US2710269A - Method of treating woolen textile materials with di-pentachlorphenyl-mono-hydrogen phosphate for protecting such textiles against biological attack - Google Patents

Method of treating woolen textile materials with di-pentachlorphenyl-mono-hydrogen phosphate for protecting such textiles against biological attack Download PDF

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Publication number
US2710269A
US2710269A US294484A US29448452A US2710269A US 2710269 A US2710269 A US 2710269A US 294484 A US294484 A US 294484A US 29448452 A US29448452 A US 29448452A US 2710269 A US2710269 A US 2710269A
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United States
Prior art keywords
pentachlorphenyl
mono
protecting
hydrogen phosphate
textile materials
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Expired - Lifetime
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US294484A
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English (en)
Inventor
Higgins Eric Berkeley
Read Alfred Edward
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Individual
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Individual
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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/14Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing aromatic radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/08Esters of oxyacids of phosphorus
    • C07F9/09Esters of phosphoric acids
    • C07F9/12Esters of phosphoric acids with hydroxyaryl compounds

Definitions

  • This invention relates to the treatment of woolen textile materials with di-pentachlorphenyl-mono-hydrogen phosphate for protecting them against biological attack.
  • chlorinated phenols and particularly pentachlorphenol when applied to textile materials, possess the power to a high degree of protecting such materials from attack by moulds, bacteria and biting insects.
  • chlorinated phenols also possess undesirable properties from the point of view of the textile technologist to varying degree, particularly solubility in water and volatility which are large for the orders of magnitude involved, although these undesirable properties are least developed in pentachlorphenol.
  • the substances which consequently are employed in accordance with the present invention are the phosphates of pentachlorphenol, in particular the di-pentachlorphenyl mono-hydrogen phosphate which as far as can be ascertained has the composition P Ct.Ol5O O and which it is believed has not been previously prepared.
  • the customary method of preparing such compounds is to heat the phenol with phosphorous oxychloride but in the case of pentachlorphenol, the customary method of boiling the reagents together yields a very poor resultat most a few per cent of the theory. The reaction does not begin to take place at temperatures below 180 C.
  • the sodium compound forms a fine white power which disperses spontaneously in water or dilute alkali.
  • Woolen goods can be dyed with the suspension of the compound used, either per se or together with dyestufi's in the presence of the customary additions in the usual manner.
  • Di pentachlorphenyl-mono-hydrogen phosphate is substantive to wool and compatible with the usual dyestuffs.
  • the goods may be padded through a dispersion in water under either acid, neutral or alkaline conditions, squeezed and dried, although the dyeing method is preferred.
  • the phosphates can be applied in non-aqueous media.
  • the acid phosphate from methylated spirits solution. Textiles containing as little as 0.5 per cent of the acid phosphate are immune from the attack of even the carpet beetle, Attagenus pieeus and retain this immunity after repeated washings with soap 3 or soap and soda or after frequent commercial dry cleaning Operations.
  • a method for the protection of a woolen textile material against biological attack which comprises impregnating said textile with di-pentachlorphenyl-monohydrogen phosphate.

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Dentistry (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Agronomy & Crop Science (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
US294484A 1951-07-02 1952-06-19 Method of treating woolen textile materials with di-pentachlorphenyl-mono-hydrogen phosphate for protecting such textiles against biological attack Expired - Lifetime US2710269A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB15676/51A GB742782A (en) 1951-07-02 1951-07-02 Improvements relating to the treatment of textile materials for protection against biological attack

Publications (1)

Publication Number Publication Date
US2710269A true US2710269A (en) 1955-06-07

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ID=10063418

Family Applications (1)

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US294484A Expired - Lifetime US2710269A (en) 1951-07-02 1952-06-19 Method of treating woolen textile materials with di-pentachlorphenyl-mono-hydrogen phosphate for protecting such textiles against biological attack

Country Status (6)

Country Link
US (1) US2710269A (pt)
BE (1) BE512531A (pt)
DE (1) DE936327C (pt)
FR (1) FR1059358A (pt)
GB (1) GB742782A (pt)
NL (1) NL85053C (pt)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4020129A (en) * 1974-05-03 1977-04-26 Hoechst Aktiengesellschaft Production of dithiophosphoric acid-O,O-diesters

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2857308A (en) * 1956-11-15 1958-10-21 Monsanto Chemicals Method of destroying nematodes employing phosphorodithioates
GB1031865A (en) * 1963-12-09 1966-06-02 Catomance Ltd Compositions and method for protecting materials against biological attack

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1748675A (en) * 1926-03-15 1930-02-25 Ig Farbenindustrie Ag Process for protecting materials against attack by moths
US2143639A (en) * 1936-09-24 1939-01-10 Celluloid Corp Article of cellulose
US2483008A (en) * 1944-01-29 1949-09-27 Tewin Ind Inc Proofing proteinaceous fibers against biological attack
US2542604A (en) * 1948-12-01 1951-02-20 Standard Oil Dev Co Extreme pressure lubricant and extreme pressure agents therefor
US2615038A (en) * 1948-10-15 1952-10-21 Dow Chemical Co O,o-di(polyhalophenyl) n-substituted amidothiophosphates

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2430017A (en) * 1945-03-08 1947-11-04 Rohm & Haas Mildewproofing textiles

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1748675A (en) * 1926-03-15 1930-02-25 Ig Farbenindustrie Ag Process for protecting materials against attack by moths
US2143639A (en) * 1936-09-24 1939-01-10 Celluloid Corp Article of cellulose
US2483008A (en) * 1944-01-29 1949-09-27 Tewin Ind Inc Proofing proteinaceous fibers against biological attack
US2615038A (en) * 1948-10-15 1952-10-21 Dow Chemical Co O,o-di(polyhalophenyl) n-substituted amidothiophosphates
US2542604A (en) * 1948-12-01 1951-02-20 Standard Oil Dev Co Extreme pressure lubricant and extreme pressure agents therefor

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4020129A (en) * 1974-05-03 1977-04-26 Hoechst Aktiengesellschaft Production of dithiophosphoric acid-O,O-diesters

Also Published As

Publication number Publication date
DE936327C (de) 1955-12-07
BE512531A (pt)
NL85053C (pt)
FR1059358A (fr) 1954-03-24
GB742782A (en) 1956-01-04

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