BE437028A - - Google Patents
Info
- Publication number
- BE437028A BE437028A BE437028DA BE437028A BE 437028 A BE437028 A BE 437028A BE 437028D A BE437028D A BE 437028DA BE 437028 A BE437028 A BE 437028A
- Authority
- BE
- Belgium
- Prior art keywords
- emi
- water
- melting point
- amines
- propanol
- Prior art date
Links
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- 150000003335 secondary amines Chemical class 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 150000003863 ammonium salts Chemical class 0.000 claims 1
- 239000003518 caustics Substances 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 150000003512 tertiary amines Chemical class 0.000 claims 1
- 239000000975 dye Substances 0.000 description 7
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 150000003841 chloride salts Chemical class 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- YQGOJNYOYNNSMM-UHFFFAOYSA-N eosin Chemical class [Na+].OC(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C(O)=C(Br)C=C21 YQGOJNYOYNNSMM-UHFFFAOYSA-N 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- -1 heterocyclic amines Chemical class 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 150000003839 salts Chemical group 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D235/08—Radicals containing only hydrogen and carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D277/70—Sulfur atoms
- C07D277/74—Sulfur atoms substituted by carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
Description
<EMI ID=1.1> <EMI ID=2.1> <EMI ID=3.1> exemple des chlorures ou nitrates), ce qui, souvent, ne peut suffire, particulièrement pour les colorants à poids moléoulaire élevé. Il est, de ce fait, nécessaire d'utiliser des solvents organiques pour amener les colorants dans une solution alaire. En versant pareilles solutions dans des solutions aqueuses de gélatine, par exemple pour la préparation de filtres, on se trouve toujours devant le danger que le colorant se se" <EMI ID=4.1> réelle pour la praparation d'émulsions sensibilisées pour films, plaques et papier, spécialement dans le but de reproduction et de la photographie en couleurs. Il existe ici no- <EMI ID=5.1> tensité et de la préservation de la sensibilisation, et au plutôt, point de vue de la gradation, mais,/il est apporté aujourd'hui <EMI ID=6.1> sion, après traitement, ne soit autant que possible pas colo" rée par les sensibilisateurs. les colorants de sensibilisetion basiques et acides, connus jusqu'à présent, ne satisfont <EMI ID=7.1> quelle l'émulsion fut sensibilisée, sous un ton jaune, rougeâtre ou bleuâtre, cette coloration se produit par le manque de solubilité dans l'eau des colorants cyanines utilisés jusqu'à présent et qui ont pour effet que le colorant n'est <EMI ID=8.1> bains, Les colorants acides de la classe éosine sont d'une <EMI ID=9.1> également pas un délavage complet. <EMI ID=10.1> menter de prime abord la solubilité dans l'eau des composas <EMI ID=11.1> départ pour la constitution de colorants cyanines, les cyanines préparés à partir de pareils composés facilement' solubles dans l'eau présentent alors également ,une solubilité dans l'eau considérablement plus grande. Conformément à l'invention, on obtient pareils composés <EMI ID=12.1> teneur halogène. Les températures qui entrent ici en application sont différentes et se dirigent selon la capacité de réac- <EMI ID=13.1> <EMI ID=14.1> <EMI ID=15.1> <EMI ID=16.1> <EMI ID=17.1> <EMI ID=18.1> etc., ou bien encore des amines cycliques, comme,'par exemple, la pyridine, l'isoquinoline ou leurs produits de substitution ou encore des amines hétérocycliques, comme, par exem <EMI ID=19.1> utiliser également des amines secondaires, dans lesquels l'atome d'azote peut éventuellement se trouva, dans un cycle comme, par exemple, la pipéridine. Le schéma de réaction peut être illustré comme suit : <EMI ID=20.1> <EMI ID=21.1> groupe amido peut se trouver en position quelconque. X désigne un groupement d'atomes connu pour la fermeture du <EMI ID=22.1> <EMI ID=23.1> <EMI ID=24.1> ._Après accomplissement de quaternisation éventuelle, les sels quaternaires se laissent condenser, selon le procédé usuel en chimie cyanine, avec les hétérooycles les plus variés en <EMI ID=25.1> <EMI ID=26.1> <EMI ID=27.1> <EMI ID=28.1> <EMI ID=29.1> constitution suivante : <EMI ID=30.1> Exemple 2 : Le produit de transformation désigné dans l'exemple 1 du <EMI ID=31.1> suivante : <EMI ID=32.1> Exemple 3 : <EMI ID=33.1> forte réaction et la masse entière fait prise. Le,produit est rearistallisé de propanol et représente le corps suivant: <EMI ID=34.1> <EMI ID=35.1> <EMI ID=36.1> méthode énoncée sous l'exemple 1, pour obtenir un corps de la constitution suivante : <EMI ID=37.1> <EMI ID=38.1> l'exemple 1. <EMI ID=39.1> <EMI ID=40.1> <EMI ID=41.1> <EMI ID=42.1> <EMI ID=43.1> Exemple 6 : <EMI ID=44.1> <EMI ID=45.1> - <EMI ID=46.1> <EMI ID=47.1> <EMI ID=48.1> grande quantité de glace, on précipite le produit de transformation de constitution suivante : <EMI ID=49.1> point de fusion Ils - lige de propanol. <EMI ID=50.1> <EMI ID=51.1> stitution suivante: <EMI ID=52.1> <EMI ID=53.1> d'éther. Après que l'introduction goutte à goutte- est termi- <EMI ID=54.1> tion suivante : <EMI ID=55.1> <EMI ID=56.1> <EMI ID=57.1>
Claims (1)
- Exemple 9 : <EMI ID=58.1><EMI ID=59.1>câline avec une lessive caustique et on extrait au benzol.<EMI ID=60.1>cristallise sous forme de poudre jaune bleuâtre.point de fusion 96[deg.].<EMI ID=61.1>propanol. point de fusion 146-148[deg.].<EMI ID=62.1>En chauffent avec de la pyridine ou d'autres amines, oe produit. pour ainsi dire insoluble dans l'eau, se transforme en sel d'ammonium, lequel est très facilement soluble dans l'eau (de manière analogue aux autres exemples).Revendications.<EMI ID=63.1> <EMI ID=64.1>halogéné à températures basées normales ou élevées selon la capacité de réaction et que le produit obtenu est condensé ensuite à la chaleur avec un amine secondaire ou tertiaire<EMI ID=65.1><EMI ID=66.1>dans laquellela<EMI ID=67.1>
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE869978X | 1938-11-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE437028A true BE437028A (fr) |
Family
ID=6803198
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE437028D BE437028A (fr) | 1938-11-15 |
Country Status (2)
| Country | Link |
|---|---|
| BE (1) | BE437028A (fr) |
| FR (2) | FR869978A (fr) |
-
0
- BE BE437028D patent/BE437028A/fr unknown
-
1941
- 1941-02-12 FR FR869978D patent/FR869978A/fr not_active Expired
- 1941-02-13 FR FR51632D patent/FR51632E/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR51632E (fr) | 1943-03-18 |
| FR869978A (fr) | 1942-02-26 |
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