WO1997002119A1 - Protective wood preservatives - Google Patents
Protective wood preservatives Download PDFInfo
- Publication number
- WO1997002119A1 WO1997002119A1 PCT/EP1996/002884 EP9602884W WO9702119A1 WO 1997002119 A1 WO1997002119 A1 WO 1997002119A1 EP 9602884 W EP9602884 W EP 9602884W WO 9702119 A1 WO9702119 A1 WO 9702119A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- wood
- wood preservative
- quaternary ammonium
- weight
- polymeric quaternary
- Prior art date
- Legal status (The legal status 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 status listed.)
- Ceased
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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
-
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L97/00—Compositions of lignin-containing materials
- C08L97/02—Lignocellulosic material, e.g. wood, straw or bagasse
-
- 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
- B27K3/02—Processes; Apparatus
- B27K3/15—Impregnating involving polymerisation including use of polymer-containing impregnating agents
- B27K3/156—Combined with grafting onto wood fibres
-
- 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
- B27K3/163—Compounds of boron
-
- 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
- B27K3/34—Organic impregnating agents
- B27K3/50—Mixtures of different organic impregnating agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/02—Polyamines
Definitions
- the invention relates to preventive wood preservatives which are free of heavy metals and have a good fungicidal action.
- these polymeric quaternary ammonium borates also have an insecticidal action.
- relatively large amounts of the active ingredient are required in order to achieve adequate protection of the wood against insects.
- boron salts wash out slowly, so that the fungicidal and the insecticidal action are lost if the wood impregnated therewith is exposed to the weather.
- Polymeric quaternary ammonium borates are the reaction products of amines with ethylene oxide or propylene oxide and boron compounds known from EP-A 0 355 316, in particular those which are obtained by simultaneous reaction of amines of the general formulas I or II
- A is a group of the formulas - (CH 2 ) "-, - (CH 2 CH 2 OCH 2 OH)" - or - (CH 2 CH 2 NHCH 2 CH 2 ) "- x numbers from 1 to 55 and n an integer from 1 to 20 mean.
- silane (3- (4-fluoro-3-phenoxy-phenyl) propyl (dimethyl) silane is known from JP-A 61 229883 as an insecticidal compound and is available under the trade name Silafluofen. However, the compound is insoluble in water and does not penetrate well in wood, even if it is applied to wood in the form of a solution in an organic solvent.
- the combination of the two components results in a multiple synergistic effect: the combination becomes water-soluble. It penetrates deeply into the wood treated with it and the washout behavior of polymeric quaternary ammonium borate is significantly reduced.
- the active ingredient combination according to the invention can contain further compatible active ingredients.
- the addition of a product of 25-75 parts by weight of fatty amine ethoxylate and 75-25 parts by weight is recommended unsaturated fatty acid.
- the addition of this product known from an earlier application by the applicant (P 195 15 211.5), results in a further improvement in the depth of penetration into the wood and permits a further reduction in the amounts of active substance.
- polymeric, quaternary ammonium borate 0.01-5% by weight, in particular 0.2-05% by weight of silafluofen 0 -15% by weight, in particular 5-10% by weight of product
- These agents are concentrates that are diluted with water to use concentrations in the range of 0.5-25% before use.
- the use concentration depends on the selected application method: If the wood preservative is applied without pressure, the preferred use concentration is in the range of 5-15%, the agent is introduced into wood with the help of vacuum pressure processes. the preferred use concentration is in the range of 0.5-3% by weight.
- a wood preservative concentrate is made by mixing
- Test specimens made from pine sapwood are immersed in this diluted wood preservative solution for 24 hours and then dried.
- the average wood preservative absorption is 83.2 g / m 2 .
- a part of impregnated test wood is planed 1 or 2 mm. Afterwards, egg larvae of the longhorn beetle are applied to the test timbers and kept under biological conditions.
- Example 2 Analogously to Example 1, a wood preservative concentrate is produced and tested.
- the concentrate has the following composition:
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
Abstract
Description
Vorbeugende HolzschutzmittelPreventive wood preservatives
Die Erfindung betrifft schwermetallfreie vorbeugende Holzschutzmittel mit guter fungizider Wirkung.The invention relates to preventive wood preservatives which are free of heavy metals and have a good fungicidal action.
Aus EP-A 0 355 316 ist bekannt, polymere quartare Am¬ moniumborate als fungizid wirkende Holzschutzmittel mit guter Eindringtiefe einzusetzen.It is known from EP-A 0 355 316 to use polymeric quaternary ammonium borates as fungicidal wood preservatives with good penetration depth.
Gemäß EP-A 0 498 162 haben diese polymeren quartären Ammoniumborate auch eine insektizide Wirkung. Jedoch werden relativ große Einbringmengen des Wirkstoffs ge¬ braucht, um einen ausreichenden Schutz des Holzes gegen Insekten zu erzielen. Außerdem waschen Borsalze langsam aus, so daß sich die fungizide und die insektizide Wir¬ kung bei längerer Gebrauchsdauer verliert, wenn das damit imprägnierte Holz der Bewitterung ausgesetzt ist.According to EP-A 0 498 162, these polymeric quaternary ammonium borates also have an insecticidal action. However, relatively large amounts of the active ingredient are required in order to achieve adequate protection of the wood against insects. In addition, boron salts wash out slowly, so that the fungicidal and the insecticidal action are lost if the wood impregnated therewith is exposed to the weather.
Eine Verringerung der Wirkkonzentration und eine Ver¬ besserung der Langzeitwirkung der polymeren quartären Ammoniumborate wird erreicht, wenn diese mit Kupfersalz und Alkanolamin kombiniert werden, wie dies aus EP-A 0 556 454 bekannt ist. Leider werden in diesen Mitteln toxische Kupferverbindungen eingesetzt. Es ist daher Aufgabe der Erfindung, schwermetallfreie, lösemittelfreie vorbeugende Holzschutzmittel mit guter r- fungizider Wirkung bereitzustellen, die auch bei Bewit¬ terung eine gute Langzeitbeständigkeit haben.A reduction in the active concentration and an improvement in the long-term effect of the polymeric quaternary ammonium borates is achieved if these are combined with copper salt and alkanolamine, as is known from EP-A 0 556 454. Unfortunately, toxic copper compounds are used in these agents. It is therefore an object of the invention to provide heavy metal-free, solvent-free preventive wood preservatives with good fungicidal activity, which have good long-term stability even when weathered.
Die Lösung der Aufgabe erfolgt durch Holzschutzmittel gemäß der Ansprüche 1-5.The problem is solved by wood preservatives according to claims 1-5.
Es wurde gefunden, daß Kombinationen von polymeren quartären Ammoniumboraten und (4-Ethoxyphenyl)- (3-(4-fluoro-3-phenoxy-phenyl)propyl-(dimethyl)silan mit Wasser klare Lösungen bilden, daß diese Lösungen und die in ihnen gelösten Wirkstoffe tief in Holz ein¬ dringen, nach der Trocknung nicht mehr auswaschen und auch bei geringer Einbringmenge eine gute insektizide und fungizide Langzeitwirkung ergeben.It has been found that combinations of polymeric quaternary ammonium borates and (4-ethoxyphenyl) - (3- (4-fluoro-3-phenoxy-phenyl) propyl- (dimethyl) silane with water form clear solutions that these solutions and those in them dissolved active ingredients penetrate deeply into wood, do not wash out after drying and have a good long-term insecticidal and fungicidal action even when the amount is small.
Polymere quartare Ammoniumborate sind die aus EP-A 0 355 316 bekannten Umsetzungsprodukte von Aminen mir Ethylen- oder Propylenoxid und Borverbindungen, insbesondere solche, die erhalten werden durch gleich¬ zeitige Umsetzung von Aminen der allgemeinen Formeln I oder IIPolymeric quaternary ammonium borates are the reaction products of amines with ethylene oxide or propylene oxide and boron compounds known from EP-A 0 355 316, in particular those which are obtained by simultaneous reaction of amines of the general formulas I or II
R: R* R« R : R * R «
//
//
R1 -N (D N-A-N (II)R 1 -N (D NAN (II)
R" mit 2 bis 20, vorzugsweise 3 bis 10, Mol Ethylen- oder Propylenoxid und 0,6 bis 1,5, vorzugsweise 1 Mol Bor¬ säure, Borsäureester oder Salzen der Borsäure, jeweils pro Mol Stickstoffäquivalent, wobei Rx Cβ-C22- Alkyl oder Cβ-C22-Alkenyl bedeutet oder, wenn R2 und R3 Grup¬ pen der Formel -(C2H40)xH oder darstellen, R1 auch d-c«-Alkyl bedeuten kann, R2 und R3 gleich oder verschieden sind und Wasserstoff, Cj_-C22-Alkyl oder eine Gruppe der Formeln -(C2H40)xH, -(C3H6θ)xH oder -CH2CH2CH2NH2 bedeuten, R4 und R6 Cι-C4-Alkyl oder eine Gruppe der Formeln -(C2H40)-3IH, oder - ( C3Hβ0 ) xli . A eine Gruppe der Formeln -(CH2)„-, -(CH2CH2OCH2OH)„- oder -(CH2CH2NHCH2CH2)„- x Zahlen von 1 bis 55 und n eine ganze Zahl von 1 bis 20 bedeuten.R " with 2 to 20, preferably 3 to 10, moles of ethylene or propylene oxide and 0.6 to 1.5, preferably 1 mole of boric acid, boric acid ester or salts of boric acid, in each case per mole of nitrogen equivalent, where R x C β -C 22 - Alkyl or C β- C 22 alkenyl or when R 2 and R 3 groups of the formula - (C 2 H 4 0) x H or represent, R 1 can also mean dc «alkyl, R 2 and R 3 are identical or different and are hydrogen, Cj_-C 22 alkyl or a group of the formulas - (C 2 H 4 0) x H, - (C 3 H 6 θ) x H or -CH 2 CH 2 CH 2 NH 2 , R 4 and R 6 C ι -C 4 alkyl or a group of the formulas - (C 2 H 4 0) - 3I H, or - ( C 3 H β 0) x left. A is a group of the formulas - (CH 2 ) "-, - (CH 2 CH 2 OCH 2 OH)" - or - (CH 2 CH 2 NHCH 2 CH 2 ) "- x numbers from 1 to 55 and n an integer from 1 to 20 mean.
(4-Ethoxyphenyl)-(4-ethoxyphenyl) -
(3-(4-fluoro-3-phenoxy-phenyl)propyl(dimethyl)silan ist aus JP-A 61 229883 als insektizid wirkende Verbindung bekannt und unter dem Handelsnamen Silafluofen erhält¬ lich. Die Verbindung ist allerdings in Wasser unlöslich und dringt schlecht in Holz ein, auch wenn sie z.B. in Form einer Lösung in einem organischen Lösemittel auf Holz aufgebracht wird.(3- (4-fluoro-3-phenoxy-phenyl) propyl (dimethyl) silane is known from JP-A 61 229883 as an insecticidal compound and is available under the trade name Silafluofen. However, the compound is insoluble in water and does not penetrate well in wood, even if it is applied to wood in the form of a solution in an organic solvent.
Durch Kombination der beiden Komponenten ergibt sich ein mehrfacher synergistischer Effekt: Die Kombination wird wasserlöslich. Sie dringt tief in damit behandel¬ tes Holz ein und das Auswaschverhalten von polymerem quartärem Ammoniumborat wird deutlich reduziert.The combination of the two components results in a multiple synergistic effect: the combination becomes water-soluble. It penetrates deeply into the wood treated with it and the washout behavior of polymeric quaternary ammonium borate is significantly reduced.
Die erfindungsgemäße Wirkstoffkombination kann weitere verträgliche Wirkstoffe enthalten. Insbesondere emp¬ fiehlt sich der Zusatz eines Produktes aus 25-75 Gew.-Teilen Fettaminethoxylat und 75-25 Gew.-Teilen ungesättigter Fettsäure. Der Zusatz dieses, aus einer älteren Anmeldung der Anmelderin (P 195 15 211.5) be¬ kannten Produktes ergibt eine weitere Verbesserung der Eindringtiefe in das Holz und erlaubt eine weitere Re¬ duzierung der Wirkstoffmengen.The active ingredient combination according to the invention can contain further compatible active ingredients. In particular, the addition of a product of 25-75 parts by weight of fatty amine ethoxylate and 75-25 parts by weight is recommended unsaturated fatty acid. The addition of this product, known from an earlier application by the applicant (P 195 15 211.5), results in a further improvement in the depth of penetration into the wood and permits a further reduction in the amounts of active substance.
Entsprechende Holzschutzmittel enthalten dannAppropriate wood preservatives then contain
50-99 Gew.% polymeres, quartäres Ammoniumborat 0,01-5 Gew.%, insbesondere 0,2-05 Gew.% Silafluofen 0 -15 Gew.%, insbesondere 5-10 Gew.% Produkt aus50-99% by weight of polymeric, quaternary ammonium borate 0.01-5% by weight, in particular 0.2-05% by weight of silafluofen 0 -15% by weight, in particular 5-10% by weight of product
Fettaminethoxylat und ungesättigterFatty amine ethoxylate and unsaturated
Fettsäure ad 100 Gew.% Wasser.Fatty acid ad 100% by weight water.
Diese Mittel sind Konzentrate, die vor Gebrauch mit Wasser auf Gebrauchskonzentrationen im Bereich von 0,5-25 % verdünnt werden. Dabei richtet sich die Ge¬ brauchskonzentration nach dem gewählten Anwendungsver¬ fahren: Wird das Holzschutzmittel drucklos aufgebracht, so liegt die bevorzugte Gebrauchskonzentration im Be¬ reich von 5-15 %, wird das Mittel mit Hilfe von Vakuum- Druck-Verfahren in Holz eingebracht, liegt die bevor¬ zugte Gebrauchskonzentration im Bereich von 0,5-3 Gew.%.These agents are concentrates that are diluted with water to use concentrations in the range of 0.5-25% before use. The use concentration depends on the selected application method: If the wood preservative is applied without pressure, the preferred use concentration is in the range of 5-15%, the agent is introduced into wood with the help of vacuum pressure processes. the preferred use concentration is in the range of 0.5-3% by weight.
Beispiel 1example 1
Es wird ein Holzschutzmittelkonzentrat hergestellt durch Vermischen vonA wood preservative concentrate is made by mixing
92 Gew.-Teilen polymerem quartärem Ammoniumborat92 parts by weight of polymeric quaternary ammonium borate
(hergestellt nach Beispiel 1 der EP-A 0 355 316) 0,5 Gew.-Teilen Silafluofen 7,5 Gew.-Teilen Wasser(produced according to Example 1 of EP-A 0 355 316) 0.5 part by weight of silafluofen 7.5 parts by weight of water
Das Konzentrat wird mit Wasser im Verhältnis 1:9 (=10%ige Gebrauchskonzentration) verdünnt.The concentrate is diluted with water in a ratio of 1: 9 (= 10% use concentration).
In diese verdünnte Holzschutzmittellösung werden Probe¬ körper aus Kiefernsplintholz 24 h lang eingetaucht und danach getrocknet.Test specimens made from pine sapwood are immersed in this diluted wood preservative solution for 24 hours and then dried.
Die mittlere Holzschutzmittelaufnahme beträgt 83,2 g/m2. Ein Teil imprägnierter Probehölzer wird 1 bzw. 2 mm abgehobelt. Danach werden Eilarven des Hausbockkä¬ fers auf die Probehölzer aufgebracht und unter biologi¬ schen Bedingungen gehalten.The average wood preservative absorption is 83.2 g / m 2 . A part of impregnated test wood is planed 1 or 2 mm. Afterwards, egg larvae of the longhorn beetle are applied to the test timbers and kept under biological conditions.
Ergebnis:Result:
Überlebensrate nach 4-wöchiger Prüfung: ohne Abhobeln 0 %Survival rate after 4 weeks of testing: without planing 0%
1 mm abgehobelt 10 %1 mm planed 10%
Überlebensrate nach 12-wöchiger Prüfung:Survival rate after 12 weeks of testing:
1 mm abgehobelt 2 %1 mm planed 2%
2 mm abgehobelt 9 %.2 mm planed 9%.
Beispiel 2Example 2
Analog zu Beispiel 1 wird ein Holzschutzmittelkonzen¬ trat hergestellt und getestet. Das Konzentrat hat fol¬ gende Zusammensetzung:Analogously to Example 1, a wood preservative concentrate is produced and tested. The concentrate has the following composition:
87 Gew.-Teile polymeres quartäres Ammoniumborat (hergestellt nach Beispiel 1 der EP-A 0 355 316) 0,5 Gew.-Teile Silafluofen 5 Gew.-Teile eines Produktes aus je gleichen87 parts by weight of polymeric quaternary ammonium borate (produced according to Example 1 of EP-A 0 355 316) 0.5 part by weight of silafluofen 5 parts by weight of the same product
Gewichtsteilen Kokosfettaminethoxylat je 1/3 mit einem EO-Gehalt von 10, 15 und 20 Ethylenoxideinheiten pro Molekül und UndecylensäureParts by weight of coconut fatty amine ethoxylate each 1/3 with an EO content of 10, 15 and 20 ethylene oxide units per molecule and undecylenic acid
7,5 Gew.-Teile Wasser7.5 parts by weight of water
Ergebnis:Result:
Überlebensrate nach 4-wöchiger Prüfung: ohne Abhobeln 0 %Survival rate after 4 weeks of testing: without planing 0%
1 mm abgehobelt 0 %1 mm planed 0%
Überlebensrate nach 12-wöchiger Prüfung:Survival rate after 12 weeks of testing:
1 mm abgehobelt 0 %1 mm planed 0%
2 mm abgehobelt 0 % 2 mm planed 0%
Claims
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU63602/96A AU6360296A (en) | 1995-07-06 | 1996-07-02 | Protective wood preservatives |
| EP96922896A EP0842019A1 (en) | 1995-07-06 | 1996-07-02 | Protective wood preservatives |
| NO975821A NO975821L (en) | 1995-07-06 | 1997-12-11 | wood preservative |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19524286.6 | 1995-07-06 | ||
| DE19524286A DE19524286A1 (en) | 1995-07-06 | 1995-07-06 | Preventive wood preservatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1997002119A1 true WO1997002119A1 (en) | 1997-01-23 |
Family
ID=7765950
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP1996/002884 Ceased WO1997002119A1 (en) | 1995-07-06 | 1996-07-02 | Protective wood preservatives |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0842019A1 (en) |
| AU (1) | AU6360296A (en) |
| DE (1) | DE19524286A1 (en) |
| NO (1) | NO975821L (en) |
| WO (1) | WO1997002119A1 (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001093685A1 (en) * | 2000-06-06 | 2001-12-13 | Woodholdings Environmental, Inc. | Preservative compositions for wood products |
| US7192470B2 (en) | 2003-05-27 | 2007-03-20 | Woodholdings Environmental, Inc. | Preservative compositions for materials and method of preserving same |
| US7964031B2 (en) | 2000-06-06 | 2011-06-21 | Dow Corning Corporation | Compositions for treating materials and methods of treating same |
| US8940366B2 (en) | 2007-05-09 | 2015-01-27 | Petra International Holdings, Llc | Apparatus and method for treating materials with compositions |
| US9157190B2 (en) | 2011-01-18 | 2015-10-13 | Petra International Holdings, Llc | Method for treating substrates with halosilanes |
| US9603358B2 (en) | 2011-11-04 | 2017-03-28 | Arch Timber Protection Limited | Additives for use in wood preservation |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9808954B2 (en) | 2014-08-15 | 2017-11-07 | Rutgers Organics Gmbh | Composition of a timber formulation comprising Cu salts and organic cyclic ingredients for the preservation of timber for decks |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0335225A2 (en) * | 1988-03-26 | 1989-10-04 | Hoechst Schering AgrEvo GmbH | Pesticidal agents |
| EP0355316A2 (en) * | 1988-08-16 | 1990-02-28 | Rütgerswerke Aktiengesellschaft | Process for preserving wood and particle board |
| EP0498162A1 (en) * | 1991-02-02 | 1992-08-12 | Rütgerswerke Aktiengesellschaft | Insecticidal agent |
-
1995
- 1995-07-06 DE DE19524286A patent/DE19524286A1/en not_active Withdrawn
-
1996
- 1996-07-02 EP EP96922896A patent/EP0842019A1/en not_active Ceased
- 1996-07-02 WO PCT/EP1996/002884 patent/WO1997002119A1/en not_active Ceased
- 1996-07-02 AU AU63602/96A patent/AU6360296A/en not_active Abandoned
-
1997
- 1997-12-11 NO NO975821A patent/NO975821L/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0335225A2 (en) * | 1988-03-26 | 1989-10-04 | Hoechst Schering AgrEvo GmbH | Pesticidal agents |
| EP0355316A2 (en) * | 1988-08-16 | 1990-02-28 | Rütgerswerke Aktiengesellschaft | Process for preserving wood and particle board |
| EP0498162A1 (en) * | 1991-02-02 | 1992-08-12 | Rütgerswerke Aktiengesellschaft | Insecticidal agent |
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7758924B2 (en) | 2000-06-06 | 2010-07-20 | Dow Corning Corporation | Preservative compositions for wood products |
| WO2001093685A1 (en) * | 2000-06-06 | 2001-12-13 | Woodholdings Environmental, Inc. | Preservative compositions for wood products |
| US7267714B2 (en) | 2000-06-06 | 2007-09-11 | Woodholdings Environmental, Inc. | Preservative compositions for wood products |
| US7300502B2 (en) | 2000-06-06 | 2007-11-27 | Woodholdings Environmental, Inc. | Preservative compositions for wood products |
| US7754288B2 (en) | 2000-06-06 | 2010-07-13 | Woodholdings Environmental, Inc. | Preservative compositions for materials and method of preserving same |
| US7846505B2 (en) | 2000-06-06 | 2010-12-07 | Dow Corning Corporation | Preservative compositions for materials and method of preserving same |
| US7838124B2 (en) | 2000-06-06 | 2010-11-23 | Dow Corning Corporation | Preservative compositions for wood products |
| US7128778B2 (en) | 2000-06-06 | 2006-10-31 | Woodholdings Environmental, Inc. | Preservative compositions for wood products |
| US7964031B2 (en) | 2000-06-06 | 2011-06-21 | Dow Corning Corporation | Compositions for treating materials and methods of treating same |
| US7192470B2 (en) | 2003-05-27 | 2007-03-20 | Woodholdings Environmental, Inc. | Preservative compositions for materials and method of preserving same |
| US8940366B2 (en) | 2007-05-09 | 2015-01-27 | Petra International Holdings, Llc | Apparatus and method for treating materials with compositions |
| US9157190B2 (en) | 2011-01-18 | 2015-10-13 | Petra International Holdings, Llc | Method for treating substrates with halosilanes |
| US9603358B2 (en) | 2011-11-04 | 2017-03-28 | Arch Timber Protection Limited | Additives for use in wood preservation |
| US9961895B2 (en) | 2011-11-04 | 2018-05-08 | Arch Timber Protection Limited | Additives for use in wood preservation |
Also Published As
| Publication number | Publication date |
|---|---|
| NO975821L (en) | 1998-01-02 |
| DE19524286A1 (en) | 1997-01-09 |
| NO975821D0 (en) | 1997-12-11 |
| EP0842019A1 (en) | 1998-05-20 |
| AU6360296A (en) | 1997-02-05 |
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