US3379563A - Impregnated degradationresistant cloth - Google Patents

Impregnated degradationresistant cloth Download PDF

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Publication number
US3379563A
US3379563A US39500864A US3379563A US 3379563 A US3379563 A US 3379563A US 39500864 A US39500864 A US 39500864A US 3379563 A US3379563 A US 3379563A
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Prior art keywords
cloth
soil
impregnated
percent
degradation
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Expired - Lifetime
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Inventor
Walter W Abramitis
Richard A Reck
Charles S Wilhelmy
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Armour and Co
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Armour and Co
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Publication date
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Priority to US39500864 priority Critical patent/US3379563A/en
Priority to GB3820565A priority patent/GB1060919A/en
Priority to FR30638A priority patent/FR1446286A/en
Application granted granted Critical
Publication of US3379563A publication Critical patent/US3379563A/en
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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
    • D06M13/46Compounds containing quaternary nitrogen atoms
    • 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
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S428/00Stock material or miscellaneous articles
    • Y10S428/907Resistant against plant or animal attack
    • 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
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2525Coating or impregnation functions biologically [e.g., insect repellent, antiseptic, insecticide, bactericide, etc.]

Definitions

  • a soil degradation-resistant cloth is prepared by impregnating the cloth with 0.l5.0% by weight of a preserving agent selected from the group consisting of N-(lmethylalkyl) benzylamines, their double salts and metal complexes, and in which the alkyl group has from 7 to 21 carbon atoms.
  • the preserving agent may be applied in a solvent and then the cloth may be dried.
  • This invention relates to cloth preservative, and more particularly to a soil degradation-resistant cloth and method of treating the same.
  • Textile fabrics such as cotton goods, tentage, bags, etc., which are dependent upon their tensile strength, often lose their usefulness because of contact with the soil. Degradation brought about by contact with the soil results not only from soil fungi but other soil-borne microorganisms and the complex chemical changes that take place in the soil. Because of the complexity of the sources of such degradation, it is good practice to subject cloth impregnated with preservative to soil burial tests, and the tensile strength of cloth after periods of burial is tested to determine the effectiveness of the container, bag, or other cloth product.
  • An object of the present invention is to provide a soil decomposition-resistant cloth for the above-mentioned uses.
  • a further object is to provide a cloth impregnated with a preservative which is effective fora substantial time against degradation by soil fungi, soil-borne microorganisms, and other degradation agents in the soil.
  • a still further object is to provide a method and means for preserving cloth against degradation in contact with soil.
  • a textile cloth such as, for example, a cotton bag
  • an N-(l-methylalkyl) benzylamine, its double salts or metal complexes as, for example, soaking the cloth in an acetone solution containing the preservative material, draining off the excess solution, and drying the cloth.
  • the double salt of the N-(l-methylalkyl) benzylamine is prepared by the reaction between the hydrochloride salt of the amine with a heavy metal salt.
  • cupric N-.( l-methalkyl) benzylammonium chloride is so prepared, and it has the following structure:
  • R is a hydrocarbon radical having from 7 to 21 carbon atoms.
  • concentration range is preferably from 0.1 percent to 5.0 percent.
  • the impregnating amine material may be applied to the cloth in any suitable manner, as by spraying it upon the cloth, soaking the cloth in the preservative material, etc.
  • the practice is to bury the cloth for a period of time, say, one or two weeks, and to recover the cloth at the end of the week or two weeks and test it for tensile strength.
  • Tensile strength tests are usually made with a Scott tester, and the percentage of the original cloth strength retained is calculated and recorded. The calculations are as follows:
  • A Breaking point of buried treated cloth, pounds pull.
  • B Breaking point of unburied treated cloths, pounds pull.
  • C Breaking point of buried untreated cloths, pounds pull.
  • chloride salts While we prefer to employ chloride salts, other inorganic salts may be used, such as the acetate, formate, etc. salts.
  • any suitable organic solvent may be employed, such as, for example, acetone, isopropyl alcohol, ethanol, carbon tetrachloride, ether, etc.
  • any cellulosic cloth material requiring some tensile strength may be employed, such as cotton, jute, hemp, linen, etc.
  • Example I Specific N-(l-methylalkyl) benzylamines, their double salts and metal complexes were employed for impregnating cotton-toweling strips (l /z x 6"), as set out in the following Table I.
  • the cloth strips were soaked in solutions containing 5.0, 1.0, 0.5 and 0.1 percent of the test chemical, draining off the excess solution.
  • the cloths were dried and were buried, together with untreated control strips, in a rich greenhouse soil held in large trays (2" x 2' x 4'). One-half of the cloths were recovered after one week and the other half at the end of two weeks.
  • the cloths were dried, placed in a Scott tester, and pulled apart until broken. The pounds of pull required were recorded, and the percentage of cloth strength retained was calculated. The results are set out in the following Table I.
  • Cupric ir-(Lmethyloctadecyl) benzylarnmomum chloride 5 7. 2 0.3 0.0 100 m0 0. 1 90. 3 0. 0 5. 0 100 02. 2 v r Y t v 1.0 86.7 35.7 Dichloroois-[N-(l-meth loetadecyl) benz lamane] copper II Q 5 9. 8 0. 1 0.0 55 1 12' 2 0. 1 31. 6 0. 0
  • a soil degradationresistant cloth consistin of cloth impregnated with 0.1 to 5.0 percent by weight of a preserving agent selected from the group consisting of lJ-(l-methylallzyl) benzylamines, their double salts and metal complexes, and in which the alkyl group has from 7 to 21 carbon atoms.
  • a soil degradation-resistant cloth consisting of cloth impregnated with 0.1 to 5.0 percent by weight of a compound having the following structure:
  • R is a hydrocarbon radical having from 7 to 21 carbon atoms.
  • a soil degradation-resistant cloth consisting of cloth impregnated with 0.1 to 5.0 percent by weight of a compound having the following structure:
  • R is a hydrocarbon radical having 7 to 21 carbon atoms
  • X is a heavy metal salt selected from the group consisting of the chloride of copper, tin, zinc, chromium, mercury, iron and nickel.
  • a soil degradation-resistant cloth consisting of cloth impregnated with 0.1 to 5.0 percent by weight of the reaction product of N-(l-methylalkyl) benzylarnine with methylalkyl) benzylamine in which the alkyl group has from 7 to 21 carbon atoms.
  • a soil degradation-resistant cloth consisting of cloth impregnated with 0.1 to 5 .0 percent by weight of an N-( 1- methylalkyl) benzylamine in which the alkyl group has from 7 to 21 carbon atoms.
  • a process for preserving cloth against degradation when in contact with soil comprising impregnating the cloth with an organic solvent containing 0.1 to 5.0 percent by Weight of a preservative selected from the group consisting of N- (1 -methylalkyl) benzylamines, their double salts and metal complexes, and drying the cloth.

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

Description

United States Patent 3,379,563 IMPREGNATED DEGRADATION- RESISTANT CLOTH Walter W. Abramitis, Downers Grove, Richard A. Reclr,
Hinsdale, and Charles S. Wilhclmy, Chicago, 111., assignors to Armour and Company, Chicago, [1]., a corporation of Delaware No Drawing. Filed Sept. 8, 1964, Ser. No. 395,008 Claims. (Cl. 117--138.5)
ABSTRACT OF THE DISCLOSURE A soil degradation-resistant cloth is prepared by impregnating the cloth with 0.l5.0% by weight of a preserving agent selected from the group consisting of N-(lmethylalkyl) benzylamines, their double salts and metal complexes, and in which the alkyl group has from 7 to 21 carbon atoms. The preserving agent may be applied in a solvent and then the cloth may be dried.
This invention relates to cloth preservative, and more particularly to a soil degradation-resistant cloth and method of treating the same.
Textile fabrics, such as cotton goods, tentage, bags, etc., which are dependent upon their tensile strength, often lose their usefulness because of contact with the soil. Degradation brought about by contact with the soil results not only from soil fungi but other soil-borne microorganisms and the complex chemical changes that take place in the soil. Because of the complexity of the sources of such degradation, it is good practice to subject cloth impregnated with preservative to soil burial tests, and the tensile strength of cloth after periods of burial is tested to determine the effectiveness of the container, bag, or other cloth product.
An object of the present invention is to provide a soil decomposition-resistant cloth for the above-mentioned uses. A further object is to provide a cloth impregnated with a preservative which is effective fora substantial time against degradation by soil fungi, soil-borne microorganisms, and other degradation agents in the soil. A still further object is to provide a method and means for preserving cloth against degradation in contact with soil. Other specific objects and advantages will appear as the specification proceeds.
In one embodiment of our invention, a textile cloth, such as, for example, a cotton bag, is impregnated with an N-(l-methylalkyl) benzylamine, its double salts or metal complexes, as, for example, soaking the cloth in an acetone solution containing the preservative material, draining off the excess solution, and drying the cloth.
The N-(l-methylalkyl) benzylamine has the following structure N-(l-methylalkyl) benzylamine a where R=721 C atoms The double salt of the N-(l-methylalkyl) benzylamine is prepared by the reaction between the hydrochloride salt of the amine with a heavy metal salt. For example, cupric N-.( l-methalkyl) benzylammonium chloride is so prepared, and it has the following structure:
H CH3 3,379,563 Patented Apr. 23, 1968 "ice t 6H G n- CU. 2C1- I G ur H CH In the above structural formulas, R is a hydrocarbon radical having from 7 to 21 carbon atoms. In the practice of our invention, the concentration range is preferably from 0.1 percent to 5.0 percent.
The impregnating amine material may be applied to the cloth in any suitable manner, as by spraying it upon the cloth, soaking the cloth in the preservative material, etc. For testing the treated cloth, the practice is to bury the cloth for a period of time, say, one or two weeks, and to recover the cloth at the end of the week or two weeks and test it for tensile strength. Tensile strength tests are usually made with a Scott tester, and the percentage of the original cloth strength retained is calculated and recorded. The calculations are as follows:
Average (A-C') X l00 percent strength retamed A=Breaking point of buried treated cloth, pounds pull. B=Breaking point of unburied treated cloths, pounds pull. C=Breaking point of buried untreated cloths, pounds pull.
While we prefer to employ chloride salts, other inorganic salts may be used, such as the acetate, formate, etc. salts. For applying the N-(l-methylalkyl) benzylamines, any suitable organic solvent may be employed, such as, for example, acetone, isopropyl alcohol, ethanol, carbon tetrachloride, ether, etc.
In general, any cellulosic cloth material requiring some tensile strength may be employed, such as cotton, jute, hemp, linen, etc.
Specific illustrative examples of our process and product may be set out as follows:
Example I Specific N-(l-methylalkyl) benzylamines, their double salts and metal complexes were employed for impregnating cotton-toweling strips (l /z x 6"), as set out in the following Table I. The cloth strips were soaked in solutions containing 5.0, 1.0, 0.5 and 0.1 percent of the test chemical, draining off the excess solution. The cloths were dried and were buried, together with untreated control strips, in a rich greenhouse soil held in large trays (2" x 2' x 4'). One-half of the cloths were recovered after one week and the other half at the end of two weeks. The cloths were dried, placed in a Scott tester, and pulled apart until broken. The pounds of pull required were recorded, and the percentage of cloth strength retained was calculated. The results are set out in the following Table I.
TABLE I Not Buried Average Lbs. Pull 01 Percent Treated Percent Con- 5% Treated Untreated Buried Cloth Cloth Strength Chemical centrate Solu- Cloth, Avg. Retained After tion Used Lbs. Pull 1 Week 2 Weeks 1 week 2 Weeks 5. 100 63. 1 N-(l-methyloetyl) bcnzylaniine s. 4. 1. 6 0.0 92 0 0. 1 17. 9 0. 0 5. 0 100 99. 0 r 1. 0 100 61. O Cupnc l\-(1-methy loctyl) benzylammornum chloride 0 9.0 O. 5 0.0 74 4 85 6 0. 1 29. 0 0. 0
5. 0 100 100 Dichlorobis-[Nil-methyloctyl) benzylamine] copper II 8. 5 1. 9 0.0 5 0. 1 64. 7 1. 2 5. 0 76. 6 70. 2
N-(l-methyldeeyl) henzylamlne a. 9.4 1.2 0.0 0. 1 31. 9 0. 0 5. 0 100 70. 8
D ichlorobis-[N(l-methyldecyl) beuzylamiue] g 7. 2 0. 2 o. 0 8 O. 1 86. 1 0. 0
5. 0 100 100 N-(Lmethyldodccyl) benzylamine 10.8 0. 2 o. 0 19 t g 0. 1 0. 0 0. 0
Cupric N -(1-methyldodecyl) benzylamrnonium chloride 7. 4 0. 3 0.0 0. 1 36. 5 25. 7
5. 0 100 100 Dichlorobis-[N-(l-methyldodccyl) benzylaminc} copper II 7. 6 0. 1 0. 0 1 6 0. 1 17. 1 0. 0
N(1-methyloetadccyl) benzylamine i 8. 2 0. 1 0.0 0. 1 11. 0 1. 2
Cupric ir-(Lmethyloctadecyl) benzylarnmomum chloride 5 7. 2 0.3 0.0 100 m0 0. 1 90. 3 0. 0 5. 0 100 02. 2 v r Y t v 1.0 86.7 35.7 Dichloroois-[N-(l-meth loetadecyl) benz lamane] copper II Q 5 9. 8 0. 1 0.0 55 1 12' 2 0. 1 31. 6 0. 0
While in the foregoing specification we have described the product and procedure in considerable detail for the purpose of illustrating the invention, it will be understood that such details may be varied widely by those skilled in the art without departing from the spirit of our invention.
We claim:
1. A soil degradationresistant cloth, consistin of cloth impregnated with 0.1 to 5.0 percent by weight of a preserving agent selected from the group consisting of lJ-(l-methylallzyl) benzylamines, their double salts and metal complexes, and in which the alkyl group has from 7 to 21 carbon atoms.
2. A soil degradation-resistant cloth, consisting of cloth impregnated with 0.1 to 5.0 percent by weight of a compound having the following structure:
where R is a hydrocarbon radical having from 7 to 21 carbon atoms.
3. A soil degradation-resistant cloth, consisting of cloth impregnated with 0.1 to 5.0 percent by weight of a compound having the following structure:
HCH
in which R is a hydrocarbon radical having 7 to 21 carbon atoms, and X is a heavy metal salt selected from the group consisting of the chloride of copper, tin, zinc, chromium, mercury, iron and nickel.
4. A soil degradation-resistant cloth, consisting of cloth impregnated with 0.1 to 5.0 percent by weight of the reaction product of N-(l-methylalkyl) benzylarnine with methylalkyl) benzylamine in which the alkyl group has from 7 to 21 carbon atoms.
5. A soil degradation-resistant cloth, consisting of cloth impregnated with 0.1 to 5 .0 percent by weight of an N-( 1- methylalkyl) benzylamine in which the alkyl group has from 7 to 21 carbon atoms.
6. The product of claim 5 in which the amine is N-(lmethyloctadecylbenzylamine) 7. A soil degradation-resistant cloth, consisting of cloth impregnated with 0.1 to 5.0 percent by Weight of cupric N-(l-methyloctadecyl) benzylammonium chloride.
8. The product of claim 1 in which the cloth is cotton.
9. A process for preserving cloth against degradation when in contact with soil, comprising impregnating the cloth with an organic solvent containing 0.1 to 5.0 percent by Weight of a preservative selected from the group consisting of N- (1 -methylalkyl) benzylamines, their double salts and metal complexes, and drying the cloth.
10. The process of claim 9 in which the organic solvent is acetone.
References Cited UNITED STATES PATENTS 2,588,428 3/1952 Stewart et al. 260-4299 X 2,613,226 10/1952 Craig et al 260--570.9 2,856,330 10/1958 Vagenius 117138.5 X 2,885,416 5/1959 Costabello et a1. 260429.9
WILLIAM D. MARTIN, Primary Examiner.
7 T. G. DAVIS. Assistant Examiner,
US39500864 1964-09-08 1964-09-08 Impregnated degradationresistant cloth Expired - Lifetime US3379563A (en)

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US39500864 US3379563A (en) 1964-09-08 1964-09-08 Impregnated degradationresistant cloth
GB3820565A GB1060919A (en) 1964-09-08 1965-09-07 Cloth preservative
FR30638A FR1446286A (en) 1964-09-08 1965-09-07 Process and product for the preservation of fabrics

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3935150A (en) * 1971-02-16 1976-01-27 Ciba-Geigy Corporation Aqueous polystyrene containing dispersions as anti-statics for the permanent finishing of fibre materials
US3966659A (en) * 1971-02-16 1976-06-29 Ciba-Geigy Corporation Process for the permanent finishing of fiber materials

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2588428A (en) * 1945-04-02 1952-03-11 Goodrich Co B F Complex amine products with dialkyl zinc dithiocarbamates as pesticides
US2613226A (en) * 1951-01-05 1952-10-07 Rohm & Haas Benzyl-tert.-octylamine
US2856330A (en) * 1954-11-08 1958-10-14 Harold N Vagenius Method of treating cotton fabrics
US2885416A (en) * 1955-04-01 1959-05-05 Montedison Spa Process of preparing zinc containing fungicides

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2588428A (en) * 1945-04-02 1952-03-11 Goodrich Co B F Complex amine products with dialkyl zinc dithiocarbamates as pesticides
US2613226A (en) * 1951-01-05 1952-10-07 Rohm & Haas Benzyl-tert.-octylamine
US2856330A (en) * 1954-11-08 1958-10-14 Harold N Vagenius Method of treating cotton fabrics
US2885416A (en) * 1955-04-01 1959-05-05 Montedison Spa Process of preparing zinc containing fungicides

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3935150A (en) * 1971-02-16 1976-01-27 Ciba-Geigy Corporation Aqueous polystyrene containing dispersions as anti-statics for the permanent finishing of fibre materials
US3966659A (en) * 1971-02-16 1976-06-29 Ciba-Geigy Corporation Process for the permanent finishing of fiber materials

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