GB855735A - Bleaching processes and compositions - Google Patents
Bleaching processes and compositionsInfo
- Publication number
- GB855735A GB855735A GB14921/58A GB1492158A GB855735A GB 855735 A GB855735 A GB 855735A GB 14921/58 A GB14921/58 A GB 14921/58A GB 1492158 A GB1492158 A GB 1492158A GB 855735 A GB855735 A GB 855735A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acyl
- diacetyl
- sodium
- organoamide
- rco
- 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
- 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
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3902—Organic or inorganic per-compounds combined with specific additives
- C11D3/3905—Bleach activators or bleach catalysts
- C11D3/3907—Organic compounds
- C11D3/3917—Nitrogen-containing compounds
- C11D3/392—Heterocyclic compounds, e.g. cyclic imides or lactames
-
- 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
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3902—Organic or inorganic per-compounds combined with specific additives
- C11D3/3905—Bleach activators or bleach catalysts
- C11D3/3907—Organic compounds
- C11D3/3917—Nitrogen-containing compounds
-
- 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
- D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
- D06L4/12—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen combined with specific additives
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (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
N : N-diacetyl-p-chloroaniline is prepared by reacting p-chloroaniline with acetic anhydride in the presence of sodium acetate. N : N-dibutyrylaniline is prepared by reacting butyric acid with aniline in xylene solution to produce monobutyryl-aniline, which is then further reacted with butyric anhydride to produce N : N-dibutyrylaniline. N : N1-diacetylbarbitone is prepared by passing ketene into a solution of barbitone in ethylacetate containing a little concentrated sulphuric acid.ALSO:Textile materials are bleached with an aqueous solution of hydrogen peroxide and a "reactive" acyl organoamide, i.e. anacyl organoamide which, in the test described below, gives a titre of at least 1,5 ml. of 0,1 N sodium thiosulphate. The test is carried out by dissolving 2,5 g. of sodium pyrophosphate, 0,615g. of sodium perborate and 0,5g. of sodium dodecyl benzene sulphonate in 1000ml. of distilled water at 60 DEG C., adding an amount of amide such that, for each atom of available oxygen present, one molecule of amide is introduced, stirring vigorously at 60 DEG C. and, after 5 minutes, pipetting a 100 ml. portion of the solution on to 250 g. of cracked ice and 15 ml. of glacial acetic acid, adding 0.4g. of potassium iodide and titrating the liberated iodine with 0,1N sodium thiosulphate using starch as indicator. An "acyl organoamide" is defined as a compound of the formula: RCONR1R2 in which RCO is derived from an organic carboxylic acid, R1 is an acyl radical and R2 is any suitable radical as determined by the test described, e.g. alkyl, aryl, carboxylic acyl or sulphonic acyl. RCO is preferably an aliphatic radical containing 2-4 carbon atoms and any two of the radicals RCO, R1 and R2 can be linked together to form a divalent radical which, with the nitrogen, constitutes a heterocyclic ring, as in the N-acyl lactams and N-acyl anthranils. Suitable acyl organoamides are N : N- diacetylaniline, N : N-diacetyl -ptoluidine, N : N-diacetyl -pchloroaniline, N : N- dibutyrylaniline, dibenzanilide, N- acetylcaprolactam, N : N1- diacetyl-barbitone, N- acetylphthalimide, N-acetylsaccharin, N- acetyl anthranil and N : N- diacetyl -5 : 5- dimethyl hydantoin. The hydrogen peroxide may be added directly to the bleaching bath but it is preferably liberated from an inorganic persalt, e.g. an alkali metal perborate, percarbonate, perpyrophosphate or persilicate. Compositions comprising an inorganic persalt and a reactive acyl organoamide may be prepared, the compositions preferably containing 1/4 -4 molecules of reactive amide for each atom of available oxygen in the persalt. The compositions may also contain sufficient of an alkali-metal carbonate, silicate or phosphate, e.g. an orthophosphate, tripolyphosphate or pyrophosphate, to give the solution a pH of 8-11, and 10-50% of an organic detergent, which may be a soap or a soapless detergent, e.g. an alkylaryl sulphonate or alkylsulphate, together with conventional detergent adjuncts, e.g. alkali-metal sulphates, sodium carboxymethylcellulose and fluorescent brightening agents. Examples describe the bleaching of cotton fabrics. The Provisional Specification refers to the use of acylorganoamides in which R1 is an organic group linked by carbon direct to the nitrogen atom.ALSO:A detergent composition comprises an inorganic persalt and a "reactive" acyl organoamide, i.e. an acyl organoamide which fulfils the requirements of a test which is described, and which is defined as a compound of the formula RCONR1R2 in which RCO is derived from an organic carboxylic acid, R1 is an acyl radical and R2 is any suitable radical as determined by the test described, e.g. alkyl, aryl, carboxylic acyl or sulphonic acyl. RCO is preferably an aliphatic radical containing 2-4 carbon atoms and any two of the radicals RCO, R1 and R2 can be linked together to form a divalent radical which, with the nitrogen, constitutes a heterocyclic ring, as in the N-acyllactams and N-acylanthranils. Suitable acyl organoamides are N:N-diacetyl aniline, N:N - diacetyl - p - toluidine, N:N - diacetyl - p-chloroaniline, N:N-dibutyrylaniline, dibenzanilide, N-acetylcaprolactam, N:N1-diacetylbarbitane, N-acetylphthalimide, N-acetylsaccharin, N-acetylanthranil and N:N-diacetyl-5:5-dimethyl hydantoin. Specified persalts are alkali metal perborates, percarbanates, perpyrophosphates and persilicates, the compositions preferably containing 1/4 -4 molecules of reactive amide for each atom of available oxygen in the persalt. The detergent may be a soap or a soapless detergent, e.g. an alkyl aryl sulphanate or alkyl sulphate, and may be present to the extent of 10-50%. The composition may also contain alkali-metal sulphates, sodium carboxymethyl cellulose and fluorescent brightening agents, and sufficient of an alkali-metal carbonate, silicate, orthophosphate, tripolyphosphate or pyrophosphate, to give solutions of the composition a pH of 8-11. The Provisional Specification refers to the use of acyl organoamides in which R1 is an organic group linked by carbon direct to the nitrogen atom.
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB14921/58A GB855735A (en) | 1958-05-09 | 1958-05-09 | Bleaching processes and compositions |
FR794156A FR1232554A (en) | 1958-05-09 | 1959-05-06 | Bleaching processes and compositions |
DEU6184A DE1291317B (en) | 1958-05-09 | 1959-05-08 | Process for bleaching textiles |
US336068A US3177148A (en) | 1958-05-09 | 1964-01-06 | Bleaching processes and compositions |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB14921/58A GB855735A (en) | 1958-05-09 | 1958-05-09 | Bleaching processes and compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
GB855735A true GB855735A (en) | 1960-12-07 |
Family
ID=10049920
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB14921/58A Expired GB855735A (en) | 1958-05-09 | 1958-05-09 | Bleaching processes and compositions |
Country Status (4)
Country | Link |
---|---|
US (1) | US3177148A (en) |
DE (1) | DE1291317B (en) |
FR (1) | FR1232554A (en) |
GB (1) | GB855735A (en) |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3245913A (en) * | 1964-09-15 | 1966-04-12 | Monsanto Co | Bleaching compositions containing acyl sulfonamides |
US4422950A (en) | 1980-12-09 | 1983-12-27 | Lever Brothers Company | Bleach activator granules and preparation thereof |
US4786421A (en) * | 1986-08-06 | 1988-11-22 | Lever Brothers Company | Fabric conditioning composition |
US4892555A (en) * | 1986-08-06 | 1990-01-09 | Lever Brothers Company | Method for conditioning fabrics |
US5372740A (en) * | 1993-09-03 | 1994-12-13 | Lever Brothers Company, Division Of Conopco, Inc. | Homogeneous liquid automatic dishwashing detergent composition based on sodium potassium tripolyphosphate |
US5374369A (en) * | 1993-10-14 | 1994-12-20 | Lever Brothers Company, Division Of Conopco, Inc. | Silver anti-tarnishing detergent composition |
US5468410A (en) * | 1993-10-14 | 1995-11-21 | Angevaare; Petrus A. | Purine class compounds in detergent compositions |
US5480576A (en) * | 1993-10-14 | 1996-01-02 | Lever Brothers Company, Division Of Conopco, Inc. | 1,3-N azole containing detergent compositions |
EP0690122A2 (en) | 1994-06-30 | 1996-01-03 | The Procter & Gamble Company | Detergent compositions |
EP0693549A1 (en) | 1994-07-19 | 1996-01-24 | The Procter & Gamble Company | Solid bleach activator compositions |
EP0698661A2 (en) | 1994-08-25 | 1996-02-28 | Degussa Aktiengesellschaft | Activators for inorganic peroxygen compounds and product containing them |
US5584888A (en) * | 1994-08-31 | 1996-12-17 | Miracle; Gregory S. | Perhydrolysis-selective bleach activators |
EP0778339A2 (en) | 1995-12-06 | 1997-06-11 | Basf Corporation | Improved non-phosphate machine dishwashing compositions containing polycarboxylate polymers and nonionic graft copolymers of vinyl acetate and polyalkylene oxide |
EP0778340A2 (en) | 1995-12-06 | 1997-06-11 | Basf Corporation | Improved non-phosphate machine dishwashing compositions containing copolymers of alkylene oxide adducts of allyl alcohol and acrylic acid |
US5856282A (en) * | 1994-12-22 | 1999-01-05 | The Procter & Gamble Company | Silicone compositions |
US5985815A (en) * | 1993-11-25 | 1999-11-16 | Warwick International Group Limited | Bleach activators |
WO2011051681A1 (en) | 2009-10-28 | 2011-05-05 | Revolymer Limited | Composite |
WO2012140442A1 (en) | 2011-04-15 | 2012-10-18 | Revolymer Limited | Particles with hydroxyl vinylic copolymer coating sensitive to ionic strength |
EP3266762A1 (en) | 2016-07-06 | 2018-01-10 | 3V SIGMA S.p.A | Activators for peroxygenated compounds |
Families Citing this family (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1297574B (en) * | 1964-05-12 | 1969-06-19 | Degussa | Detergents and bleaches |
CA783079A (en) * | 1965-06-09 | 1968-04-16 | Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler | Agent for the bleaching and washing of textiles |
FR1457677A (en) * | 1965-09-23 | 1966-01-24 | Colgate Palmolive Co | Laundry washing process |
GB1182143A (en) * | 1966-03-01 | 1970-02-25 | United States Borax Chem | Bleaching Compositions and Methods. |
DK128287A (en) * | 1967-10-24 | |||
DE1802576A1 (en) * | 1967-11-01 | 1969-08-07 | Colgate Palmolive Co | Bleach and detergent |
US3715184A (en) * | 1967-12-30 | 1973-02-06 | Henkel & Cie Gmbh | Method of activating per-compounds and solid activated per-compound compositions |
GB1286459A (en) * | 1968-12-12 | 1972-08-23 | Unilever Ltd | Detergent compositions |
US3969257A (en) * | 1971-07-23 | 1976-07-13 | Colgate-Palmolive Company | Washing and bleaching composition containing bleach, activator and a nitrilotricarboxylic acid compound |
IT966940B (en) * | 1972-12-05 | 1974-02-20 | Unilever Nv | DETERGENT COMPOSITION |
US3886078A (en) * | 1973-02-28 | 1975-05-27 | American Cyanamid Co | N-benzoylsaccharin as peroxygen bleach activator |
US4300897A (en) * | 1973-08-24 | 1981-11-17 | Colgate-Palmolive Company | Method for bleaching with peroxymonosulfate-based compositions |
US4123376A (en) * | 1973-08-24 | 1978-10-31 | Colgate-Palmolive Company | Peroxymonosulfate-base bleaching and bleaching detergent compositions |
FI64639C (en) * | 1978-09-27 | 1983-12-12 | Unilever Nv | BLEKNINGS- OCH RENGOERINGSKOMPOSITION |
US4397757A (en) * | 1979-11-16 | 1983-08-09 | Lever Brothers Company | Bleaching compositions having quarternary ammonium activators |
DE3128336A1 (en) * | 1981-07-17 | 1983-01-27 | Henkel KGaA, 4000 Düsseldorf | "METHOD FOR PRODUCING COATED NUCLEAR BLEACHING ACTIVATORS" |
DE3304848A1 (en) * | 1983-02-12 | 1984-08-16 | Henkel KGaA, 4000 Düsseldorf | ORGANIC CYANAMIDE COMPOUNDS AS ACTIVATORS FOR INORGANIC PER CONNECTIONS |
CN1065563C (en) * | 1993-05-20 | 2001-05-09 | 普罗格特-甘布尔公司 | Bleaching compounds comprising N-acyl caprolactam for use in hand-wash or other low-water cleaning systems |
ES2119204T3 (en) | 1993-05-20 | 1998-10-01 | Procter & Gamble | BLEACHING COMPOUNDS INCLUDING REPLACED BENZOIL-CAPROLACTAMA BLEACHING ACTIVATORS. |
US5998350A (en) * | 1993-05-20 | 1999-12-07 | The Procter & Gamble Company | Bleaching compounds comprising N-acyl caprolactam and/or peroxy acid activators |
US5405412A (en) * | 1994-04-13 | 1995-04-11 | The Procter & Gamble Company | Bleaching compounds comprising N-acyl caprolactam and alkanoyloxybenzene sulfonate bleach activators |
US5753138A (en) * | 1993-06-24 | 1998-05-19 | The Procter & Gamble Company | Bleaching detergent compositions comprising bleach activators effective at low perhydroxyl concentrations |
US5405413A (en) * | 1993-06-24 | 1995-04-11 | The Procter & Gamble Co. | Bleaching compounds comprising acyl valerolactam bleach activators |
US5635104A (en) | 1993-06-24 | 1997-06-03 | The Procter & Gamble Company | Bleaching solutions and method utilizing selected bleach activators effective at low perhydroxyl concentrations |
DE4412390A1 (en) * | 1994-04-11 | 1995-10-19 | Hoechst Ag | Process for bleaching textiles |
US5635103A (en) | 1995-01-20 | 1997-06-03 | The Procter & Gamble Company | Bleaching compositions and additives comprising bleach activators having alpha-modified lactam leaving-groups |
DE19530786A1 (en) | 1995-08-22 | 1997-02-27 | Hoechst Ag | A bleaching composition containing polyoxometalates as a bleach catalyst |
US5879409A (en) * | 1996-02-23 | 1999-03-09 | The Procter & Gamble Company | Bleach additive and bleaching compositions having glycine anhydride activators |
WO1998016610A2 (en) * | 1996-10-15 | 1998-04-23 | The Procter & Gamble Company | Asymmetrical imide bleach activators and compositions employing the same |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US825883A (en) * | 1905-07-10 | 1906-07-10 | Walter Heinrici | Stable solution of peroxid of hydrogen. |
GB190516151A (en) * | 1905-08-08 | 1906-01-04 | Walter Heinrici | A Process for Preparing a Stable Solution of Hydrogen Peroxide. |
US2091186A (en) * | 1935-01-11 | 1937-08-24 | Du Pont | Stabilization of bleach baths |
US2576205A (en) * | 1945-08-25 | 1951-11-27 | Colgate Palmolive Peet Co | Denture cleansing composition |
DE1010048B (en) * | 1953-05-20 | 1957-06-13 | Degussa | Process for washing fibrous materials or textile goods |
US2809937A (en) * | 1954-02-26 | 1957-10-15 | Colgate Palmolive Co | Germicidal detergent composition |
GB782898A (en) * | 1954-05-19 | 1957-09-18 | Unilever Ltd | Improvements in detergent compositions |
BE549817A (en) * | 1955-07-27 | |||
US2891912A (en) * | 1956-06-21 | 1959-06-23 | Gillette Co | Opalescent detergent composition |
AT187509B (en) * | 1956-09-28 | 1956-10-25 | Degussa | Process for the treatment of polyamide fibers with peroxide-containing bleaches or detergents |
US3061550A (en) * | 1959-05-11 | 1962-10-30 | Du Pont | Textile bleaching composition |
-
1958
- 1958-05-09 GB GB14921/58A patent/GB855735A/en not_active Expired
-
1959
- 1959-05-06 FR FR794156A patent/FR1232554A/en not_active Expired
- 1959-05-08 DE DEU6184A patent/DE1291317B/en active Pending
-
1964
- 1964-01-06 US US336068A patent/US3177148A/en not_active Expired - Lifetime
Cited By (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3245913A (en) * | 1964-09-15 | 1966-04-12 | Monsanto Co | Bleaching compositions containing acyl sulfonamides |
US4422950A (en) | 1980-12-09 | 1983-12-27 | Lever Brothers Company | Bleach activator granules and preparation thereof |
US4786421A (en) * | 1986-08-06 | 1988-11-22 | Lever Brothers Company | Fabric conditioning composition |
US4892555A (en) * | 1986-08-06 | 1990-01-09 | Lever Brothers Company | Method for conditioning fabrics |
US5372740A (en) * | 1993-09-03 | 1994-12-13 | Lever Brothers Company, Division Of Conopco, Inc. | Homogeneous liquid automatic dishwashing detergent composition based on sodium potassium tripolyphosphate |
US5374369A (en) * | 1993-10-14 | 1994-12-20 | Lever Brothers Company, Division Of Conopco, Inc. | Silver anti-tarnishing detergent composition |
US5468410A (en) * | 1993-10-14 | 1995-11-21 | Angevaare; Petrus A. | Purine class compounds in detergent compositions |
US5480576A (en) * | 1993-10-14 | 1996-01-02 | Lever Brothers Company, Division Of Conopco, Inc. | 1,3-N azole containing detergent compositions |
US5985815A (en) * | 1993-11-25 | 1999-11-16 | Warwick International Group Limited | Bleach activators |
EP0690122A2 (en) | 1994-06-30 | 1996-01-03 | The Procter & Gamble Company | Detergent compositions |
EP0693549A1 (en) | 1994-07-19 | 1996-01-24 | The Procter & Gamble Company | Solid bleach activator compositions |
EP0698661A2 (en) | 1994-08-25 | 1996-02-28 | Degussa Aktiengesellschaft | Activators for inorganic peroxygen compounds and product containing them |
US5654269A (en) * | 1994-08-25 | 1997-08-05 | Degussa Aktiengesellschaft | Activators for inorganic peroxo compounds and agents containing them |
US5584888A (en) * | 1994-08-31 | 1996-12-17 | Miracle; Gregory S. | Perhydrolysis-selective bleach activators |
US5856282A (en) * | 1994-12-22 | 1999-01-05 | The Procter & Gamble Company | Silicone compositions |
EP0778339A2 (en) | 1995-12-06 | 1997-06-11 | Basf Corporation | Improved non-phosphate machine dishwashing compositions containing polycarboxylate polymers and nonionic graft copolymers of vinyl acetate and polyalkylene oxide |
EP0778340A2 (en) | 1995-12-06 | 1997-06-11 | Basf Corporation | Improved non-phosphate machine dishwashing compositions containing copolymers of alkylene oxide adducts of allyl alcohol and acrylic acid |
WO2011051681A1 (en) | 2009-10-28 | 2011-05-05 | Revolymer Limited | Composite |
WO2012140442A1 (en) | 2011-04-15 | 2012-10-18 | Revolymer Limited | Particles with hydroxyl vinylic copolymer coating sensitive to ionic strength |
EP3266762A1 (en) | 2016-07-06 | 2018-01-10 | 3V SIGMA S.p.A | Activators for peroxygenated compounds |
Also Published As
Publication number | Publication date |
---|---|
FR1232554A (en) | 1960-10-10 |
US3177148A (en) | 1965-04-06 |
DE1291317B (en) | 1969-03-27 |
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