GB1360490A - 3- 3,4, - dichloro -6,- alkylphenyl - delta2 - pyrazoline deriva tives and a process for their manufacture - Google Patents
3- 3,4, - dichloro -6,- alkylphenyl - delta2 - pyrazoline deriva tives and a process for their manufactureInfo
- Publication number
- GB1360490A GB1360490A GB2381571*A GB2381571A GB1360490A GB 1360490 A GB1360490 A GB 1360490A GB 2381571 A GB2381571 A GB 2381571A GB 1360490 A GB1360490 A GB 1360490A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dichloro
- optionally substituted
- prepared
- double bond
- compound
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/06—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
- C07C49/807—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen all halogen atoms bound to the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0041—Optical brightening agents, organic pigments
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Photoreceptors In Electrophotography (AREA)
- Polyurethanes Or Polyureas (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Coloring (AREA)
Abstract
1360490 Pyrazolines FARBWERKE HOECHST AG 19 April 1971 [11 March 1970] 23815/71 Heading C2C [Also in Division C5] Compounds of formula wherein R is a C 1 -C 4 alkyl group, R<SP>1</SP> is hydrogen or an optionally substituted pheny group, and X is an ethylenically unsaturated radical or an optionally substituted saturated aliphatic radical are prepared by one or more of (a) condensation of a 3,4-dichloro-6-R-phenylketone with a hydrazinophenyl sulphone, (b) esterification of a hydroxyalkyl sulphone, (c) splitting of an ester group formed in (b), optionally without isolation, to form a double bond, (d) hydrogenation of a double bond formed in (c), (e) additive saturation of a double bond formed in (c) by reaction with a compound having at least one active hydrogen atom, (f) quaternization of an amino compound formed in (e), or (g) conversion of a compound wherein X is a hydroxy group to the corresponding sulphinic acid salt and reacting this with an optionally substituted alkyl halide or with an epoxide. The products are optical brightening agents. 3,4 - Dichloro - 6 - R- or 6 - H - acetophenones, propiophenones and #-chloro-propiophenones are prepard by Friedel-Crafts acylation. The sodium salt of 2-sulphostyryl-3<SP>1</SP>,4<SP>1</SP>-dichloro- 6<SP>1</SP>-methyl-phenyl ketone is prepared by reaction of 3,4-dichloro-6-methyl-acetophenone with the sodium salt of benzaldehyde-2-sulphonic acid. 2,4-Dichloro-n-propyl-benzene is prepared by reduction of 2,4-dichloro-propiophenone. The compounds of Formula I are used as optical brighteners for polymers, which may be added before or after polymerization. In an example, an acrylonitrile copolymer containing a brightener is spun from DMF solution.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2011552A DE2011552C3 (en) | 1970-03-11 | 1970-03-11 | 3- P '^' - Dichtör - ^ - afkyl-imenyrJ ^ A2 -pyrazoint derivatives, process for their preparation and their use as optical brighteners |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1360490A true GB1360490A (en) | 1974-07-17 |
Family
ID=5764794
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2381571*A Expired GB1360490A (en) | 1970-03-11 | 1971-04-19 | 3- 3,4, - dichloro -6,- alkylphenyl - delta2 - pyrazoline deriva tives and a process for their manufacture |
Country Status (17)
Country | Link |
---|---|
JP (2) | JPS5632313B1 (en) |
AT (1) | AT315803B (en) |
BE (1) | BE764127A (en) |
CA (1) | CA971959A (en) |
CH (2) | CH569755A5 (en) |
CS (1) | CS152391B2 (en) |
ES (1) | ES388953A1 (en) |
FR (1) | FR2084476A5 (en) |
GB (1) | GB1360490A (en) |
HU (1) | HU162981B (en) |
NL (1) | NL163212C (en) |
NO (1) | NO131596C (en) |
PL (1) | PL83038B1 (en) |
RO (1) | RO61307A (en) |
SE (1) | SE378105B (en) |
YU (1) | YU34550B (en) |
ZA (1) | ZA711514B (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3988346A (en) * | 1974-06-18 | 1976-10-26 | Sandoz Ltd. | Pyrazoline compounds useful as optical brighteners |
US4036851A (en) | 1974-01-29 | 1977-07-19 | Sandoz Ltd. | 1,3-Diphenyl substituted pyrazolines |
US7300474B2 (en) | 2002-02-28 | 2007-11-27 | Clariant Produkte (Deutschland) Gmbh | Aqueous liquid formulations of pyrazoline brighteners |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS49134675A (en) * | 1973-03-02 | 1974-12-25 | ||
JPS6291600A (en) * | 1985-10-08 | 1987-04-27 | モベイ・コ−ポレ−シヨン | Detergent |
-
1971
- 1971-03-05 ES ES388953A patent/ES388953A1/en not_active Expired
- 1971-03-05 NL NL7102967.A patent/NL163212C/en active
- 1971-03-08 ZA ZA711514A patent/ZA711514B/en unknown
- 1971-03-09 CH CH1051674A patent/CH569755A5/xx not_active IP Right Cessation
- 1971-03-09 CH CH343771A patent/CH559273A/xx not_active IP Right Cessation
- 1971-03-09 JP JP1224271A patent/JPS5632313B1/ja active Pending
- 1971-03-09 YU YU589/71A patent/YU34550B/en unknown
- 1971-03-09 AT AT202071A patent/AT315803B/en not_active IP Right Cessation
- 1971-03-10 NO NO910/71A patent/NO131596C/no unknown
- 1971-03-10 SE SE7103040A patent/SE378105B/xx unknown
- 1971-03-10 CA CA107,343A patent/CA971959A/en not_active Expired
- 1971-03-11 PL PL1971146795A patent/PL83038B1/en unknown
- 1971-03-11 RO RO66231A patent/RO61307A/ro unknown
- 1971-03-11 FR FR7108465A patent/FR2084476A5/fr not_active Expired
- 1971-03-11 BE BE764127A patent/BE764127A/en not_active IP Right Cessation
- 1971-03-11 CS CS1790A patent/CS152391B2/cs unknown
- 1971-03-11 HU HUHO1356A patent/HU162981B/hu unknown
- 1971-04-19 GB GB2381571*A patent/GB1360490A/en not_active Expired
-
1981
- 1981-03-02 JP JP56028523A patent/JPS591750B2/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4036851A (en) | 1974-01-29 | 1977-07-19 | Sandoz Ltd. | 1,3-Diphenyl substituted pyrazolines |
US3988346A (en) * | 1974-06-18 | 1976-10-26 | Sandoz Ltd. | Pyrazoline compounds useful as optical brighteners |
US7300474B2 (en) | 2002-02-28 | 2007-11-27 | Clariant Produkte (Deutschland) Gmbh | Aqueous liquid formulations of pyrazoline brighteners |
Also Published As
Publication number | Publication date |
---|---|
CA971959A (en) | 1975-07-29 |
NL7102967A (en) | 1971-09-14 |
JPS591750B2 (en) | 1984-01-13 |
SU439991A3 (en) | 1974-08-15 |
ZA711514B (en) | 1972-04-26 |
YU58971A (en) | 1979-02-28 |
HU162981B (en) | 1973-05-28 |
JPS56138173A (en) | 1981-10-28 |
PL83038B1 (en) | 1975-12-31 |
CH559273A (en) | 1975-02-28 |
NO131596B (en) | 1975-03-17 |
ES388953A1 (en) | 1975-03-16 |
CH569755A5 (en) | 1975-11-28 |
CH343771A4 (en) | 1974-07-15 |
NO131596C (en) | 1975-06-25 |
CS152391B2 (en) | 1973-12-19 |
SE378105B (en) | 1975-08-18 |
RO61307A (en) | 1976-09-15 |
NL163212B (en) | 1980-03-17 |
FR2084476A5 (en) | 1971-12-17 |
JPS5632313B1 (en) | 1981-07-27 |
NL163212C (en) | 1980-08-15 |
BE764127A (en) | 1971-09-13 |
AT315803B (en) | 1974-06-10 |
YU34550B (en) | 1979-09-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PE20 | Patent expired after termination of 20 years |