and is around 95 ° C.
- Example 2 This example is identical to Example 1, except that the saccharin ... 97 g is replaced in the grinding (1) by:
- composition is ground in a homogeneous manner:
- This composition is deposited at a rate of 4 g / m 2 sec on a 55 g / m 2 paper support. Then, after drying, the following composition, previously ground, is deposited over, at a rate of approximately 3 g / m 2 sec:
- this paper After drying and calendering, this paper is used in an apparatus for recording electrocardiograms of the "Cardiopan 571" type from PHILIPS and makes it possible to obtain a dark brown trace very finely resolved, whatever the speed of movement of the paper: 50, 25 or 10 mm / s.
- the density of the trace is 0.90 (densitometer GAM RD 144, WRATTEN filter n ° 106).
- compositions are ground separately: Then the following mixture is prepared: which is coated, at a rate of approximately 6.5 g / m 2 sec, on a paper of 50 g / m 2. After drying and calendering, this paper is used on a desktop calculating machine with thermal printer HEWLETT-PACKARD 97 The slightly reddish black trace has a density of 1.15 (GAM RD 144 densitometer, WRATTEN filter n ° 106).
- compositions have good light and storage stability under ambient temperature and humidity conditions, as well as under more severe conditions, at high humidity for example.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Color Printing (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR8212845A FR2530191B1 (fr) | 1982-07-16 | 1982-07-16 | Nouveaux developpeurs de couleur a base de saccharine et/ou de derives de saccharine, compositions d'enregistrement thermographique les contenant et supports correspondants |
FR8212845 | 1982-07-16 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0106772A1 EP0106772A1 (fr) | 1984-04-25 |
EP0106772B1 true EP0106772B1 (fr) | 1987-03-25 |
Family
ID=9276226
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP83420117A Expired EP0106772B1 (fr) | 1982-07-16 | 1983-07-13 | Compositions thermographiques et matériaux d'enregistrement thermographique |
Country Status (5)
Country | Link |
---|---|
US (1) | US4536219A (enrdf_load_stackoverflow) |
EP (1) | EP0106772B1 (enrdf_load_stackoverflow) |
JP (1) | JPS5933189A (enrdf_load_stackoverflow) |
DE (1) | DE3370460D1 (enrdf_load_stackoverflow) |
FR (1) | FR2530191B1 (enrdf_load_stackoverflow) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4608579A (en) * | 1984-05-25 | 1986-08-26 | Ricoh Company, Ltd. | Thermosensitive recording material |
JPH0667671B2 (ja) * | 1985-02-01 | 1994-08-31 | 株式会社リコー | 感熱記録材料 |
US4839335A (en) * | 1987-09-28 | 1989-06-13 | Polaroid Corporation | Heat sensitive recording element |
US4818742A (en) * | 1987-09-28 | 1989-04-04 | Polaroid Corporation | Heat sensitive recording element |
JP2533018B2 (ja) * | 1991-05-01 | 1996-09-11 | 株式会社巴川製紙所 | 感熱記録媒体 |
US5258279A (en) * | 1991-05-31 | 1993-11-02 | Polaroid Corporation | Reversible redox-controlled imaging methods |
US5290682A (en) * | 1991-05-31 | 1994-03-01 | Polaroid Corporation | Enzyme controlled processes and products |
DE59206108D1 (de) * | 1991-10-23 | 1996-05-30 | Hoechst Ag | Pigmentzubereitungen |
JP2838873B2 (ja) * | 1993-10-13 | 1998-12-16 | 日本製紙株式会社 | 感熱記録シート |
KR100915275B1 (ko) * | 2001-11-05 | 2009-09-03 | 가부시키가이샤 히타치세이사쿠쇼 | 무선 통신 시스템 및 그 통신 제어 방법 및 무선 통신기 |
WO2009060573A1 (ja) * | 2007-11-07 | 2009-05-14 | Nippon Kayaku Kabushiki Kaisha | 水溶性ナフタロシアニン色素及びこれを含有する水系インク |
WO2016204215A1 (ja) | 2015-06-16 | 2016-12-22 | 日本製紙株式会社 | 感熱記録体 |
WO2017069141A1 (ja) * | 2015-10-23 | 2017-04-27 | 日本製紙株式会社 | 感熱記録体 |
JP7163173B2 (ja) * | 2018-12-26 | 2022-10-31 | 日本製紙株式会社 | 感熱記録体 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3080254A (en) * | 1959-10-26 | 1963-03-05 | Minnesota Mining & Mfg | Heat-sensitive copying-paper |
NL283350A (enrdf_load_stackoverflow) * | 1961-10-05 | |||
FR1440892A (fr) * | 1964-05-11 | 1966-06-03 | Ncr Co | Matérau d'enregistrement |
GB1135540A (en) * | 1966-06-01 | 1968-12-04 | Ncr Co | Temperature responsive record material |
US3746675A (en) * | 1970-07-15 | 1973-07-17 | Ncr | Heat sensitive record material |
FR2272082B1 (enrdf_load_stackoverflow) * | 1974-05-24 | 1978-08-11 | Issec | |
US4135028A (en) * | 1976-06-25 | 1979-01-16 | Ciba-Geigy Corporation | Process for fireproofing synthetic fiber materials with sulphonamides |
JPS5323205A (en) * | 1976-08-16 | 1978-03-03 | Nakayo Telecommunications | Low current telephone control system |
US4052244A (en) * | 1976-08-18 | 1977-10-04 | National Starch And Chemical Corporation | Rapid curing two part adhesive |
FI781627A7 (fi) * | 1977-05-28 | 1978-11-29 | Ciba Geigy Ag | Vaermekaensligt upptecknings- eller kopieringsmaterial |
JPS6014716B2 (ja) * | 1978-02-01 | 1985-04-15 | 三井東圧化学株式会社 | 感圧複写シ−ト用顕色剤組成物 |
FR2427209A1 (fr) * | 1978-05-31 | 1979-12-28 | Cellophane Sa | Materiaux de reprographie contenant des derives silicies et phosphores du dihydroxy 2,3 naphtalene |
FR2427210A1 (fr) * | 1978-05-31 | 1979-12-28 | Cellophane Sa | Materiaux de reprographie contenant un carbonate ou un ether derives du dihydroxy 2,3 naphtalene |
JPS5926477B2 (ja) * | 1978-10-19 | 1984-06-27 | 保土谷化学工業株式会社 | 感熱記録紙 |
US4291901A (en) * | 1978-11-23 | 1981-09-29 | Ciba-Geigy Corporation | Pressure-sensitive or heat-sensitive recording material |
-
1982
- 1982-07-16 FR FR8212845A patent/FR2530191B1/fr not_active Expired
-
1983
- 1983-07-13 EP EP83420117A patent/EP0106772B1/fr not_active Expired
- 1983-07-13 DE DE8383420117T patent/DE3370460D1/de not_active Expired
- 1983-07-13 US US06/513,304 patent/US4536219A/en not_active Expired - Lifetime
- 1983-07-15 JP JP58128040A patent/JPS5933189A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
FR2530191B1 (fr) | 1986-11-21 |
US4536219A (en) | 1985-08-20 |
FR2530191A1 (fr) | 1984-01-20 |
DE3370460D1 (en) | 1987-04-30 |
JPS5933189A (ja) | 1984-02-22 |
JPH0512160B2 (enrdf_load_stackoverflow) | 1993-02-17 |
EP0106772A1 (fr) | 1984-04-25 |
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