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US3753772A - Method and composition for providing antistatic and anti-soilant properties in hydrophobic fibers - Google Patents

Method and composition for providing antistatic and anti-soilant properties in hydrophobic fibers Download PDF

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Publication number
US3753772A
US3753772A US3753772DA US3753772A US 3753772 A US3753772 A US 3753772A US 3753772D A US3753772D A US 3753772DA US 3753772 A US3753772 A US 3753772A
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Prior art keywords
composition
antistatic
soilant
fatty acid
product
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S Cohen
M Schlesinger
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MILL MASTER ONYX CORP
MILL MASTER ONYX CORP US
Colloids Inc
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MILL MASTER ONYX CORP
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Assigned to BARCLAYS AMERICAN, 1 BUSINESS CREDIT, INC. reassignment BARCLAYS AMERICAN, 1 BUSINESS CREDIT, INC. SECURITY INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: MILLMASTER ONYX GROUP, INC., A DE CORP.
Assigned to MILLMASTER ONYX GROUP, INC., A DE CORP. reassignment MILLMASTER ONYX GROUP, INC., A DE CORP. ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: KEWANEE INDUSTRIES, INC.
Assigned to FIRST FLORIDA BANK (N.A.), 111 EAST MADISON, TAMPA, FLORIDA reassignment FIRST FLORIDA BANK (N.A.), 111 EAST MADISON, TAMPA, FLORIDA SECURITY INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: LESLIE CO., A NJ. CORP.
Assigned to HI-TEK POLYMERS, INC. reassignment HI-TEK POLYMERS, INC. ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: MILLMASTER ONYX GROUP, INC.
Assigned to COLLOIDS, INC. reassignment COLLOIDS, INC. ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: HI-TEK POLYMERS, INC.
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Expired - Lifetime legal-status Critical Current

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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • D06M13/402Amides imides, sulfamic acids
    • D06M13/405Acylated polyalkylene polyamines
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/23907Pile or nap type surface or component
    • Y10T428/23986With coating, impregnation, or bond

Definitions

  • ABSTRACT A method of treating hydrophobic fibrous material to provide both an antistatic and anti-soilant coating which consists of applying to the fibrous material, such 1 as a carpet or rug, a composition containing, as the active ingredient, a condensation product of higher saturated fatty acid and either tetraethylene pentamine or triethylene tetramine.
  • This invention relates to the treatment of material constructed of hydrophobic fibers, and it particularly relates to the treatment of such material to prevent the accumulation of static electricity while simultaneously providing anti-soilant properties to the material.
  • a treat ment whereby the carpeting, or similar hydrophobic fibrous material, is not only rendered antistatic but is also provided with increased resistance to the deposition of soil. ln fact, not only is the anti-soilant property established by this treatment far greater than in fibrous materials treated with conventional cationics, but it is even greater than in materials which have not been treated with any antistatic substance at all. Furthermore, not only does the present treatment eliminate any darkening of the fibrous material, but, with regard to certain shades, it actually shows definite brightening effects. The antistatic and anti-soilant properties provided by this treatment are also relatively long-lasting as compared with other antistatic substances previously used.
  • the active agent is a condensation product of a higher fatty acid such as stearic acid, palmitic acid or mixtures thereof and tetraethylene pentamine, wherein the mo] ratio between the fatty acid and the primary amino groups of the reactant amine is approximately 1.5:l.
  • the resultant product is essentially an amido-imidazoline, but may include a minor amount of imidazoline.
  • EXAMPLE I Into a jacketed kettle, equipped with an agitator and with means for azeotropic distillation of water, total take-off distillation and vacuum stripping, was charged 445 lbs. (1.66 mol equivalence) of a mixture containing about 51 percent by weight palmitic acid and 41 pressure, ending at about l60l C. and 25 inches of vacuum, during which time a further quantity of water was removed. The batch was then cooled to about 60C. and was neutralized with 130 lbs. of glacial acetic acid, after which 260 lbs. of isopropanolwere added. The product was then cooled to room temperature and set to a tannish paste containing about 65 percent solids as determined by drying at 100C.
  • Product A tetraethylene pentamine
  • Product B triethylene tetramine
  • the products produced in the above manner are cationic, soluble in alcohol and dispersible in water, compatible with most acids, but incompatible with either anionic detergents or alkalis.
  • EXAMPLE 2 The same procedure and moler proportions were used as in Example 1, except that instead of double pressed stearic acid, essentially pure stearic acid, were used.
  • EXAMPLE 3 The same procedure and moler proportions were used as in Example 1, except that instead of double pressed stearic acid, essentially pure palmitic acid was used.
  • Use dilutions of the above products can. be prepared either in aerosol containers or in alcohol/water blends for use in spray equipment.
  • Lower alkyl alcohols preferably ethyl, propyl and isopropyl alcohols, may be used as the diluent.
  • These products cannot be combined directly with a shampoo, but can be used after the shampooing .of the carpeting or the like has taken place.
  • the following examples illustrate various types of use dilutions.
  • EXAMPLE 4 A clear solution suitable for spraying, was prepared by mixing, at room temperature, 1 ounce of Product A with about 1 pint of a solution containing 30 parts by volume water and 70 parts by volume isopropanol. In preparing this mixture, Product A was first dissolved in the alcohol and then the water was slowly added.
  • EXAMPLE 5 A clear solution, suitable for spraying, was prepared by mixing, at room temperature, 1 ounce of Product 8 with about 1 pint of a solution containing 30 parts by volume water and 70 parts by volume isopropanol.
  • the product As. in Example 4, the product (Product 8 in this example), was first dissolved in the alcohol and then the water was slowly added.
  • the resulting composition like that of Example 4, was found to effectively coat about 16 square yards of heavy, dense, thick wool carpeting.
  • EXAMPLE 6 An opaque dispersion, suitable for spraying, was prepared by mixing Product A, at room temperature, with just sufficient isopropanol to make a paste. This paste was then slowly added to about 1 pint of hot water (about C.) to produce a uniform dispersion.
  • Formulation l One standard size aerosol spray can of Formulation l was found to be effective for 36 square feet of thick carpeting or 90 square feet of light weight carpeting. The same was true of Formulation Ill.
  • Formulation II was found to be effective at the application rate of 1 can for 90 square feet for thick carpeting and at 215 square feet for light weight carpeting.
  • Formulation IV was found effective at the rate of 1 can for 108 square feet for thick carpeting and 270 square feet for light weight carpeting.
  • a coating composition for hydrophobic fibrous material consisting essentially of an (a) antistatically effective amount of an antistatic product which is essentially the condensation product of a fatty acid and an amine, said fatty acid being essentially either stearic acid, palmitic acid or a mixture of stearic and palmitic acids, and said amine being either tetraethylene pentamine or triethylene tetramine, the mo] ratio of the fatty acid to the amine being about 1.5 to l, and (b) a diluent selected from the group consisting of lower alkyl alcohols and mixtures of lower alkyl alcohols in water.
  • composition of claim 1 wherein the diluent is a mixture of water and alcohol in a proportion of about 30:70 parts by volume.
  • composition of claim 1 in admixture with an aerosol propellant.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

A method of treating hydrophobic fibrous material to provide both an antistatic and anti-soilant coating which consists of applying to the fibrous material, such as a carpet or rug, a composition containing, as the active ingredient, a condensation product of higher saturated fatty acid and either tetraethylene pentamine or triethylene tetramine.

Description

United States Patent 1191 Cohen et al.
1451 Aug. 21, 1973 METHOD AND COMPOSITION FOR PROVIDING ANTISTATIC AND ANTI-SOILANT PROPERTIES IN IIYDROPHOBIC FIBERS [75] Inventors: Sidney Cohen, Hillsdale, N.J.;
Morton Schlesinger, New York, N.Y.
[73] Assignee: Mill-Master Onyx Corporation, New
York, NY.
221 Filed: June 28,1971
21 App1.No.: 157,635
Related US. Application Data [63] Continuation-impart of Ser. No. 665,957, Sept. 7,
1967, abandoned.
[52] [1.8. Cl.....117/139.5 F, 117/138.8 B, 117/141,
252/88 [51] Int. Cl. D06m 13/02, C09r 3/16 [58] Field of Search 117/1395 F, 139.5 CQ,
Primary Examiner-William D. Martin Assistant Examiner-Theodore G. Davis Attorney-Arthur A. Jacobs [5 7] ABSTRACT A method of treating hydrophobic fibrous material to provide both an antistatic and anti-soilant coating which consists of applying to the fibrous material, such 1 as a carpet or rug, a composition containing, as the active ingredient, a condensation product of higher saturated fatty acid and either tetraethylene pentamine or triethylene tetramine.
4 Claims, No Drawings METHOD AND COMPOSITION FOR PROVIDING ANTISTATIC AND ANTI-SOILANT PROPERTIES IN HYDROPIIOBIC FIBERS This is a continuation-in-part of Application Ser. No. 665,957, filed Sept. 7, 1967, now abandoned.
This invention relates to the treatment of material constructed of hydrophobic fibers, and it particularly relates to the treatment of such material to prevent the accumulation of static electricity while simultaneously providing anti-soilant properties to the material.
The accumulation of static electricity in materials constructed of hydrophobic fibers, particularly carpets, rugs, and the like, has been a long-standing problem. The discomforting shock of discharging static electricity through ones fingertips upon walking over carpeted flooring, especially in the arid months of winter, is a common experience. It was, heretofore, attempted to overcome this problem by applying such substances as cationic surfactants to the carpeting to render them conductive and, thereby, prevent static buildup. However, this conductivity attracted soil. In order to remove the soil, it was necessary to shampoo or dry-clean the carpet. This destroyed the antistatic coating. The more frequently the antistatic coating was applied, the greater the deposition of soil and the more frequent'the necessity for further cleaning.
In accordance with the present invention, a treat ment is provided whereby the carpeting, or similar hydrophobic fibrous material, is not only rendered antistatic but is also provided with increased resistance to the deposition of soil. ln fact, not only is the anti-soilant property established by this treatment far greater than in fibrous materials treated with conventional cationics, but it is even greater than in materials which have not been treated with any antistatic substance at all. Furthermore, not only does the present treatment eliminate any darkening of the fibrous material, but, with regard to certain shades, it actually shows definite brightening effects. The antistatic and anti-soilant properties provided by this treatment are also relatively long-lasting as compared with other antistatic substances previously used.
In accordance with the present invention, the active agent is a condensation product of a higher fatty acid such as stearic acid, palmitic acid or mixtures thereof and tetraethylene pentamine, wherein the mo] ratio between the fatty acid and the primary amino groups of the reactant amine is approximately 1.5:l. The resultant product is essentially an amido-imidazoline, but may include a minor amount of imidazoline.
EXAMPLE I Into a jacketed kettle, equipped with an agitator and with means for azeotropic distillation of water, total take-off distillation and vacuum stripping, was charged 445 lbs. (1.66 mol equivalence) of a mixture containing about 51 percent by weight palmitic acid and 41 pressure, ending at about l60l C. and 25 inches of vacuum, during which time a further quantity of water was removed. The batch was then cooled to about 60C. and was neutralized with 130 lbs. of glacial acetic acid, after which 260 lbs. of isopropanolwere added. The product was then cooled to room temperature and set to a tannish paste containing about 65 percent solids as determined by drying at 100C. for 2 hours. This will be referred to hereinafter as Product A. Instead of tetraethylene pentamine, it is possible to use triethylene tetramine in equivalent moler quantities. The process is otherwise identical and the resultant product is similarand is utilizable for the same purposes. This will be referred to hereinafter as Product B.
The products produced in the above manner are cationic, soluble in alcohol and dispersible in water, compatible with most acids, but incompatible with either anionic detergents or alkalis.
EXAMPLE 2 The same procedure and moler proportions were used as in Example 1, except that instead of double pressed stearic acid, essentially pure stearic acid, were used.
EXAMPLE 3 The same procedure and moler proportions were used as in Example 1, except that instead of double pressed stearic acid, essentially pure palmitic acid was used.
Use dilutions of the above products can. be prepared either in aerosol containers or in alcohol/water blends for use in spray equipment. Lower alkyl alcohols, preferably ethyl, propyl and isopropyl alcohols, may be used as the diluent. These products cannot be combined directly with a shampoo, but can be used after the shampooing .of the carpeting or the like has taken place. The following examples illustrate various types of use dilutions.
EXAMPLE 4 A clear solution suitable for spraying, was prepared by mixing, at room temperature, 1 ounce of Product A with about 1 pint of a solution containing 30 parts by volume water and 70 parts by volume isopropanol. In preparing this mixture, Product A was first dissolved in the alcohol and then the water was slowly added.
EXAMPLE 5 A clear solution, suitable for spraying, was prepared by mixing, at room temperature, 1 ounce of Product 8 with about 1 pint of a solution containing 30 parts by volume water and 70 parts by volume isopropanol. Here, too, as. in Example 4, the product (Product 8 in this example), was first dissolved in the alcohol and then the water was slowly added. The resulting composition, like that of Example 4, was found to effectively coat about 16 square yards of heavy, dense, thick wool carpeting.
EXAMPLE 6 An opaque dispersion, suitable for spraying, was prepared by mixing Product A, at room temperature, with just sufficient isopropanol to make a paste. This paste was then slowly added to about 1 pint of hot water (about C.) to produce a uniform dispersion.
The same type of dispersion was prepared using Product B".
Illustrative of various aerosol formulations embodying the present invention are those listed in the following table:
FORMULATION I ll Ill lV Product A" 1.5 3.7 1.6 4.1 lsopropanol (anhydrous) 40.8 38.9 48.4 45.9 Water (deionized) 7.7 7.4 Ucon ll" (Union Carbide) 25 25.0 Ucon 12" (Union Carbide) 50.0 50.0 25.0 25.0
One standard size aerosol spray can of Formulation l was found to be effective for 36 square feet of thick carpeting or 90 square feet of light weight carpeting. The same was true of Formulation Ill. Formulation II was found to be effective at the application rate of 1 can for 90 square feet for thick carpeting and at 215 square feet for light weight carpeting. Formulation IV was found effective at the rate of 1 can for 108 square feet for thick carpeting and 270 square feet for light weight carpeting.
Although the invention has been described in relation to wool carpeting, it is within the scope of the invention to utilize the products herein as an antistatic and anti-soilant coating for any type of hydrophobic fibrous material, whether it be in the form of carpeting or any other form.
Obviously, many modifications of the present invention are possible in the light of the above teachings. It is, therefore, to be understood that within the scope of the appended claims, the invention may be practiced otherwise than as specifically described.
The invention claimed is:
l. A coating composition for hydrophobic fibrous material consisting essentially of an (a) antistatically effective amount of an antistatic product which is essentially the condensation product of a fatty acid and an amine, said fatty acid being essentially either stearic acid, palmitic acid or a mixture of stearic and palmitic acids, and said amine being either tetraethylene pentamine or triethylene tetramine, the mo] ratio of the fatty acid to the amine being about 1.5 to l, and (b) a diluent selected from the group consisting of lower alkyl alcohols and mixtures of lower alkyl alcohols in water.
2. The composition of claim 1 wherein the diluent is a mixture of water and alcohol in a proportion of about 30:70 parts by volume.
3. The composition of claim 1 in admixture with an aerosol propellant.
4. A hydrophobic fibrous material coated with an antistatic and anti-soilant compositionconsisting of an antistatically effective amount of an antistatic product which is essentially the condensation product of a fatty acid and an amine, said fatty acid being essentially either stearic acid, palmitic acid or a mixture of stearic and palmitic acids, and said amine being either tetraethylene pentamine or triethylene tetramine, the mo] ratio of the fatty acid to the amine being about 1.5 to l.

Claims (3)

  1. 2. The composition of claim 1 wherein the diluent is a mixture of water and alcohol in a proportion of about 30:70 parts by volume.
  2. 3. The composition of claim 1 in admixture with an aerosol propellant.
  3. 4. A hydrophobic fibrous material coated with an antistatic and anti-soilant composition consisting of an antistatically effective amount of an antistatic product which is essentially the condensation product of a fatty acid and an amine, said fatty acid being essentially either stearic acid, palmitic acid or a mixture of stearic and palmitic acids, and said amine being either tetraethylene pentamine or triethylene tetramine, the mol ratio of the fatty acid to the amine being about 1.5 to 1.
US3753772D 1971-06-28 1971-06-28 Method and composition for providing antistatic and anti-soilant properties in hydrophobic fibers Expired - Lifetime US3753772A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3949124A (en) * 1974-07-12 1976-04-06 Hca-Martin, Inc. Method for treating textile materials and textile materials treated in such a way, and textile treating compositions
US7157018B2 (en) 2003-07-08 2007-01-02 Scheidler Karl J Compositions for improving the light-fade resistance and soil repellancy of textiles and leathers
US20070085050A1 (en) * 2003-07-08 2007-04-19 Scheidler Karl J Methods and Compositions for Improving Light-Fade Resistance and Soil Repellency of Textiles and Leathers

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2089212A (en) * 1936-06-08 1937-08-10 Kritchevsky Wolf Hydrotropic fatty material and method of making same
US2201041A (en) * 1938-03-01 1940-05-14 Warwick Chemical Company Fatty derivatives of alkylated amines
US3159502A (en) * 1962-07-16 1964-12-01 Houghton & Co E F Soil resistant carpet fibers
US3424680A (en) * 1965-08-05 1969-01-28 American Cyanamid Co Soil retardant compositions and textile materials

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2089212A (en) * 1936-06-08 1937-08-10 Kritchevsky Wolf Hydrotropic fatty material and method of making same
US2201041A (en) * 1938-03-01 1940-05-14 Warwick Chemical Company Fatty derivatives of alkylated amines
US3159502A (en) * 1962-07-16 1964-12-01 Houghton & Co E F Soil resistant carpet fibers
US3424680A (en) * 1965-08-05 1969-01-28 American Cyanamid Co Soil retardant compositions and textile materials

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3949124A (en) * 1974-07-12 1976-04-06 Hca-Martin, Inc. Method for treating textile materials and textile materials treated in such a way, and textile treating compositions
US7157018B2 (en) 2003-07-08 2007-01-02 Scheidler Karl J Compositions for improving the light-fade resistance and soil repellancy of textiles and leathers
US20070085050A1 (en) * 2003-07-08 2007-04-19 Scheidler Karl J Methods and Compositions for Improving Light-Fade Resistance and Soil Repellency of Textiles and Leathers
US7824566B2 (en) 2003-07-08 2010-11-02 Scheidler Karl J Methods and compositions for improving light-fade resistance and soil repellency of textiles and leathers

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