US3443010A - Composition and methods for rendering absorbent materials fungicidal comprising an aqueous solution of borax/and the bis(tri-n-propyltin) diammonium chloride of a tri-polyoxyethylated n-alkyl trimethylene diamine - Google Patents

Composition and methods for rendering absorbent materials fungicidal comprising an aqueous solution of borax/and the bis(tri-n-propyltin) diammonium chloride of a tri-polyoxyethylated n-alkyl trimethylene diamine Download PDF

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Publication number
US3443010A
US3443010A US504112A US3443010DA US3443010A US 3443010 A US3443010 A US 3443010A US 504112 A US504112 A US 504112A US 3443010D A US3443010D A US 3443010DA US 3443010 A US3443010 A US 3443010A
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United States
Prior art keywords
tri
fungicidal
borax
propyltin
polyoxyethylated
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Expired - Lifetime
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US504112A
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English (en)
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Michael E Lombardo
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Stapling Machines Co LLC
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Stapling Machines Co LLC
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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/52Impregnating agents containing mixtures of inorganic and organic compounds
    • 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
    • A01N59/00Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/14Boron; Compounds thereof
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/16Inorganic impregnating agents
    • B27K3/163Compounds of boron
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34Organic impregnating agents

Definitions

  • the present invention relates to methods for treating absorbent substrates to inhibit the growth of mold fungi thereon, and to the treating agents used.
  • the invention relates particularly to the anti-fungal treatment of wood.
  • an inorgano tin halide (R) SnX, wherein R and X have been defined, are reacted with an amine wherein: (A) R is a long chain fatty hydrocarbon, R" is (CH CH O) H, and x+y is about 10; (B) R is a long chain fatty hydrocarbon, R" is (CH CH O) H and x+z is about 50; (C) R' is a long chain fatty hydrocarbon, R" is CHzCH CHnN CHQGHZmuH and xi-l-m +n is about 10; (D) wherein R is a long chain fatty hydrocarbon, R" is H2O HzCHz-N-Sl1(R) a X- H2CH20)u x+p+q is about 10, and R is lower alkyl; and (E) wherein R is -(CH CH O),H, R" is Riv -CHgCHzCH2N (CH'zCHzOhH
  • the quaternary ammonium compounds are highly soluble in water, which facilitates their application to absorbent materials 3,443,010 Patented May 6, 1969 from solution. Because they are in salt form, they appear to be much more tenaciously held to treated substrates such as wood than are electrically neutral compounds, and thus are of particular usefulness for the treatment of materials used for the packaging of food, where transfer of the fungicidal material from the package to its contents is preferably minimized.
  • fungicidal and germicidal activities of the compounds of the copending application are as good or better than those of any materials heretofore known in the art for the treatment of wood, it has now been discovered that the fungicidal activity of those compounds can be surprisingly increased by employing them in combination with an inorganic boron compound such as borax, boric acid, or buffer solutions comprising boric acid in combination with a soluble borate.
  • an inorganic boron compound such as borax, boric acid, or buffer solutions comprising boric acid in combination with a soluble borate.
  • borax has been used in the past as an anti-fungal agent, particularly in the treatment of wood, it has heretofore been believed that fungus control with the material was due to the creation of an alkaline pH unfavorable to the growth of fungi.
  • boron containing compounds used in conjunction with the organotin quaternary ammonium salts already discussed show fungicidal activity not only in alkaline solutions, such as of borax, but also in acidic boric acid solutions and in acid, neutral and alkaline buffer solutions of boric acid and a borate.
  • the fungicidal effects observed when treating a substrate with an organotin compound in combination with an inorganic boron compound are not merely additive, but show an unexpected enhanced activity greater than the combined activities of the individual components when used alone. That is, synergism is observed.
  • the tin compound is suitably present in concentrations of from about 0.04 percent by weight to about 0.2 percent by weight, preferably about -0.1 percent by weight, the latter corresponding roughly to a concentration of one ounce per ten gallons of water.
  • the solutions just described are used to impregnate an absorbent material to which fungicidal properties are to be imparted, commonly wood but also including cardboard, paper, textiles, etc.
  • the solutions are effective when used with all types of woods, wet or dry, but are of particular utility for the treatment of soft woods such as pine used in the-construction of wirebound boxes for packaging produce and other foodstuffs. Because of the need for flexibility in soft wood slats used in such wirebound boxes, the slats usually contain a high water content and are highly susceptible to attack by fungi which cause an undesirable discoloration of the wood.
  • Groups of fifty slats were selected at random and submerged individually for a period of fifteen seconds in treating solutions of a composition indicated below in Table I. A control group of fifty slats was left untreated. Each group of slats was then. bulk piled on a wooden pallet in the random fashion typical of production handling. The pallet of slats was stored at mill conditions for a period of five weeks, and hence was exposed to airborne spores present in the mill. The proportion of the total surface area of each slat on which mold fungi had developed was then estimated visually, as reported in the following Table.
  • the organotin compound in each case is the bis(tri-n-propyltin) diammonium chloride of a tri-polyoxyethylated N- alkyltrimethylene diamine, i.e. the compound wherein R' is a long chain fatty hydrocarbon and x+p+q is about 10.
  • polyoxyethylated N-alkyl trimethylene diamine of the formula (CHzCHzOhH (CH OHzOMH [RNCHzCH CHzN-Sn(C;H1)al 201- SD(C3H7)3 H2CH2O)QH wherein R is a long chain fatty hydrocarbon and x+17+q is about 10.
  • a composition adaptable to the treatment of absorbent substrates to render them fungicidal said composition being an aqueous solution of borax in an amount from about 0.5 percent by weight to about 3.5 percent by weight and about 0.1 percent by weight of the bis(trin-propyltin) diammonium chloride of a tri-polyoxyethylated N-alkyl trimethylene diamine of the formula wherein R is a long chain fatty hydrocarbon and x+p+q is about 10.
  • boric acid/borax mixtures 1n which the 2317:9555 8/1950 Bacon 167 38.5 weight ratio of acid to Salt is 011 have 3 P 0f Y 3 307 039 5 19 2
  • Mazur 2 429 7 reducing the ratio to 10:1, 5:1, or 2:1
  • buffer solutions 3,305,442 2/1967 Nishimoto 167 386 respectively having a pH of 7.20, 7.50, or 7.90 can be prepared.
  • the method of treating an absorbent substrate to render it fungicidal which comprises impregnating said substrate with an aqueous solution comprising borax in an amount from about 0.5 percent by Weight to about 3.5 percent by weight and about 0.1 percent by Weight of the bis(tri-n-propyltin) diammonium chloride of a tri- OTHER REFERENCES FRANK CACCLAPAGLIA, 111., Primary Examiner.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Chemical & Material Sciences (AREA)
  • Forests & Forestry (AREA)
  • Inorganic Chemistry (AREA)
  • Dentistry (AREA)
  • Health & Medical Sciences (AREA)
  • Plant Pathology (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Chemical And Physical Treatments For Wood And The Like (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Discharge Lamp (AREA)
US504112A 1965-10-23 1965-10-23 Composition and methods for rendering absorbent materials fungicidal comprising an aqueous solution of borax/and the bis(tri-n-propyltin) diammonium chloride of a tri-polyoxyethylated n-alkyl trimethylene diamine Expired - Lifetime US3443010A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US50411265A 1965-10-23 1965-10-23

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US3443010A true US3443010A (en) 1969-05-06

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US504112A Expired - Lifetime US3443010A (en) 1965-10-23 1965-10-23 Composition and methods for rendering absorbent materials fungicidal comprising an aqueous solution of borax/and the bis(tri-n-propyltin) diammonium chloride of a tri-polyoxyethylated n-alkyl trimethylene diamine

Country Status (8)

Country Link
US (1) US3443010A (xx)
DE (1) DE1567182A1 (xx)
ES (1) ES332618A1 (xx)
GB (1) GB1135459A (xx)
IL (1) IL26667A (xx)
NL (1) NL6614955A (xx)
NO (1) NO119555B (xx)
SE (1) SE314554B (xx)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4128429A (en) * 1977-01-06 1978-12-05 Sankyo Organic Chemicals Company Limited Antifouling quaternary halide salts containing a triorganotin ether moiety

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3706237A1 (de) * 1987-02-26 1988-09-08 Lentia Gmbh Kaeltestabile, in wasser dispergierbare fluessige konzentratformulierung
US5087457A (en) * 1990-01-12 1992-02-11 Buckman Laboratories International, Inc. Synergistic microbicides containing ionene polymers and borates for the control of fungi on surfaces

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2041655A (en) * 1933-11-24 1936-05-19 Celcure Corp Wood treating preparation
US2268387A (en) * 1939-04-07 1941-12-30 Du Pont Presservation of wood
US2517958A (en) * 1948-06-09 1950-08-08 Wyandotte Chemicals Corp Inorganic composition for inhibiting sap stain
US3305442A (en) * 1963-11-26 1967-02-21 Yoshitomi Pharmaceutical Organic tin sulfamates and wood preservatives using the same
US3307039A (en) * 1963-03-04 1967-02-28 Siemens Ag Albis Gap pattern for chopper of radiation search system

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2041655A (en) * 1933-11-24 1936-05-19 Celcure Corp Wood treating preparation
US2268387A (en) * 1939-04-07 1941-12-30 Du Pont Presservation of wood
US2517958A (en) * 1948-06-09 1950-08-08 Wyandotte Chemicals Corp Inorganic composition for inhibiting sap stain
US3307039A (en) * 1963-03-04 1967-02-28 Siemens Ag Albis Gap pattern for chopper of radiation search system
US3305442A (en) * 1963-11-26 1967-02-21 Yoshitomi Pharmaceutical Organic tin sulfamates and wood preservatives using the same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4128429A (en) * 1977-01-06 1978-12-05 Sankyo Organic Chemicals Company Limited Antifouling quaternary halide salts containing a triorganotin ether moiety

Also Published As

Publication number Publication date
DE1567182A1 (de) 1970-08-06
IL26667A (en) 1970-09-17
SE314554B (xx) 1969-09-08
ES332618A1 (es) 1967-12-01
NO119555B (xx) 1970-06-01
NL6614955A (xx) 1967-04-24
GB1135459A (en) 1968-12-04

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