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
  • C11D3/3945—Organic per-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
  • D06L4/15—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen using organic agents

Definitions

• a bleaching process in which the bleaching agent is an aqueous solution containing a benzoyl glutaryl peroxide of the formula RCO-OO-CO (CH CO H wherein R is phenyl or substituted phenyl and an inorganic perhydrate is disclosed.
• Bleaching compositions containing such peroxides and perhydrates with detergent salts and/or organic surface-active agents are also described.
• This invention relates to a bleaching process and to bleaching compositions employing an organic bleaching agent and an inorganic perhydrate.
• Certain organic peroxygen compounds have been disclosed as bleaching agents effective at these lower temperatures.
• One class includes the organic aliphatic and aromatic peroxycarboxylic acids, and especially the more effective aromatic percarboxylic acids such as those described in US. Pat. 3,075,921 issued Jan. 29, 1963 to Brocklehurst et al. These compounds, however, are generally unstable; they tend to lose their activity rapidly in storage, and in some cases may be explosive. Thus, they are difficult to handle in processing and in use. Furthermore, this instability is intensified by traces of metals such as iron, nickel, cobalt, copper and the like.
• the organic peroxides and in particular the diacyl peroxides, comprise another class of peroxygen bleaching agents. Some of these compounds are described in Belgian patent specification 603,768. These substances hydrolyze in the presence of water to form peroxycarboxylic acids, which are believed to be the substances actually responsible for the bleaching activity.
• the organic peroxides tend to be unstable and in some cases are explosive. Many are only slightly soluble in water, and therefore, hydrolyze slowly at moderate washing temperatures. Thus, little of the actual bleaching agent may be released in the duration of an ordinary washing process.
• Dibenzoyl peroxide is an example of an unstable and slightly-soluble peroxide compound.
• Benzoyl succinyl peroxide is one of the preferred diacyl peroxides set forth in Belgian specification 603,768; this compound is soluble in water, under neutral or alkaline conditions. Nevertheless, it is unstable in detergent compositions. Explosivity tests indicate that it may detonate upon impact. Although detergent compositions are unlikely to be subjected in ordinary use to the impact applied in an impact test (as described in Example III hereafter), a propensity to detonate under such condi- 3,756,775 Patented Sept. 4, 1973 tions indicates that they may be dangerously unstable under other conditions.
• the benzoyl glutaryl peroxide bleaching agents of this invention are stable in detergent compositions and have a reduced tendency to cause color or fabric damage when employed in combination with an inorganic perhydrate. In addition, they are nonexplosive, even in the presence of metal ions such as iron, nickel, cobalt, copper and the like. In spite of their improved stability, these benzoyl glutaryl peroxides, being soluble in alkaline washing and bleaching liquors, hydrolyze rapidly during a washing or bleaching process, forming an aromatic peroxy acid as the effective bleaching agent. The benzoyl glutaryl peroxides are, therefore, very valuable bleaching agents for use at temperatures below about they are also effective at higher temperatures.
• the present invention provides a process for bleaching textile materials which comprises treating such materials with an aqueous solution of a benzoyl glutaryl peroxide of the general formula RCO OO-CO (CH CO H where R is phenyl or substituted phenyl and an inorganic perhydrate.
• the present invention provides bleaching compositions containing a benzoyl glutaryl peroxide and an inorganic perhydratc in combination with a detergent salt and/or organic surface-active agent.
• benzoyl glutaryl peroxides suitable herein are those corresponding to the hereinbefore described formula.
• Preferred peroxides are those where the benzoyl radical is unsubstituted or is substituted by one or more chlorine, methyl or methoxy groups.
• Suitable substituted benzoyl glutaryl peroxides include m-chlorobenzoyl glutaryl peroxide, p-methylbenzoyl glutaryl peroxide, p-methoxybenzoyl glutaryl peroxide.
• the peroxides of the invention are employed in a solution at a concentration which provides from 1 to 200 p.p.m. by weight of available oxygen in the solution.
• a preferred concentration is from 5 to p.p.m., especially from 10 to 40 ppm.
• the benzoyl glutaryl peroxides of the invention can be prepared in accordance with methods known in the art. Suitable methods of preparation include, for example, reaction of an aromatic peroxy acid with glutaric anhydride in a suitable solvent, or reaction of an aroylchloride with mono perglutaric acid in the presence of an equivalent weight of a base.
• Suitable methods of preparation include, for example, reaction of an aromatic peroxy acid with glutaric anhydride in a suitable solvent, or reaction of an aroylchloride with mono perglutaric acid in the presence of an equivalent weight of a base.
• the preparation of benzoyl glutaryl peroxide is disclosed by Zeit f. Physiol. Chemie, 323 pp. 211-235 (1961), incorporated by reference herein.
• a primary function of an oxidizing bleaching agent is to react chemically with and to oxidize stains, thereby reducing their color and/ or making them more susceptible to washing action.
• such. agents should not decolorize or alter appreciably dyestuffs (which might be considered as intentional stains), or cause damage to fabrics themselves, but no effective bleaching agent is perfect in these respects. It has now been found that the tendency of benozyl glutaryl peroxides to cause color or fabric damage, and its tendency to cause yellowing of nylon fabrics, is reduced if an inorganic perhydrate, is present with it in the bleaching liquor.
• inorganic perhydrates compounds providing hydrogen peroxide in aqueous solution, such as sodium perborate, percarbonate, perphosphate, or hydrogen peroxide itself. Potassium and other suitable salts can also be used. This mixture provides slightly less bleaching action than the benzoyl glutaryl peroxide alone but considerably more, at temperature below about 85 C., than perhydrate alone, and provides a better combination of bleaching effect and lack of color or fabric damage than is provided by either component alone.
• Preferred perhydrates are those named above, especially sodium perborate. Hydrogen peroxide as such may be used in bleaching liquors and in the process of the invention. Its use in concentrated compositions, though Within the scope of the invention, would often lead to ditficulty in obtaining stable products.
• the amount of perhydrate is preferably such that the weight ratio of available oxygen in the benzoyl glutaryl peroxide to that in the perhydrate is from 3:1 to 1:5, especially in the range 1:1 to 1:5.
• compositions are preferably, but not necessarily, particulate solids.
• the compositions can contain inorganic or organic detergent builder salts. They can contain, for example, alkaline inorganic builder salts such as the alkali metal carbonates, silicates, phosphates and polyphosphates.
• Suitable organic water-soluble builder salts include the aminopolycarboxylates, particularly sodium nitrilotriacetates, organic polyphosphonates such as ethane-1-hydroxy-1,1- diphosphonates, sodium citrate, sodium gluconate and the like.
• the builder salts herein are employed in an amount of from 1% to 99% by weight of the compositions of the invention.
• Neutral diluent salts such as alkali metal chlorides or sulfates can be employed.
• Compatible watersoluble organic surface-active agents, including anionic, nonionic, zwitterionic and ampholytic detergents can also be present, for example, in an amount of up to 90% by weight.
• the amounts of these components i.e., the inorganic or organic builder salts and organic surface-active agents used, depend on both the nature of the organic detergent and the intended purpose of the products. Normally the proportions of such components will correspond to a weight ratio of builder to detergent of from about 30:1 to 1:4, preferably from 9:1 to 1:1.
• Particularly suitable organic anionic detergents are the water-soluble soaps and the alkyl benzene sulfonates, especially linear alkyl benzene sulfonates, alkyl sulfates, olefin sulfates and other organic sulfates and sulfonates.
• Suitable nonionic detergents include the polyethylene oxide condensates with polypropylene oxides, e.g., the Pluronics (trade name), or with fatty alcohols, alkyl phenols, fatty acids and the like.
• Suitable detergents herein are those described in US. Pat. 3,351,558 to Roger E. Zimmerer at column 6, line 59 to column 9, line 69, incorporated herein by reference.
• compositions can also contain the usual minor components of conventional bleaching and washing compositions such as colors, perfume, tarnish inhibitors stabilizers for the bleach, optical brighteners, enzymes, dust preventatives, suds-enhancing or suds-depressing agents, abrasives and the like.
• the peroxides described hereinbefore are more stable during storage in detergent compositions than prior known water-soluble organic peroxy bleaching agents, it is desirable to provide protection from atmospheric or other moisture and from other components of the compositions. This can be effected for instance, by coating the peroxide with an inert material, or by mixing the peroxides with an inert or stabilizing substance and coating the mixture. Alternatively the mixture can be agglomerated or extruded in the form of noodles, ribbons, flakes or the like. Other suitable methods of providing protection from moisture can be employed.
• the proportion of the benzoyl glutaryl peroxide in the compositions of the invention should be such as to provide a concentration of available oxygen in the ranges defined hereinbefore when the compositions are used at the intended concentration in a bleaching or washing liquor.
• the compositions intended to be used at conventional concetrations for household washig would normally contain enough benzoyl glutaryl peroxide to provide from 0.1% to 3% by weight of the composition of available oxygen, preferably 0.2% especially from 0.2% to 1%.
• Washing and bleaching solutions were made up in tap water (about 175 p.p.m. hardness as CaCO containing per liter:
• BGP means Benzoyl glutaryl peroxide
• PB4 means sodium perborate tetrahydrate Stain removal Tea stained cotton swatches were washed in these solutions in a miniature washing machine at 50 C. for minutes. They were removed, rinsed in cold tap water, dried and their reflectance measured and compared with that before washing, percent stain removal being measured Reflectance after bleach 100 X Refiectance before bleach loo-Refiectanoe before bleach Values obtained were:
• a process for bleaching textile materials which comprises treating such materials with an aqueous solution of benzoyl glutaryl peroxide of the formula RCO OO-CO (CH CO H wherein R is phenyl or phenyl substituted with one or more Cl, --OCH or CH radicals; and an inorganic perhydrate capable of providing hydrogen peroxide in said solution and providing a weight ratio of available oxygen from the benzoyl glutaryl peroxide to that of the inorganic perhydrate of from 3:1 to 1:6.
• RCO OO-CO CH CO H wherein R is phenyl or phenyl substituted with one or more Cl, --OCH or CH radicals
• an inorganic perhydrate capable of providing hydrogen peroxide in said solution and providing a weight ratio of available oxygen from the benzoyl glutaryl peroxide to that of the inorganic perhydrate of from 3:1 to 1:6.
• inorganic perhydrate is selected from the group consisting of sodium perborate, sodium perphosphate and sodium percarbonate.
• a bleaching composition consisting essentially of a mixture of a water-soluble organic detergent selected from the group consisting of anionic, nonionic, zwitterionic and ampholytic detergents and water-soluble inorganic or organic detergency builder salt in a ratio of builder salt to detergent of from 30:1 to 1:4, a benzoyl glutaryl peroxide bleaching agent of the formula RCO OO CO (CH2) 3CO H 8 8.
• R is phenyl.
• the bleaching composition of claim 8 having sufficient benzoyl glutaryl peroxide to provide from 0.1% to 5 3% by weight of the composition of available oxygen.

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• 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)

Applications Claiming Priority (2)

Publications (1)

Family

ID=26240238

Family Applications (2)

Family Applications After (1)

Country Status (9)

Cited By (6)

Families Citing this family (5)

• 1970
  • 1970-06-15 GB GB5896/71A patent/GB1293063A/en not_active Expired
• 1971
  • 1971-06-08 ES ES392022A patent/ES392022A1/es not_active Expired
  • 1971-06-10 US US00151910A patent/US3756775A/en not_active Expired - Lifetime
  • 1971-06-10 US US00151911A patent/US3756776A/en not_active Expired - Lifetime
  • 1971-06-11 DE DE19712128945 patent/DE2128945A1/de active Pending
  • 1971-06-11 CH CH854771A patent/CH540974A/de not_active IP Right Cessation
  • 1971-06-11 CA CA115,431A patent/CA969712A/en not_active Expired
  • 1971-06-11 CA CA115,430A patent/CA969711A/en not_active Expired
  • 1971-06-14 BE BE768469A patent/BE768469A/xx unknown
  • 1971-06-14 NL NL7108112A patent/NL7108112A/xx not_active Application Discontinuation
  • 1971-06-14 FR FR7121540A patent/FR2095265B1/fr not_active Expired

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