Classifications

• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
  • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
  • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • D06M15/53—Polyethers
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
  • C07C309/01—Sulfonic acids
  • C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
  • C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
  • C07C309/07—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing oxygen atoms bound to the carbon skeleton
  • C07C309/12—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing oxygen atoms bound to the carbon skeleton containing esterified hydroxy groups bound to the carbon skeleton
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
  • C07C309/01—Sulfonic acids
  • C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
  • C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
  • C07C309/13—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
  • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
  • C07F9/02—Phosphorus compounds
  • C07F9/28—Phosphorus compounds with one or more P—C bonds
  • C07F9/50—Organo-phosphines
  • C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
  • C07F9/5304—Acyclic saturated phosphine oxides or thioxides
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
  • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
  • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
  • C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
  • C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
  • C08G65/2609—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aliphatic hydroxyl groups
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
  • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
  • C08G65/32—Polymers modified by chemical after-treatment
  • C08G65/321—Polymers modified by chemical after-treatment with inorganic compounds
  • C08G65/326—Polymers modified by chemical after-treatment with inorganic compounds containing sulfur
• • 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
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/02—Anionic compounds
  • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
• • 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
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/02—Anionic compounds
  • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
  • C11D1/29—Sulfates of polyoxyalkylene ethers
• • 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
  • C11D3/0005—Other compounding ingredients characterised by their effect
  • C11D3/001—Softening compositions
  • C11D3/0015—Softening compositions liquid
• • 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
  • C11D3/16—Organic compounds
  • C11D3/34—Organic compounds containing sulfur
  • C11D3/3472—Organic compounds containing sulfur additionally containing -COOH groups or derivatives thereof
• • 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
  • D06L4/657—Optical bleaching or brightening combined with other treatments, e.g. finishing, bleaching, softening, dyeing or pigment printing
• • 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
  • D06L4/664—Preparations of optical brighteners; Optical brighteners in aerosol form; Physical treatment of optical brighteners
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
  • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
  • D06M13/248—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing sulfur
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
  • D06M13/248—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing sulfur
  • D06M13/256—Sulfonated compounds esters thereof, e.g. sultones
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
  • D06M13/248—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing sulfur
  • D06M13/262—Sulfated compounds thiosulfates
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
  • D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
  • D06M13/285—Phosphines; Phosphine oxides; Phosphine sulfides; Phosphinic or phosphinous acids or derivatives thereof
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/325—Amines
  • D06M13/342—Amino-carboxylic acids; Betaines; Aminosulfonic acids; Sulfo-betaines
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/388—Amine oxides
• • D—TEXTILES; PAPER
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  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/46—Compounds containing quaternary nitrogen atoms

Definitions

• This invention relates to the treatment of textile materials and, more particularly, it concerns a process for softening textile materials in a repetitious but generally discontinuous cycle which involves soiling, laundering, rinsing, soiling, etc.
• softening agents to improve softness or hand of textile materials is well known. Aside from imparting softness, the treatment of textile materials with softening agents generally prevents the accumulation of static electric charges and makes the ironing of such materials easier. Only in the past two decades have softening agents become generally known by the housewife. Prior to this time, soap residues provided the same effect of improved hand or softness. With the advent of synthetic detergents which effectively remove fatty residues from the textile material, this benefit disappeared.
• Synthetic detergents are generally used in conjunction with builder materials such as alkali metal carbonates, silicates and/or phosphates. These so-called builder materials tend to react with the metal ions present in the wash liquor, precipitating out salts which deposit on the fibers of the textile material being laundered. Deposited mineral salts weaken the laundered fabrics, particularly at those points where the fabric is exposed to friction and creasing such as at the collar and cuffs. It has been found that treatment of these laundered textiles with softening agents not only soften the textiles, but also prolong their useful life.
• builder materials such as alkali metal carbonates, silicates and/or phosphates.
• softening agents Most of the softening agents presently used in home laundry situations are cationic surface active agents having at least one long alkyl radical usually containing from 16 to 18 carbon atoms. These softening compounds are not compatible with anionic synthetic detergents which are used in most heavy-duty detergents and, thus, are employed only during the rinse cycle. After a Wash cycle in which an anionic synthetic detergent is used, variable amounts of such detergent compound remain on the textile. This residual anionic detergent compound will react, during the rinse cycle, with any cationic soften- .ing additive causing precipitation and, thus, inactivation .of'the softener. Any interaction between the detergent compound and softener makes it difficult to achieve a uniform desirable degree of softening. Additionally, this interaction can result in a degree of deposition on the ,textile, material which causes waterproofing and reduced absorbency.
• cationic softening agents Another disagreeable feature of cationic softening agents is that those which have adsorbed to the softened textile can interact upon subsequent laundering with an Due to yellowing associated with the use of cationic softeners and the discoloration which inherently develops in cotton fabrics on aging, it is desirable to add a brightening agent to softener formulations. "These brighteners counteract the yellow hue of the fabric by giving off a blue-white fluorescence. Addition of brighteners to textile softener formulations intended for household use is common. Such brightener/softener formulations are greatly preferred by the average housewife.
• R-IL 0 a textile softene having the formula R-IL 0 wherein R is a straight or branched carbon chain containing 20 to 30 carbon atoms selected from the group consisting of alkyl and alkenyl groups and wherein said alkyl and alkenyl groups contain 0-2 hydroxyl substituents, 0-5 ether linkages, 0-2 chlorine atoms and 0-1 amide linkage, R is an alkyl group containing from 1 to 20 carbon atoms and wherein said alkyl group contains 0-2 hydroxyl substituents, 0-5 ether linkages, 0-2 chlorine atoms and 0-1 amide linkage, and R is an alkyl group containing 1 to 3 carbon atoms selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, 2-hydroxyethyl and 2-hydroxypropyl, and wherein R and R can be joined to form a heterocyclic group containing 4 to 6 hydrocarbon
• the softening agents described above can be added, alone i'o'rgin combination, in small amounts to the usual rinsing 'b tli. Where the softening agents are so added, it is'prefe ed that the rinse solution, contain from aboutl0 .00l%, ⁇ to
• the rinse solution should contain from about 0.002% to about 0.01% softening agent by weight.
• the softening agents described above can be used, alone or in combination, for treatment of textile materials in mill operation, as for example by padding on.
• the fabrics are dipped into an equeous dispersion of from about 0.05% to about 2% by weight of the softening agents of this invention; preferably from about 0.2% to about 1%.
• excess liquid is squeezed out between a pair of rolls.
• the fabric is then dried, whereupon the softening agent which is entrained in the wet fabric remains on the fabric.
• the agents demonstrate many advantages not obtainable with the cationic softening agents.
• the softening agents of the present invention do not interact with anionic detergents and are easily removed by subsequent laundering. Therefore they do not cause waterproofing or bulidup of hydrophobic material on the treated textile material.
• Softening agents of this invention which are preferably employed, alone or in combination, in the process of this invention are generically described as follows:
• R is a straight or branched carbon chain containing 20 to 26 carbon atoms selected from the group consisting of alkyl and alkenyl groups and wherein said alkyl and alkenyl groups contain -2 hydroxyl substituents, and R and R are alkyl groups containing 1 to 3 carbon atoms selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, 2-hydroxyethyl and 2-hydroxypropyl.
• softening agents which can be used most effectively in the process of this invention, alone or in combination, are as follows:
• Examples of other preferred softening agents which can suitably be employed in the process of the present invention, alone or in combination are as follows: fl-hydroxyeicosyldimethylamine oxide Eicosylmethylethylamine oxide Eicosyldiethylamine oxide 2-eicosyldiethylamine oxide Heneicosyldimethylamine oxide Heneicosyldiethylamine oxide 6-docosylmethylethylamine oxide Docosyldiethylamine oxide Tricosyldimethylamine oxide Tricosyldiethylamine oxide Tetracosylmethylethylamine oxide 12-tetracosyldimethylamine oxide Tetracosyldiethylamine oxide B-hydroxytetracosyldimethylamine oxide Pentacosyldimethylamine oxide Pentacosyldiethylamine oxide Hexacosyldiethylamine oxide.
• the textiles which are to be softened are laundered prior to being treated with the softening agents described above.
• softening agents as Well as additives such as stabilizers can be used in conjunction with the softening agents employed in the process of this invention.
• softeners which may be employed in combination with the softening agents of this invention appear in Chwala, Textilosstoff, Vienna 1939, particularly pages 61 to 64, March An Introduction to Textile Finishing, London, 1948, particularly Chapter X, and Schwartz-Perry, Surface Active Agents, New York, 1949, particularly pages 435 to 437.
• Softening agents which may be used in conjunction with the softening agents of the present invention are characterized as follows: Ester, etheror amide-like condensation products containing polyalcohol, polyglycol, or polyglycerol radicals and suitable higher molecular, preferably long-chain aliphatic radicals with 12 to 18 carbon atoms, such as for instance fatty acid or fatty alcohol condensation products of the general formula R(C H O)NH wherein R stands for the monovalent radical of an aliphatic alcohol or an aliphatic acid or amide with 12 to 18 .cgu ooocn cu cn so m acylated or alkylated'alkyl polyamines and higher alkylolaniinesyandquaternary ammonium compounds such as 'cetylpyridinium chloride, cetyltrimethylammonium bromide and tetradecyldimethylbenzylammonium chloride, and mono-or polyester of long-chain fatty acids with monoor polyoxyamines
• Examples'of'brightener compounds which may be used in conjunction with. the softening agents of the present invention include those disclosed in Stensby, Optical Brighteners in Fabric Softeners, Soap Chem. Specialties, 41, No. 5, 858 (May 1965), Netherland Pat. 6,408,162 (Jan. 18, 1965), U.S. Pat. 2,950,253 (Aug. 23, 1960) and Kirk et al., Optical Brighteners, Encyclopedia Chem. Tech. 3, 737-50 (1964).
• *Other brightener compounds which can be used are those which are especially suitable for brightening synthetic fibers.
• these brighteners include the bis-azoles such as 1,2-bis(-methyl-2-benzoxazolyl)ethylene, bis(S-methyl-Z-benzoxazolyl)thiophene and N-hydrox yethyl 1,2-bis(benzimidazoly1) ethylene; monoazole types such as 2- (m-chlorostyryl) -naphth- 1,2-d] -oxazole and 2-styryl-benzoxazole; the pyrazoline type such as l-psulfo'namidophenyl-3 -p-chlorophenyl 2 pyrazoline; and
• the coumarin type such as 4-methyl-7-dimethylaminocoumarin and 3-phenyl-7-(diamino-sym-triazinylamino) coumarin.
• Non-expert panels of ten persons were employed. Each panel member was presented with four pairs of cloth swatches. The panelists were asked to handle each pair of swatches in turn and select the softer of the two cloths if a difference could be discerned. Two pairs of test swatches were comprised of the treated cloth and the control cloth presented in such a way that the treated cloth was handled first in one case and the control cloth in the other. The other two pairs of test swatches were comprised of control cloths exclusively and were designed to serve as a bench-mark for random selection between cloths of identical character. The order of presentation of pairs to the panelists was varied from person to person.
• Sets of fabrics comprised by four pairs of swatches were handled by no more than two persons each to avoid spurious results arising from pickup of skin oils, etc.
• the test swatches were coded in such a way that the panelist was unable to distinguish whether a particular cloth had been softened.
• the sets .of test swatches the number of panelists expressing a preference for the treated fabric was obtained and compared to the number of panelists unable to distinguish the test fabric from the control fabric.
• EXAMPLE IV This example shows the ability of the amine oxide softener to be essentially completely removed by a single wash in-a typical heavy-duty anionic detergent formulation. This very desirable feature thus prevents the buildup "of the"softener on the fabric with consequent waterproofin'gand yellowing of the fabric due to breakdown of the quaternary ammonium compound.
• the fabrics were 'fsoft'e ried as before (Procedures A and C), then washed i'n a nautomatic washer with anionic detergent for'mulationone-o'r more times. The fabrics were present'e' the panel members both after application of the "'s'oftenerand after each subsequent wash to determine the softness impression.
• EXAMPLE v This example shows that the cloths softened with the amine oxide softeners having an alkyl radical of greater than 20 carbon atoms are such more absorbent than those which have been treated, with the quaternary ammonium salts which are ordinarily used.
• the cloths were exposed to 50 partsper million of the softener compounds in the usual way (Procedures A and C), washed in a standard anionic heavy-duty detergent formulation, then reexposed to 50 parts per million of softener in the rinse cycle. Washing and application of softener were repeated through a total of four cycles of softener application.
• brightener compounds which can be used are those which are especially suitable for brightening synthetic fibers.
• these brighters include 1,2'-bis (5 methyI-Z-benzoxazolyl)ethylene, bis(5 methyl 2- benzoxolyl)thiophene and N hydroxyethyl 1,2 bis (benzimidazolyl)ethylene, 2 (m chlorostyryl-naptho- [l,2-d]oxazole and Z-styryl-benzoxazole; l p sulfonamidophenyl-3-p-chlorophenyl 2 pyrazoline; 4 methyl- 7-dimethylaminocoumarin and 3-phenyl-7-(diamino-symtriazinylamino coumarin.
• EXAMPLE VII Sufficient docosyldimethylamine oxide to produce a level of 50 parts per million or 0.005% by weight of solution is introduced into the final the final rinse solution of a stnadard home automatic washing machine containing a load of mixed cotton fabrics from normal family usage. After completion of the rinse cycle, that is, exposure for about 5 minutes and then spin drying, the load is dried in an automatic dryer. Upon panel grading essentially like that of Procedure C, the fabrics are judged to be much softer and more desirable than fabrics which have not been treated with the amine oxide.
• Example VIII When the conditions of Example VII are repeated using a mixed family load containing fine fabrics such as nylon and polyester and using a 50-50 mixture of eicosyldimethylamine oxide and docosyldimethylamine oxide it is seen that the fine fabrics are rendered largely antistatic and are much more desirable when worn than are the control fine fabrics which are not given a treatment with the amine oxide compound.
• EXAMPLE IX This example shows the usefulness of a 50-50 mixture of eicosyldimethylamine oxide and docosyldimethylamine oxide when used in a padding-on process.
• Test swatches of terry cloth treated in accordance with Procedure A are completely submerged in an aqueous dispersion containing 0.7% of the softening mixture by weight.
• the cloth load comprised about 2% of the aqueous bath by weight.
• the test cloths are exposed to the foregoing dispersion of softening agents for a period of about seconds.
• the test cloths are then removed and passed between rubber rolls forcing out excess solution.
• the weight of the test cloths at this point is about 3 times their original dry weight.
• the test cloths are then dried in a standard automatic drier. Upon panel grading similar to that described in Procedure C, it is judged that the dried test cloths are much softer to the touch and fuller in appearance than in the absence of treatment with the foregoing mixture.
• the process of treating textile materials which comprises the steps of: first, laundering with a detergent, and second, rinsing with an aqueous solution or dispersion consisting essentially of (A) from 0.001% to about 2.0% of a textile softener having the formula wherein R is a straight or branched carbon chain of about 22 carbon atoms selected from the group consisting of alkyl and alkenyl groups, R is an alkyl group containing from 1 to 20 carbon atoms and wherein said alkyl group contains not more than 2 hydroxyl substituents, not more than 5 ether linkages, not more than 2 chlorine atoms and not more than 1 amide linkage, and R is an alkyl group containing 1 to 3 carbon atoms selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, 2-hydroxyethyl and 2-hydroxypropyl, and wherein R and R can be joined to form a heterocyclic group containing 4
• component (A) is docosyldimethylamine oxide.
• component (A) is docosyl-bis-(fi-hydroxyethyl) amine oxide.
• the aqueous solution contains from about 0.0001% to about 0.001% by weight of a brightening agent selected from the group consisting of 4,4 bis[4 anilino-6-di(hydroxyethyl)amino symtriazin-2-ylamino] 2,2 stilbenedisulfonic acid, disodium, 4,4-bis(4-anilino-6-morpholino sym triazin 2 ylamino) 2,2 stilbenedisulfonate, disodium 4,4 bis(4, 6-dianilino sym triazin 2 ylamino) 2,2 stilbenedisulfonate, disodium 4,4 bis(4 anilino-6-ethylaminosym triazin 2 ylamino) 2,2 stilbenedisulfonate, disodium, 4,4 bis(4 anilino 6 N methylethanolamino sym triazin 2 ylamino) 2,2 stilbenedisulfonic acid, dis

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• Chemical & Material Sciences (AREA)
• Engineering & Computer Science (AREA)
• Organic Chemistry (AREA)
• Textile Engineering (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Life Sciences & Earth Sciences (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Wood Science & Technology (AREA)
• Health & Medical Sciences (AREA)
• Polymers & Plastics (AREA)
• Medicinal Chemistry (AREA)
• Inorganic Chemistry (AREA)
• General Chemical & Material Sciences (AREA)
• Biochemistry (AREA)
• General Health & Medical Sciences (AREA)
• Molecular Biology (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Detergent Compositions (AREA)
• Casting Or Compression Moulding Of Plastics Or The Like (AREA)
• Moulds For Moulding Plastics Or The Like (AREA)
• Powder Metallurgy (AREA)

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• 1967
  • 1967-06-05 US US643343A patent/US3554784A/en not_active Expired - Lifetime
• 1968
  • 1968-06-04 DE DE19681769504 patent/DE1769504A1/de active Pending
  • 1968-06-04 FR FR153767A patent/FR1568522A/fr not_active Expired
  • 1968-06-04 CH CH822768A patent/CH502473A/de not_active IP Right Cessation
  • 1968-06-04 BE BE716077D patent/BE716077A/xx unknown
  • 1968-06-04 DE DE19681767682 patent/DE1767682A1/de active Pending
  • 1968-06-04 NO NO02171/68A patent/NO126804B/no unknown
  • 1968-06-04 AT AT531968A patent/AT305196B/de not_active IP Right Cessation
  • 1968-06-04 SE SE07455/68A patent/SE350066B/xx unknown
  • 1968-06-04 SE SE07454/68A patent/SE359129B/xx unknown
  • 1968-06-04 AT AT531868A patent/AT317392B/de not_active IP Right Cessation
  • 1968-06-04 NO NO002170/68A patent/NO126803B/no unknown
  • 1968-06-05 NL NL6807890A patent/NL6807890A/xx unknown
  • 1968-06-05 CH CH825568A patent/CH509400A/de not_active IP Right Cessation
  • 1968-06-05 GB GB26712/68A patent/GB1222686A/en not_active Expired
  • 1968-06-05 GB GB26713/68A patent/GB1222687A/en not_active Expired
  • 1968-06-05 FI FI681575A patent/FI49059C/fi active
  • 1968-06-05 FI FI681574A patent/FI46530C/fi active
  • 1968-10-15 AU AU44803/68A patent/AU429843B2/en not_active Expired

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