GB1141921A - Improvements in or relating to stilbene triazole compounds - Google Patents
Improvements in or relating to stilbene triazole compoundsInfo
- Publication number
- GB1141921A GB1141921A GB4205/66A GB420566A GB1141921A GB 1141921 A GB1141921 A GB 1141921A GB 4205/66 A GB4205/66 A GB 4205/66A GB 420566 A GB420566 A GB 420566A GB 1141921 A GB1141921 A GB 1141921A
- Authority
- GB
- United Kingdom
- Prior art keywords
- stilbene
- carbon atoms
- group
- compounds
- methylene
- 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
- GKYQYVQDCHBZJM-UHFFFAOYSA-N stilbene 2H-triazole Chemical class N1N=NC=C1.C1(=CC=CC=C1)C=CC1=CC=CC=C1 GKYQYVQDCHBZJM-UHFFFAOYSA-N 0.000 title abstract 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 3
- -1 methylene-dioxy group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000004181 carboxyalkyl group Chemical group 0.000 abstract 2
- 150000001768 cations Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- SSBKICVCEKNECB-UHFFFAOYSA-N C1(=CC=CC=C1)C=CC1=CC=CC=C1.N1N=NC2=C1C=CC=C2 Chemical class C1(=CC=CC=C1)C=CC1=CC=CC=C1.N1N=NC2=C1C=CC=C2 SSBKICVCEKNECB-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 abstract 1
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 239000007844 bleaching agent Substances 0.000 abstract 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 abstract 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 abstract 1
- 235000021286 stilbenes Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/18—Benzotriazoles
- C07D249/20—Benzotriazoles with aryl radicals directly attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Coloring (AREA)
Abstract
1,141,921. Stilbene triazole derivatives. GENERAL ANILINE & FILM CORP. 31 Jan., 1966 [9 Feb., 1965], No. 4205/66. Heading C2C. [Also in Division D1] Stilbene benzotriazole compounds of the general formula where (a) R 1 and R 2 are each alkyl containing from 1 to 4 carbon atoms inclusive and M represents hydrogen or a salt-forming cation, and m and n are each 1; or (b) R 1 and R 2 are each alkyl containing from 1 to 4 carbon atoms or C 1-5 carboxy alkyl groups, at least one of R 1 and R 2 being a carboxy alkyl group, or R 1 and R 2 represent together the methylene group of a methylene-dioxy group, and M represents H or a cation, and m and n are each 0 or 1 and m + n is 1 or 2, are prepared by coupling a diazotized sulpho stilbene to an appropriately substituted aniline compound and oxidizing the resultant azoamino compound. The oxidation may be effected with copper sulphate, ferric chloride, ferric NH 4 SO 4 , H 2 O 2 , KMnO 4 , K 2 Cr 2 O 7 , CaOCl, Na perborate or oxygen. The compounds are useful as optical brighteners or whitening agents.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US431442A US3410847A (en) | 1965-02-09 | 1965-02-09 | 4-(5, 6-di-substituted oxy benzotriazole-2-yl) stilbenesulfonic acid brighteners and ethods for making same |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1141921A true GB1141921A (en) | 1969-02-05 |
Family
ID=23711957
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4205/66A Expired GB1141921A (en) | 1965-02-09 | 1966-01-31 | Improvements in or relating to stilbene triazole compounds |
Country Status (6)
Country | Link |
---|---|
US (1) | US3410847A (en) |
CH (1) | CH478281A (en) |
DE (1) | DE1695057C3 (en) |
ES (1) | ES322605A1 (en) |
GB (1) | GB1141921A (en) |
NL (1) | NL6601562A (en) |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2713057A (en) * | 1955-07-12 | Fluorescent benzgtriazqle compounds | ||
US2784184A (en) * | 1957-03-05 | - methyl - | ||
AT194849B (en) * | 1953-10-16 | 1958-01-25 | Geigy Ag J R | Process for the preparation of new 2- (stilbyl-4 ") - (4,5-arylo) -1,2,3-triazolesulfonyl compounds |
-
1965
- 1965-02-09 US US431442A patent/US3410847A/en not_active Expired - Lifetime
-
1966
- 1966-01-27 DE DE1695057A patent/DE1695057C3/en not_active Expired
- 1966-01-28 CH CH120966A patent/CH478281A/en not_active IP Right Cessation
- 1966-01-31 GB GB4205/66A patent/GB1141921A/en not_active Expired
- 1966-02-04 ES ES0322605A patent/ES322605A1/en not_active Expired
- 1966-02-08 NL NL6601562A patent/NL6601562A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
US3410847A (en) | 1968-11-12 |
CH478281A (en) | 1969-09-15 |
DE1695057A1 (en) | 1972-03-23 |
DE1695057B2 (en) | 1973-08-02 |
NL6601562A (en) | 1966-08-10 |
ES322605A1 (en) | 1966-11-16 |
DE1695057C3 (en) | 1974-03-21 |
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