WO1997002119A1 - Produits de preservation du bois a action preventive - Google Patents
Produits de preservation du bois a action preventive 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
Links
- 239000002023 wood Substances 0.000 title abstract description 17
- 239000003755 preservative agent Substances 0.000 title abstract description 8
- 230000001681 protective effect Effects 0.000 title 1
- 125000001453 quaternary ammonium group Chemical group 0.000 claims abstract description 12
- -1 4-ethoxyphenyl Chemical group 0.000 claims abstract description 5
- JYMDKXWKCHBIKO-UHFFFAOYSA-N 3-(2-fluoro-3-phenoxyphenyl)propyl-dimethylsilane Chemical compound FC1=C(C=CC=C1OC1=CC=CC=C1)CCC[SiH](C)C JYMDKXWKCHBIKO-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000003171 wood protecting agent Substances 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 150000001412 amines Chemical class 0.000 claims description 7
- 239000012141 concentrate Substances 0.000 claims description 7
- 239000004480 active ingredient Substances 0.000 claims description 5
- HPYNBECUCCGGPA-UHFFFAOYSA-N silafluofen Chemical compound C1=CC(OCC)=CC=C1[Si](C)(C)CCCC1=CC=C(F)C(OC=2C=CC=CC=2)=C1 HPYNBECUCCGGPA-UHFFFAOYSA-N 0.000 claims description 5
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 3
- 238000012360 testing method Methods 0.000 description 7
- 230000000855 fungicidal effect Effects 0.000 description 5
- 230000000749 insecticidal effect Effects 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 230000004083 survival effect Effects 0.000 description 4
- 239000004327 boric acid Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- 230000003449 preventive effect Effects 0.000 description 3
- RKHUTJDKMPFEMJ-UHFFFAOYSA-N 3-(4-fluoro-3-phenoxyphenyl)propyl-dimethylsilane Chemical compound C[SiH](C)CCCC1=CC=C(F)C(OC=2C=CC=CC=2)=C1 RKHUTJDKMPFEMJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 150000001638 boron Chemical class 0.000 description 1
- 150000001639 boron compounds Chemical class 0.000 description 1
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
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)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
Abstract
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 (fr) | 1995-07-06 | 1996-07-02 | Produits de preservation du bois a action preventive |
| NO975821A NO975821L (no) | 1995-07-06 | 1997-12-11 | Trekonserveringsmiddel |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19524286A DE19524286A1 (de) | 1995-07-06 | 1995-07-06 | Vorbeugende Holzschutzmittel |
| DE19524286.6 | 1995-07-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1997002119A1 true WO1997002119A1 (fr) | 1997-01-23 |
Family
ID=7765950
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP1996/002884 WO1997002119A1 (fr) | 1995-07-06 | 1996-07-02 | Produits de preservation du bois a action preventive |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0842019A1 (fr) |
| AU (1) | AU6360296A (fr) |
| DE (1) | DE19524286A1 (fr) |
| NO (1) | NO975821L (fr) |
| WO (1) | WO1997002119A1 (fr) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001093685A1 (fr) * | 2000-06-06 | 2001-12-13 | Woodholdings Environmental, Inc. | Compositions servant a conserver le bois |
| 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 (fr) * | 1988-03-26 | 1989-10-04 | Hoechst Schering AgrEvo GmbH | Agents pesticides |
| EP0355316A2 (fr) * | 1988-08-16 | 1990-02-28 | Rütgerswerke Aktiengesellschaft | Procédé pour la préservation du bois et matériaux dérivés |
| EP0498162A1 (fr) * | 1991-02-02 | 1992-08-12 | Rütgerswerke Aktiengesellschaft | Agent insecticide |
-
1995
- 1995-07-06 DE DE19524286A patent/DE19524286A1/de not_active Withdrawn
-
1996
- 1996-07-02 EP EP96922896A patent/EP0842019A1/fr not_active Ceased
- 1996-07-02 AU AU63602/96A patent/AU6360296A/en not_active Abandoned
- 1996-07-02 WO PCT/EP1996/002884 patent/WO1997002119A1/fr not_active Application Discontinuation
-
1997
- 1997-12-11 NO NO975821A patent/NO975821L/no unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0335225A2 (fr) * | 1988-03-26 | 1989-10-04 | Hoechst Schering AgrEvo GmbH | Agents pesticides |
| EP0355316A2 (fr) * | 1988-08-16 | 1990-02-28 | Rütgerswerke Aktiengesellschaft | Procédé pour la préservation du bois et matériaux dérivés |
| EP0498162A1 (fr) * | 1991-02-02 | 1992-08-12 | Rütgerswerke Aktiengesellschaft | Agent insecticide |
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 (fr) * | 2000-06-06 | 2001-12-13 | Woodholdings Environmental, Inc. | Compositions servant a conserver le bois |
| 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 |
|---|---|
| NO975821D0 (no) | 1997-12-11 |
| NO975821L (no) | 1998-01-02 |
| EP0842019A1 (fr) | 1998-05-20 |
| DE19524286A1 (de) | 1997-01-09 |
| AU6360296A (en) | 1997-02-05 |
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