DE2308624A1 - Farbbildner - Google Patents
FarbbildnerInfo
- Publication number
- DE2308624A1 DE2308624A1 DE19732308624 DE2308624A DE2308624A1 DE 2308624 A1 DE2308624 A1 DE 2308624A1 DE 19732308624 DE19732308624 DE 19732308624 DE 2308624 A DE2308624 A DE 2308624A DE 2308624 A1 DE2308624 A1 DE 2308624A1
- Authority
- DE
- Germany
- Prior art keywords
- color former
- optionally substituted
- parts
- colorless color
- formula
- 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.)
- Pending
Links
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 16
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical class O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical class [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229920000137 polyphosphoric acid Polymers 0.000 claims description 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Chemical class 0.000 claims description 2
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 33
- 239000000370 acceptor Substances 0.000 description 12
- 239000007787 solid Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 239000005711 Benzoic acid Substances 0.000 description 5
- 229910021529 ammonia Inorganic materials 0.000 description 4
- 235000010233 benzoic acid Nutrition 0.000 description 3
- 239000004927 clay Substances 0.000 description 3
- FQNKTJPBXAZUGC-UHFFFAOYSA-N 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoic acid Chemical compound OC1=CC(N(CC)CC)=CC=C1C(=O)C1=CC=CC=C1C(O)=O FQNKTJPBXAZUGC-UHFFFAOYSA-N 0.000 description 2
- YLNDNABNWASMFD-UHFFFAOYSA-N 4-[(1,3-dimethylimidazol-1-ium-2-yl)diazenyl]-n,n-dimethylaniline Chemical compound C1=CC(N(C)C)=CC=C1N=NC1=[N+](C)C=CN1C YLNDNABNWASMFD-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- FGTYTUFKXYPTML-UHFFFAOYSA-N 2-benzoylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 FGTYTUFKXYPTML-UHFFFAOYSA-N 0.000 description 1
- HEGMPAQEVYHHHI-UHFFFAOYSA-N 2-methoxy-10h-acridin-9-one Chemical compound C1=CC=C2C(=O)C3=CC(OC)=CC=C3NC2=C1 HEGMPAQEVYHHHI-UHFFFAOYSA-N 0.000 description 1
- AQKUXPJCYBZNJZ-UHFFFAOYSA-N 2-methoxy-9,10-dihydroacridine Chemical compound C1=CC=C2CC3=CC(OC)=CC=C3NC2=C1 AQKUXPJCYBZNJZ-UHFFFAOYSA-N 0.000 description 1
- BISIQSCKDZYPLR-UHFFFAOYSA-N 3-methoxy-9H-carbazole Chemical compound C1=CC=C2C3=CC(OC)=CC=C3NC2=C1 BISIQSCKDZYPLR-UHFFFAOYSA-N 0.000 description 1
- BGAMCDWSLKLEJQ-UHFFFAOYSA-N 9-chloro-2-methoxyacridine Chemical compound C1=CC=CC2=C(Cl)C3=CC(OC)=CC=C3N=C21 BGAMCDWSLKLEJQ-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- KLYCPFXDDDMZNQ-UHFFFAOYSA-N Benzyne Chemical compound C1=CC#CC=C1 KLYCPFXDDDMZNQ-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- FXMYTLXTYCIQED-UHFFFAOYSA-N ethyl 1-ethyl-5-hydroxy-2-methylindole-3-carboxylate Chemical compound C1=C(O)C=C2C(C(=O)OCC)=C(C)N(CC)C2=C1 FXMYTLXTYCIQED-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000005322 morpholin-1-yl group Chemical group 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000010979 ruby Substances 0.000 description 1
- 229910001750 ruby Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
Classifications
-
- 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
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/26—Triarylmethane dyes in which at least one of the aromatic nuclei is heterocyclic
-
- 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
- B41M5/136—Organic colour formers, e.g. leuco dyes
- B41M5/145—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
- B41M5/124—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
- B41M5/136—Organic colour formers, e.g. leuco dyes
- B41M5/145—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
- B41M5/1455—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring characterised by fluoran compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Color Printing (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB784872A GB1412293A (en) | 1972-02-21 | 1972-02-21 | Fluoran compounds and their use in pressure-sensitive copying paper |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2308624A1 true DE2308624A1 (de) | 1973-09-06 |
Family
ID=9840949
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732308624 Pending DE2308624A1 (de) | 1972-02-21 | 1973-02-21 | Farbbildner |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3837889A (cs) |
| JP (1) | JPS4894731A (cs) |
| AR (1) | AR193580A1 (cs) |
| AU (1) | AU472012B2 (cs) |
| BE (1) | BE795746A (cs) |
| BR (1) | BR7301278D0 (cs) |
| DE (1) | DE2308624A1 (cs) |
| ES (1) | ES411827A1 (cs) |
| FR (1) | FR2173102B1 (cs) |
| GB (1) | GB1412293A (cs) |
| IN (1) | IN139665B (cs) |
| IT (1) | IT980489B (cs) |
| NL (1) | NL7302321A (cs) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5138245B2 (cs) * | 1973-05-22 | 1976-10-20 | ||
| US3929825A (en) * | 1974-04-18 | 1975-12-30 | Mead Corp | Pyrazoloxanthene compounds and process for producing same |
| GB1561230A (en) * | 1976-02-23 | 1980-02-13 | Sankio Chemical Co Ltd | Aminothiofluoran compounds process for the production thereof and recording elements containing the same |
| US4351768A (en) * | 1977-03-01 | 1982-09-28 | Sterling Drug Inc. | 2-[(3-Indolyl)carbonyl]-4/5-carboxybenzoic acids |
| JPS61215085A (ja) * | 1985-03-20 | 1986-09-24 | Fuji Photo Film Co Ltd | 感圧記録材料 |
| EP0340169B1 (de) * | 1988-04-27 | 1994-11-30 | Ciba-Geigy Ag | Chromogene Laktonverbindungen von Benzopyrano-2H-pyrazolen |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1553291A (cs) * | 1967-01-27 | 1969-01-10 | ||
| US3491116A (en) * | 1967-01-30 | 1970-01-20 | Ncr Co | 3-(phenyl)-3-(indol-3-yl)-phthalides |
| US3649649A (en) * | 1967-07-10 | 1972-03-14 | Nisso Kako Co Ltd | Fluoran derivatives and preparation thereof |
| JPS4816202B1 (cs) * | 1969-12-05 | 1973-05-21 | ||
| DE2036817A1 (de) * | 1970-07-24 | 1972-01-27 | Farbwerke Hoechst AG vormals Meister Lucius & Brüning, 6000 Frankfurt | Neue farbbildende Lactone, Verfahren zu ihrer Herstellung und ihre Anwendung bei druckempfindlichen Aufzeichnungs- und Vervielfältigungsmaterial |
| US3746562A (en) * | 1970-11-16 | 1973-07-17 | Ncr | Mark forming record materials |
-
0
- BE BE795746D patent/BE795746A/xx unknown
-
1972
- 1972-02-21 GB GB784872A patent/GB1412293A/en not_active Expired
-
1973
- 1973-02-16 US US00333347A patent/US3837889A/en not_active Expired - Lifetime
- 1973-02-17 IN IN356/CAL/73A patent/IN139665B/en unknown
- 1973-02-20 AU AU52377/73A patent/AU472012B2/en not_active Expired
- 1973-02-20 IT IT7367422A patent/IT980489B/it active
- 1973-02-20 NL NL7302321A patent/NL7302321A/xx unknown
- 1973-02-20 ES ES73411827A patent/ES411827A1/es not_active Expired
- 1973-02-21 JP JP48020302A patent/JPS4894731A/ja active Pending
- 1973-02-21 BR BR731278A patent/BR7301278D0/pt unknown
- 1973-02-21 FR FR7306077A patent/FR2173102B1/fr not_active Expired
- 1973-02-21 DE DE19732308624 patent/DE2308624A1/de active Pending
- 1973-02-21 AR AR246712A patent/AR193580A1/es active
Also Published As
| Publication number | Publication date |
|---|---|
| FR2173102B1 (cs) | 1977-04-29 |
| AU472012B2 (en) | 1976-05-13 |
| GB1412293A (en) | 1975-11-05 |
| AR193580A1 (es) | 1973-04-30 |
| NL7302321A (cs) | 1973-08-23 |
| IT980489B (it) | 1974-09-30 |
| IN139665B (cs) | 1976-07-17 |
| FR2173102A1 (cs) | 1973-10-05 |
| BR7301278D0 (pt) | 1974-05-16 |
| JPS4894731A (cs) | 1973-12-06 |
| US3837889A (en) | 1974-09-24 |
| BE795746A (fr) | 1973-08-21 |
| ES411827A1 (es) | 1976-09-01 |
| AU5237773A (en) | 1974-08-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHJ | Non-payment of the annual fee |