GB834903A - Method of optically brightening materials - Google Patents
Method of optically brightening materialsInfo
- Publication number
- GB834903A GB834903A GB29311/56A GB2931156A GB834903A GB 834903 A GB834903 A GB 834903A GB 29311/56 A GB29311/56 A GB 29311/56A GB 2931156 A GB2931156 A GB 2931156A GB 834903 A GB834903 A GB 834903A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- aryl
- benzocoumarin
- substituted
- acid
- 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
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/30—Luminescent or fluorescent substances, e.g. for optical bleaching
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/40—Dyes ; Pigments
- C11D3/42—Brightening agents ; Blueing agents
-
- 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
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/28—Colorants ; Pigments or opacifying agents
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Textile Engineering (AREA)
- Detergent Compositions (AREA)
Abstract
Compounds of the formula <FORM:0834903/IV (b)/1> <FORM:0834903/IV (b)/2> wherein R1 stands for hydrogen or an alkyl group, R2 stands for hydrogen, or an alkyl, aryl, acyl, cyano, or carboxyl group which may be esterified or a carbonamide group which may be substituted by alkyl, aryl or aralkyl radicals, and in which the aromatic rings, including any which may be present in R2 may be substituted with halogen atoms or hydroxyl, alkoxy, alkyl, aryl, aralkyl, sulphonic acid, sulphonamide, nitro, cyano, or carboxyl (which may be esterified) groups or a carbonamide group which may be substituted by alkyl, aryl, aralkyl radicals or an amino group which may also be substituted by alkyl, aryl or aralkyl radicals, possibly sulphonated, are prepared by reacting a hydroxy - naphthaldehyde such as 2 - hydroxy - 1 - naphthaldehyde, 1 - hydroxy - 2-naphthaldehyde, 1 - hydroxy - 4 - methoxy - 2-naphthaldehyde, 1 - hydroxy - 4 - chloro - 2-naphthaldehyde or 1 - hydroxy - 4 - bromo - 2-naphthaldehyde with a carboxylic acid or an ester which contains a methylene group adjacent the carboxyl group such as malonic acid, cyanacetic acid, acetoacetic acid, malonic acid diethylester and cyanoacetic acid ethylester. The reactions are effected in the presence of piperidine, added dropwise. In Example (8) 5,6 benzocoumarin-3 carboxylic acid ethyl ester obtained as above is boiled with sodium hydroxide and treated with hydrochloric acid to give 5, 6-benzocoumarin-3 carboxylic acid. In Example (9) 2-hydroxy-1 naphthaldehyde is heated with sodium acetate and acetic acid anhydride to give 5,6-benzocoumarin.ALSO:Textiles, paper, straw and leather are treated with a substantially colourless fluorescent benzocoumarin compound, which may have the formula <FORM:0834903/IV(c)/1> or <FORM:0834903/IV(c)/2> wherein R1 is hydrogen or an alkyl group and R2 is hydrogen or an alkyl, aryl, acyl, cyano, or carboxyl group, which may be esterified, or a carbonamide group, which may be substituted by alkyl, aryl or aralkyl radicals. The aromatic rings, including any which may be present in R2, may be substituted with halogen atoms or hydroxyl, alkoxy, alkyl, aryl, aralkyl, sulphonic acid, sulphonamide, nitro, cyano, or carboxyl groups, which may be esterified, or carbonamide groups, which may be substituted by alkyl, aryl or aralkyl radicals, or amino groups, which may also be substituted by alkyl, aryl or aralkyl p radicals, possibly sulphonated. The compounds may be applied in aqueous solution to natural fibres, and water-insoluble compounds may be applied to artificial fibres in aqueous dispersion or organic solution. The compounds may also be applied in conjunction with detergents. The examples refer to the treatment of cellulose acetate, polyacrylonitrile, polyglycol terephthalate and polyamide fibres, the compounds specified being 5,6-benzocoumarin, 5,6 - benzocoumarin - 3 - carboxylic acid ethyl ester, 5,6-benzocoumarin-3-carboxylic acid nitrile, 3-acetyl-5,6-benzocoumarin and 5,6-benzocoumarin-3-carboxylic acid monmethyl amide. The treating baths are compounded by adding the benzocoumarin compound in alcoholic or dioxane solution to an aqueous bath which contains either oleyl alcohol sulphonate or paraffin sulphonate and, in certain examples, also formic acid, ortho-phenyl-phenol or benzoic acid, or, as in Example 8, to an aqueous bath containing sulphuric acid. In Example 3 a trace of ammonia is added to the bath. In Example 4, the benzocoumarin compound is compounded with a formaldehyde-hydroxynaphthalene sulphonic acid condensation product and dispersed in water. The treating baths may be at 30-70 DEG C., or the bath containing the fibres may be heated to and maintained at the boil.ALSO:Substantially colourless fluorescent benzocoumarin compounds which may have the formula <FORM:0834903/IV (a)/1> or <FORM:0834903/IV (a)/2> wherein R1 is hydrogen or an alkyl group and R2 is hydrogen or an alkyl, aryl, acyl, cyano, or carboxyl group, which may be esterified, or a carbonamide group, which may be substituted by alkyl, aryl or aralkyl radicals, are incorporated in solutions from which artificial fibres or films are made. The aromatic rings, including any which may be present in R2, may be substituted with halogen atoms or hydroxyl, alkoxy, alkyl, aryl, aralkyl, sulphonic acid, sulphonamide, nitro, cyano, or carboxyl groups, which may be esterified, or carbonamide groups, which may be substituted by alkyl, aryl or aralkyl radicals, or amino groups, which may also be substituted by alkyl, aryl or aralkyl radicals, possibly sulphonated. The compounds may be included in spinning compositions for polyester, polyamide, polyurethane or polyacrylonitrile fibres. In Example 10, an alcoholic solution of 5,6-benzocoumarin-3-carboxylic acid ethyl ester is added to a spinning solution of cellulose acetate in acetone.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE834903X | 1955-09-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB834903A true GB834903A (en) | 1960-05-11 |
Family
ID=6760761
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB29311/56A Expired GB834903A (en) | 1955-09-28 | 1956-09-25 | Method of optically brightening materials |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB834903A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4834168A (en) * | 1971-09-03 | 1973-05-16 |
-
1956
- 1956-09-25 GB GB29311/56A patent/GB834903A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4834168A (en) * | 1971-09-03 | 1973-05-16 | ||
JPS5724350B2 (en) * | 1971-09-03 | 1982-05-24 |
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