WO1999037450A1 - Produits de preservation du bois - Google Patents

Produits de preservation du bois Download PDF

Info

Publication number
WO1999037450A1
WO1999037450A1 PCT/EP1999/000098 EP9900098W WO9937450A1 WO 1999037450 A1 WO1999037450 A1 WO 1999037450A1 EP 9900098 W EP9900098 W EP 9900098W WO 9937450 A1 WO9937450 A1 WO 9937450A1
Authority
WO
WIPO (PCT)
Prior art keywords
wood
copper
acid
cyproconazole
compounds
Prior art date
Application number
PCT/EP1999/000098
Other languages
German (de)
English (en)
Inventor
Otto Exner
Martin Kugler
Franz Kunisch
Original Assignee
Bayer Aktiengesellschaft
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer Aktiengesellschaft filed Critical Bayer Aktiengesellschaft
Priority to EP99901593A priority Critical patent/EP1049573A1/fr
Priority to AU21649/99A priority patent/AU2164999A/en
Priority to PL99341904A priority patent/PL341904A1/xx
Priority to JP2000528408A priority patent/JP2002501034A/ja
Publication of WO1999037450A1 publication Critical patent/WO1999037450A1/fr
Priority to NO20003758A priority patent/NO20003758D0/no

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27K—PROCESSES, 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
    • B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/16—Inorganic impregnating agents
    • B27K3/22—Compounds of zinc or copper
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27K—PROCESSES, 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
    • B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34—Organic impregnating agents
    • B27K3/343—Heterocyclic compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27K—PROCESSES, 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
    • B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34—Organic impregnating agents
    • B27K3/38—Aromatic compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27K—PROCESSES, 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
    • B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/52—Impregnating agents containing mixtures of inorganic and organic compounds

Definitions

  • Wood preservatives based on inorganic copper compounds with alkanolamines as complexing agents are known (EP-A-00 89 958). The effectiveness of this
  • Tin compounds and cyproconazoles the content of the metal compound being 2.50 to 45% by weight and the triazole compound being 0J5 to 15% by weight, have very good activity against wood-destroying basic diomycetes.
  • the optimal mixing ratio of metal to cyproconazole is between 1000: 1 and 2: 1, in particular between 500: 1 and 5: 1, preferably 50: 1 and 5: 1, particularly preferably 25: 1 and 5: 1 parts by weight.
  • organic solvents e.g. Alcohols (ethanol, isopropanol), glycols (ethylene glycol, propylene glycol), glycol ethers (ethylene glycol monomethyl ether, ethylene glycol monoethyl ether), glycol ether esters (butyl glycol acetate), dimethylformamide, N-
  • Methylpyrrolidone homogeneous concentrates can be obtained.
  • the solvents also act as solubilizers for the triazole.
  • acrylic carboxylic acids, cycloalkkyl carboxylic acids or aliphatic C 5 -C 2 mono- or dicarboxylic acids or corresponding amine, alkali or copper salts the use of solvents can, however, be reduced to a minimum in order to obtain homogeneous concentrates.
  • Water-insoluble compounds can also be used as copper compounds.
  • Preferred copper compounds are copper sulfate, copper acetate, copper hydroxide, copper oxide, copper borate, copper chloride, copper fluoride, copper hydroxycarbonate.
  • Alkanolamines in particular monoethanolamine, may be mentioned as a further component of the wood preservative.
  • Other alkanolamines are e.g. Isopropanolamine, 1,1-, 1 J-diaminoethanol, aminoethylethanolamine, diethanolamine, triethanolamine, methylethanolamine.
  • the amount of alkanolamines added is advantageously such that a pH of 7 or more, preferably 8.5 to 10.5, is established in the dilute aqueous impregnation solution.
  • the amount of amines should be sufficient to complex the copper (1 g atom of copper requires approx. 4 mol equivalents of amine).
  • An emulsifier as a further component of the wood preservative is, for example, an anionic, cationic or nonionic emulsifier or a mixture thereof.
  • Nonionic emulsifiers are, for example, addition products of ethylene oxide (EO) or propylene oxide or their mixtures with organic hydroxy compounds, for example alkylphenols, fatty acids, fatty alcohols and mixtures thereof.
  • Quaternary ammonium compounds and or salts of fatty amines (such as, for example and preferably, dimethyl (Cj 2 - Cj) alkylamine) can be used as cationic emulsifiers.
  • a preferred quaternary ammonium compound is a compound according to the general formula
  • R 1 is an alkyl radical having 8 to 20 carbon atoms, in particular an alkyl radical having 12 to 20 carbon atoms or a benzyl radical which may be substituted by Cp to C 2 o-alkyl or halogen,
  • R 4 is Cp to C2olkyl or two of the radicals R 1 to R 4 together with the nitrogen atom form a heterocyclic radical which contains 4 to 5 C atoms and one, two or three double bonds, the carbon atoms being optionally by Cp to C 4 alkyl or halogen are substituted and Z is an acid residue, for example halide.
  • R 1 is an alkyl radical with 1 to 6 carbon atoms, a hydroxyalkyl radical with 1 to 6 carbon atoms or a phenyl radical,
  • R 2 is an alkyl radical having 8 to 18 carbon atoms
  • Y is an acid residue, especially a halide anion, - 4 -
  • radicals R 1 and R 2 are preferably straight-chain.
  • Aliphatic carboxylic acids can improve the homogeneity of the
  • Wood preservatives are added.
  • Such acids are exemplary and preferably propionic acid, hexanoic acid, heptanoic acid, branched carboxylic acids such as e.g. 2-ethylene hexanoic acid, isooctanoic acid, neocarboxylic acids, aliphatic dicarboxylic acids such as e.g. Sebacic acid, cycloalkylcarboxylic acids such as e.g. Cyclohexanoic acid, aryl carboxylic acids such as e.g. Benzoic acid, 3- or 4-hydroxybenzoic acid.
  • Polyethyleneimines (PEI, Polymin) are known and are formed by polymerizing 1 J-ethyleneimine. In them the nitrogen is primary (end group), secondary and tertiary (branching). Polyethylimines with n greater than 10 are suitable; very good results are achieved when using PEI with a degree of polymerization n between 50 and 1,000.
  • the wood preservatives can optionally contain further compounds, preferably compounds having a fungicidal anion such as a boron compound (alkali borate, amine borate, boric acid, boric acid ester), fluorides (potassium fluoride and or salts of fluoroboric acid and / or fluorophosphoric acid and / or are preferred
  • a boron compound alkali borate, amine borate, boric acid, boric acid ester
  • fluorides potassium fluoride and or salts of fluoroboric acid and / or fluorophosphoric acid and / or are preferred
  • Suitable compounds are exemplary and preferably N-organodiazenium dioxy compounds, organotin Compounds, especially tributyl (TBT) tin compounds, isothiazoline compounds of the following formula
  • R 1 is hydrogen, an alkyl, alkenyl, alkynyl radical with 1 to 18 carbon atoms, cycloalkyl radical with a C 3 to Cg ring and with up to 12 carbon atoms, an aralkyl or aryl radical with up to 19 carbon atoms,
  • R 2 , R 3 independently of one another, are hydrogen, halogen or Cp to C 4 alkyl or R 2 and R 3 are part of an aromatic radical,
  • N-tridecyl-2,6-dimethylmo holin (tridemorph) and / or
  • the water-thinnable wood preservatives contain - in concentrated form - that
  • Copper is generally calculated as metal in an amount of 1.0 to 15.0% (weight percent).
  • Suitable concentrates preferably contain 2.50 to 45%, in particular 10 to 20%, copper compounds and / or
  • the invention also extends equally to the correspondingly lower individual concentration that can be prepared by diluting the concentrates with water.
  • the application concentration is e.g. 0.01 to 1.50% by weight of metal, e.g. Copper, in the aqueous impregnation solution, depending on the type of impregnation and the degree of hazard of the wood to be impregnated.
  • the impregnation solution for the protection of wood can be applied by manual processes such as spraying, brushing, dipping, troughs or by industrial processes such as boiler pressure processes, alternating pressure processes or double vacuum processes.
  • manual processes such as spraying, brushing, dipping, troughs
  • industrial processes such as boiler pressure processes, alternating pressure processes or double vacuum processes.
  • boiler pressure processes such as boiler pressure processes, alternating pressure processes or double vacuum processes.
  • pulp are both solid wood and
  • wood preservative can also be introduced using the glue mixing process.
  • the copper fixation of the wood preservatives according to the invention is high; when used for industrial processes, it is more than 90%.
  • the concentrates or solutions can be colored using water-soluble or water-emulsifiable dyes and / or pigment preparations.
  • wax, paraffin and / or acrylate dispersions it is possible to add wax, paraffin and / or acrylate dispersions to achieve a water-repellent effect or to improve the fixation.
  • the concentrates can also be incorporated into binder-containing water-thinnable systems (primers, glazes).
  • the mixtures of Examples 1 to 3 are prepared by stirring an emulsified formulation of cyproconazole into an aqueous solution of the metal complex.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Chemical And Physical Treatments For Wood And The Like (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne des produits de préservation du bois qui contiennent des quantités de composés métalliques et de cyproconazole à complémentarité synergique.
PCT/EP1999/000098 1998-01-24 1999-01-09 Produits de preservation du bois WO1999037450A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP99901593A EP1049573A1 (fr) 1998-01-24 1999-01-09 Produits de preservation du bois
AU21649/99A AU2164999A (en) 1998-01-24 1999-01-09 Wood preservation agents
PL99341904A PL341904A1 (en) 1998-01-24 1999-01-09 Wood preserving agent
JP2000528408A JP2002501034A (ja) 1998-01-24 1999-01-09 木材保存剤
NO20003758A NO20003758D0 (no) 1998-01-24 2000-07-21 Trekonserveringsmidler

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19802699.4 1998-01-24
DE1998102699 DE19802699A1 (de) 1998-01-24 1998-01-24 Holzschutzmittel

Publications (1)

Publication Number Publication Date
WO1999037450A1 true WO1999037450A1 (fr) 1999-07-29

Family

ID=7855587

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1999/000098 WO1999037450A1 (fr) 1998-01-24 1999-01-09 Produits de preservation du bois

Country Status (7)

Country Link
EP (1) EP1049573A1 (fr)
JP (1) JP2002501034A (fr)
AU (1) AU2164999A (fr)
DE (1) DE19802699A1 (fr)
NO (1) NO20003758D0 (fr)
PL (1) PL341904A1 (fr)
WO (1) WO1999037450A1 (fr)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101887488B1 (ko) 2018-01-18 2018-08-10 주식회사 천보 디플루오로인산리튬염 결정체를 고순도로 제조하는 방법 및 이를 이용한 2차 전지용 비수계 전해액
KR101925044B1 (ko) 2018-06-21 2018-12-04 주식회사 천보 디플루오로인산리튬염 결정체를 고순도로 제조하는 방법 및 이를 이용한 2차 전지용 비수계 전해액
KR101925053B1 (ko) 2018-06-22 2018-12-04 주식회사 천보 디플루오로인산리튬염 결정체를 고순도로 제조하는 방법 및 이를 이용한 2차 전지용 비수계 전해액
KR101925051B1 (ko) 2018-08-02 2019-02-22 주식회사 천보 디플루오로인산리튬염 결정체를 고순도로 제조하는 방법 및 이를 이용한 2차 전지용 비수계 전해액
KR102218938B1 (ko) 2020-04-20 2021-02-23 주식회사 천보 디플루오로인산리튬염 결정체를 고순도로 제조하는 방법 및 이를 이용한 2차 전지용 비수계 전해액
KR102231049B1 (ko) 2020-09-09 2021-03-23 주식회사 천보 용해성이 우수한 디플루오로인산리튬염 결정체를 고순도로 제조하는 방법 및 이를 이용한 2차 전지용 비수계 전해액
KR102300438B1 (ko) 2021-01-29 2021-09-09 주식회사 천보 용해성이 우수한 디플루오로인산리튬염 결정체를 고순도로 제조하는 방법 및 이를 이용한 2차 전지용 비수계 전해액
KR102300440B1 (ko) 2021-02-05 2021-09-09 주식회사 천보 비수계 전해액에 대한 용해성이 우수한 디플루오로인산리튬염 결정체를 고순도로 제조하는 방법 및 이를 이용한 2차 전지용 비수계 전해액
KR102300441B1 (ko) 2021-02-16 2021-09-09 주식회사 천보 비수계 전해액에 대한 용해성이 우수한 디플루오로인산리튬염 결정체를 고순도로 제조하는 방법 및 이를 이용한 2차 전지용 비수계 전해액
KR102596524B1 (ko) 2023-02-28 2023-10-31 이피캠텍 주식회사 디플루오로인산리튬염 결정체의 제조방법 및 이의 방법으로 제조한 디플루오로인산리튬염 결정체
KR102596526B1 (ko) 2023-02-28 2023-10-31 이피캠텍 주식회사 디플루오로인산리튬염 결정체의 제조방법 및 이의 방법으로 제조한 디플루오로인산리튬염 결정체
KR102596525B1 (ko) 2023-02-28 2023-10-31 이피캠텍 주식회사 디플루오로인산리튬염의 제조방법 및 이의 방법으로 제조한 디플루오로인산리튬염
KR102709477B1 (ko) 2023-10-06 2024-09-24 주식회사 천보 디플루오로인산리튬염 결정체를 고순도로 제조하는 방법 및 이를 이용한 2차 전지용 비수계 전해액
KR102709478B1 (ko) 2023-10-06 2024-09-24 주식회사 천보 디플루오로인산리튬염 결정체를 고순도로 제조하는 방법 및 이를 이용한 2차 전지용 비수계 전해액

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993002557A1 (fr) * 1991-08-01 1993-02-18 Hickson International Plc Agents de conservation pour le bois et autres materiaux cellulosiques
WO1995011786A1 (fr) * 1993-10-26 1995-05-04 Bayer Aktiengesellschaft Produit de protection du bois contenant un compose du cuivre
WO1995014558A1 (fr) * 1993-11-22 1995-06-01 Bayer Aktiengesellschaft Produit de protection du bois contenant un compose du cuivre
WO1996032235A1 (fr) * 1995-04-12 1996-10-17 Bayer Aktiengesellschaft Produit de preservation du bois contenant un compose cuivre
US5635217A (en) * 1991-04-18 1997-06-03 Dr. Wolman Gmbh Wood preservatives

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5635217A (en) * 1991-04-18 1997-06-03 Dr. Wolman Gmbh Wood preservatives
WO1993002557A1 (fr) * 1991-08-01 1993-02-18 Hickson International Plc Agents de conservation pour le bois et autres materiaux cellulosiques
WO1995011786A1 (fr) * 1993-10-26 1995-05-04 Bayer Aktiengesellschaft Produit de protection du bois contenant un compose du cuivre
WO1995014558A1 (fr) * 1993-11-22 1995-06-01 Bayer Aktiengesellschaft Produit de protection du bois contenant un compose du cuivre
WO1996032235A1 (fr) * 1995-04-12 1996-10-17 Bayer Aktiengesellschaft Produit de preservation du bois contenant un compose cuivre

Also Published As

Publication number Publication date
NO20003758L (no) 2000-07-21
DE19802699A1 (de) 1999-07-29
JP2002501034A (ja) 2002-01-15
NO20003758D0 (no) 2000-07-21
PL341904A1 (en) 2001-05-07
EP1049573A1 (fr) 2000-11-08
AU2164999A (en) 1999-08-09

Similar Documents

Publication Publication Date Title
EP0606084B1 (fr) Agent préservatif du bois
EP0482433B1 (fr) Agents protecteurs du bois contenant des composés d'azote polymères et des acides fixateurs de métaux
DE69230540T2 (de) Konservierungsmittel und verfahren zur behandlung von holz
EP0556454B1 (fr) Agent préservatif du bois sans chrome
EP0431315B1 (fr) Agent préservateur du bois
WO1999037450A1 (fr) Produits de preservation du bois
DE3934935A1 (de) Polymere stickstoffverbindungen enthaltende holzschutzmittel
DE3827721A1 (de) Mittel zum konservieren von holz und ihre verwendung
EP0320786A1 (fr) Agent protecteur du bois
USRE36798E (en) Preservatives for wood and other cellulosic materials
JP3754492B2 (ja) 木材防腐剤
DE3743821A1 (de) Kupfer und zinn enthaltendes holzschutzmittel
EP1135239B1 (fr) Preparations de preservation du bois
EP0542071B1 (fr) Agent préservatif du bois
EP0252366B1 (fr) Agents protecteurs du bois contenant des composés de cuivre et des organo-stanneux
AU659203C (en) Preservatives for wood and other cellulosic materials

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT UA UG US UZ VN YU ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH GM KE LS MW SD SZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)

Free format text: (EXCEPT GD)

121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 1999901593

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 09600540

Country of ref document: US

NENP Non-entry into the national phase

Ref country code: KR

WWP Wipo information: published in national office

Ref document number: 1999901593

Country of ref document: EP

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

NENP Non-entry into the national phase

Ref country code: CA

WWW Wipo information: withdrawn in national office

Ref document number: 1999901593

Country of ref document: EP