Classifications

• • C—CHEMISTRY; METALLURGY
  • C14—SKINS; HIDES; PELTS; LEATHER
  • C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
  • C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L85/00—Compositions of macromolecular compounds obtained by reactions forming a linkage in the main chain of the macromolecule containing atoms other than silicon, sulfur, nitrogen, oxygen and carbon; Compositions of derivatives of such polymers
  • C08L85/02—Compositions of macromolecular compounds obtained by reactions forming a linkage in the main chain of the macromolecule containing atoms other than silicon, sulfur, nitrogen, oxygen and carbon; Compositions of derivatives of such polymers containing phosphorus
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/27—Web or sheet containing structurally defined element or component, the element or component having a specified weight per unit area [e.g., gms/sq cm, lbs/sq ft, etc.]
  • Y10T428/273—Web or sheet containing structurally defined element or component, the element or component having a specified weight per unit area [e.g., gms/sq cm, lbs/sq ft, etc.] of coating
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/31504—Composite [nonstructural laminate]
  • Y10T428/31844—Of natural gum, rosin, natural oil or lac

Definitions

• ABSTRACT A method for imparting waterand oil-repellent properties to leather is disclosed which uses as the treating composition a solution of a. a condensation product formed by l an aluminum alcoholate of a lower monohydroxy alcohol having a carbon chain length ofone to four carbon atoms with (2) a phosphoric acid monoester ofa higher fatty alcohol having a carbon chain length of 12 to 20 carbon atoms, and
• fluoro-chemicals for the leather impregnation.
• fluoro-chemicals include saturated or unsaturated fluorocarboxylic acids and fluoroalcohols of chain lengths C,, to C, and their esters and derivative's, as well as polymerizable fluorine-containing compounds such as for instance acrylic or methacrylic esters of fluorinated higher alcohols or esters and ethers of allyl alcohol with fluorinated higher carboxylic acids or alcohols or acetals of unsaturated aldehydes with fluorinated alcohols, etc.
• Another object of the present invention is the development of a process for imparting waterand oil-repellent properties to leather which comprises impregnating a dry leather with an inert organic solvent solution containing from 0.5 percent to 6 percent by weight of a mixture of (A) from about 10 percent to 95 percent by weight of the condensation product of an aluminum alcoholate of an alkanol having from one to four carbon atoms with a phosphoric acid monoester of an alkanol having from 12 to 20 carbon atoms in a molar ratio of from l:O.5 to l:l.5 and (B) from about percent to 90 percent by weight of a fluorinated lipophilic compound having from eight to 20 carbon atoms selected from the group consisting of higher saturated and unsaturated fluoro-carboxylic acids and their esters with lower alkanols and lower alkenols, higher saturated and unsaturated fluoroalcohols, their esters with lower alkanoic and lower alkenoic acids, their ethers with lower al
• a further object of the invention is the obtaining of an inert organic solvent solution for impregnating leather to impart waterand oil-repellent properties thereto which contains from 0.5 percent to about 50 percent by weight of a mixture of (A) from about percent to 95 percent by weight of the condensation products of an aluminum alcoholate of an alkanol having from one to four carbon atoms with a phosphoric acid monoester of an alkanol having from 12 to' carbon atoms in a molar ratio offrom 110.5 to l:l.5 and (B) from about 5 percent to percent by weight of a fluorinated lipophilic compound having from eight to 20 carbon atoms selected from the group consisting of higher saturated and unsaturated fluorocarboxylic acids and their esters with lower alkanols and lower alkenols, higher saturated and unsaturated fluoro-alcohols, their esters with lower alkanoic and lower alkenoic acids, their ethers with lower alkanols and lower alkenols and
• a yet further object of the invention is the production of a leather having waterand oil-repellent properties having a surface impregnation of from about 1 gm/m to about 14 gm/m of leather surface of a mixture of (A) from about 10 percent,
• a fluorinated lipophilic compound having from eight to 20 carbon atoms selected from the group consisting of higher saturated and unsaturated fluoro-carboxylic acids and their esters with lower alkanols and lower alkenols, higher saturated and unsaturated fluoro-alcohols, their esters with lower alkanoic and lower alkenoic acids, their ethers with lower alkanols and lower alkenols and their acetals with lower alkanals and lower alkenals.
• the present invention provides a process for the impregnation of leather, comprising contacting the leather with an inert organic solvent solution having a content of:
• the present invention provides a composition which comprises an'inert organic solvent solution of:
• the invention comprises a leather having waterand oilrepellent properties having a surface impregnation of from about 1 gm/m to about 14 gm/m of leather surface of a mixture of (A) from about 10 percent to 95 percent by weight of the condensation product of an aluminum alcoholate of an alkanol having from one to four carbon atoms with a phosphoric acid monoester of an alkanol having from 12 to 20 carbon atoms in a molar ratio of from l:0.5'to l:l.5 and (B) from about 5 percent to 90 percent by weight of a fluorinated lipoby weight, related to the sum of components A and B.
• the leather contains from about I gm/m to [4 selected from the group consisting of higher saturated and ungm/m of leather surface of themixture of components A and saturated fluoro-carboxylic acids and their esters with lower B.
• Possible inert organic solvents and diluents are chiefly alkanols and lower alkenols, higher saturated and unsaturated 5 gasolines of boiling ranges between -60 and 200 C, ethyl fluoro-alcohols, their esters with lower alkanoic and lower alacetate, butyl acetate, chlorohydrocarbons such as methylene kenoic acids, their ethers with lower alkanols and lower alv Chloride.
• the condensation products of component A are obtained Th tr at nt O th l ath r m y be t by i s according to Gennan Pat. No. 1,061,478 by the reaction of but m inly howev r by praying nto he surface f the aluminum alcoholates, such as aluminum isopropylate or buleather.
• the leathers "eatcd pp p y in a dry tylate with phosphoric acid monoesters of higher fatty alt n- After p g a on. n f rrying at to 70 C.
• the reaction is effected by bringing together the starting components in olution in an r- 15 whereupon optimum water resistance is achieved immediateganic solvent such as isopropanol, trichloroethylene or ly.
• immediateganic solvent such as isopropanol, trichloroethylene or ly.
• Favorable effects can also be achieved by after-drying at toluene and heating, if necessary, to temperatures of from room temperature, but this method requires a storing period about 30 to 50 C.
• The. molar ratio of alcoholate to phosphorof a few days are examples of alcoholate to phosphorof a few days.
• ic acid ester should be approximately 1:0.5 to 1.5.
• up to 30 2o Specially suitable for the impregnation in accordance with mol percent of phosphoric acid monoester may be replaced by the invention are types of suede leather such as shoe and the corresponding phosphoric acid diester of higher fatty alclothing suedes, but also non-finished or slightly finished types cohols.
• Suitable products of component A are the reaction of leather, such as the so-called aniline leathers.
• the combinations of active components may contain monoalkyl phosphoric acid ester with an alkyl having 12 to 18 furthermore the usual additives such as waxes, resins or dyes, carbon atoms, the reaction product of 1 mol of aluminum so as to obtain a favorable effect on the leather character in propylate with 0.9 mols of monotetradecyl phosphoric acid accordance with the different types of leather.
• polysiloxanes may be added to the impregnating solvent mixagainst the effects of moisture, compounds containing enol ture in amounts of from about 0.03 to 0.4 percent by weight.
• the compoundsof component B contains as a common characteristic a lipophile fluorinated hydrocarbon residue of EXAMPLES chain lengths C to C
• the compounds c n r are known Stock solutions are prepared of an aluminum aleoholate compounds from the P of the i saturaned unsam' phosphoric acid ester condensation product (solution A) rated fluoro-carboxylic acids or'their esters with lower satuand a mixture offlurorinated compounds (Solution from ester. it mixture of the methacrylic acid 'esters of per-.
• i he compounds are fi g X3 parts by of the aluminum alcoholate' able to polymerize and may also be used in the form of their g sg gg ac] ester condensation product soluble polymers of copolymers' '4.5 parts by weight of a mixture of approximately 1 part by
• the proportion of fluorinated compounds in the mixture of active components may be from 5 percent to 90 percent, preferably 10 percent to 50 percent by weight.
• EXAMPLE 1 The products are applied in accordance with the present invention, in organic solution in concentrations of approximate- T0 32 parts by weight of solution A are added 40 parts by ly 0.5 to 6 percent by weight, preferably 1 percent to 4 percent Weight of solution B.
• vent mixture is diluted with further 21 parts by weight of a gasoline of boiling range 1 to 140 C and 7 parts by weight of butyl acetate.
• the approximately percent solution of active substance produced is further diluted before the application to the leather with a gasoline of boiling range 60 to 95 C or ethyl acetate to give a content of active substances of 1 percent and 4 percent by weight respectively.
• a commercial, lightly retanned and dubbed chrome neats upper leather of the so-called aniline leather type is sprayed with 1 percent and 4 percent respectively active substance solution of the above-mentioned impregnating agent, so that in the first case approximately 2.5 gm/m of leather surface, and in the second case approximately 9 gm/m of leather surface are applied.
• the impregnating data given in the following table were obtained.
• the table also contains data which was obtained with solution A and with solution B respectively after appropriate dilution and with a dimethylpolysiloxane solution of appropriate concentration and with untreated leather.
• EXAMPLE 2 To 28 parts by weight of solution A are added 36 parts by weight of solution B and 4 parts by weight of a commercial A commercial, lightly retanned and dubbed chrome neats upper leather of the aniline leather type, is treated as described in Example 1, with the above-mentioned impregnating agent and finished.
• the impregnating data are to be found in the following table. In spite of the relatively small quantity offluoro-compounds in the impregnating agent mixture a total effect much superior to that of the individual components is achieved.
• EXAMPLE 4 To 28 parts by weight of solution A are added 36 parts by weight of solution B and 4 parts by weight of dimethylpolysiloxane, 28 parts by weight of butylacetate and 4 parts by weight of perchloroethylene while heating slightly. A yellow clear impregnating solution with a content of active substance of approximately 17 percent by weight is obtained.
• Example 1 A commercial clothing suede is sprayed as in Example 1 stance of approximately 1 percent and 4 percent by weight with an active substance solution of the above-mentioned imrespectively.
• pregnating agent adjusted to 1 -to-4 percent by weight.
• a process for imparting waterand oil-repellent properties to leather which comprises impregnating a dry leather with an inert organic solvent solution containing from 0.5 percent to 6 percent by weight of a mixture of (A) from about 10 percentto 95 percent by weight of the condensation product of an aluminum alcoholate of an alkanol having from one to four carbon atoms with a phosphoric acid monoester of an alkanol having from 12 to 20 carbon atoms in a molar ratio of from 1:0.5 to l:l.5and B) fromaboutS percent to'90 percent by weight of a fluorinated lipophilic compound having from eight to, 20 carbon atoms selected from the group consisting of higher saturatedand unsaturated fluoro-carboxylic acids and their esters with lower alkanols and lower alkenols, higher saturated and unsaturatedfluoro-alcohols, their esters with lower alkanoic and lower alkenoic acids, their ethers with lower alkanols and lower alkeno
• component A is a condensation product of aluminum isopropylate with from 0.7 to L mols of a monoalkyl phosphoric acid ester having from l2 to 18 carbon atoms in the alkyl.
• component B is a mixture of perfluorooctane carboxylic acid acid and a methacrylic acid ester of a fluorinated unsaturated fatty alcohol having an average of 8 carbon atoms.
• said inert organic solvent is selected from the group consisting of gasoline fractions having boiling ranges between 60 C and 200 C, ethyl acetate, butyl acetate, trichloroethylene and toluene.
• organic solvent solution contains from 0.03 to 0.4 percent by weight of a polysiloxane selected from the group consisting of dimethylpolysiloxanes and methyl hydrogen polysiloxanes.
• a fluorinated lipophilic compound having from eight to 20 carbon atoms selected from the group'consisting of higher saturated and unsaturated fluoro-carboxylic acids and their esters with lower alkanols and lower alkenols, higher saturated and unsaturated fluoroalcohols, their esters with lower alkanoic and lower alkenoic acids, their ethers with lower alkanols and lower alkenols and their acetals with lower alkanals and lower 'alkenals.
• inert organic solvent solution of claim 10 wherein said inert organic solvent is selected from the group consisting of gasoline fractions having boiling ranges between 60 C and 200 C, ethyl acetate, butyl acetate, trichloroethylene and toluene.
• a leather having waterand oil-repellent properties having a surface impregnation of from about 1 gm/m to about 14 gm/m of leather surface of a mixture of (A) from about 10 to percent byweight of the condensation product of an aluminum alcoholate of an alkanol having from one to four carbon atoms with a phosphoric acid monoester of an alkanol having from 12 to 20 carbon atoms in a molar ratio of from 1:05 to 1:15 and (B) from about 5 to 90 percent by weight of a fluorinated lipophilic compound having from eight to 20carbon atoms selected from the group consisting of highersaturated and unsaturated fluoro-carboxylic acids and their esters with lower alkanols and loweralkenols, higher saturated and unsaturated fluoro-alcohols, their esters with lower alkanoic and lower alkenoic acids, their ethers with lower alkanols and lower alkenols and their acetals with lower'al

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• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Organic Chemistry (AREA)
• General Chemical & Material Sciences (AREA)
• Health & Medical Sciences (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Treatment And Processing Of Natural Fur Or Leather (AREA)

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Cited By (5)

Citations (9)

• 1970
  • 1970-06-18 US US3661631D patent/US3661631A/en not_active Expired - Lifetime
  • 1970-06-26 GB GB3106070A patent/GB1256335A/en not_active Expired
  • 1970-06-26 BR BR22005670A patent/BR7020056D0/pt unknown
  • 1970-06-26 FR FR7023812A patent/FR2051391A5/fr not_active Expired
  • 1970-06-26 CH CH969670A patent/CH538542A/de not_active IP Right Cessation

Patent Citations (10)

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