NZ716105B2 - Functionalized polyorganosiloxanes or silanes for treating lignocellulose materials - Google Patents
Functionalized polyorganosiloxanes or silanes for treating lignocellulose materials Download PDFInfo
- Publication number
- NZ716105B2 NZ716105B2 NZ716105A NZ71610512A NZ716105B2 NZ 716105 B2 NZ716105 B2 NZ 716105B2 NZ 716105 A NZ716105 A NZ 716105A NZ 71610512 A NZ71610512 A NZ 71610512A NZ 716105 B2 NZ716105 B2 NZ 716105B2
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- NZ
- New Zealand
- Prior art keywords
- group
- silanes
- wood
- treatment
- polyorganosiloxane
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- 239000000463 material Substances 0.000 title claims abstract description 18
- 150000004756 silanes Chemical class 0.000 title abstract description 5
- 238000000034 method Methods 0.000 claims abstract description 8
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims abstract description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 10
- 229910000077 silane Inorganic materials 0.000 claims description 10
- 125000004122 cyclic group Chemical group 0.000 claims description 6
- 241000233866 Fungi Species 0.000 abstract description 4
- 241000238631 Hexapoda Species 0.000 abstract description 4
- 125000001424 substituent group Chemical group 0.000 abstract description 3
- 229920002678 cellulose Polymers 0.000 abstract 2
- 239000001913 cellulose Substances 0.000 abstract 2
- 229920005610 lignin Polymers 0.000 abstract 2
- 244000005700 microbiome Species 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- 239000002023 wood Substances 0.000 description 15
- 238000010521 absorption reaction Methods 0.000 description 12
- 239000000203 mixture Substances 0.000 description 9
- -1 polydimethylsiloxane Polymers 0.000 description 8
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 8
- 125000004432 carbon atoms Chemical group C* 0.000 description 7
- 125000000524 functional group Chemical group 0.000 description 7
- 229920001296 polysiloxane Polymers 0.000 description 6
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 5
- 238000006640 acetylation reaction Methods 0.000 description 4
- 238000005470 impregnation Methods 0.000 description 4
- 229910052710 silicon Inorganic materials 0.000 description 4
- 241000256602 Isoptera Species 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 150000007942 carboxylates Chemical group 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 230000004059 degradation Effects 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 235000020127 ayran Nutrition 0.000 description 2
- 150000001879 copper Chemical class 0.000 description 2
- 125000004663 dialkyl amino group Chemical group 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 125000005842 heteroatoms Chemical group 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 241000411449 Anobium punctatum Species 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-L CHEBI:8154 Chemical group [O-]P([O-])=O ABLZXFCXXLZCGV-UHFFFAOYSA-L 0.000 description 1
- 241000832180 Hylotrupes bajulus Species 0.000 description 1
- 241000370667 Lyctoxylon dentatum Species 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N Phosphite Chemical group [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 125000004036 acetal group Chemical group 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000003172 aldehyde group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000001769 aryl amino group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000003115 biocidal Effects 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001804 emulsifying Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000000749 insecticidal Effects 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 230000000813 microbial Effects 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000006011 modification reaction Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-N phosphine group Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 1
- 125000005496 phosphonium group Chemical group 0.000 description 1
- 230000002335 preservative Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002035 prolonged Effects 0.000 description 1
- 230000001846 repelling Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 230000002522 swelling Effects 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- 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
- B27K2240/00—Purpose of the treatment
- B27K2240/20—Removing fungi, molds or insects
-
- 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
- B27K2240/00—Purpose of the treatment
- B27K2240/70—Hydrophobation treatment
-
- 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
-
- 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
- B27K3/08—Impregnating by pressure, e.g. vacuum impregnation
-
- 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
- B27K3/08—Impregnating by pressure, e.g. vacuum impregnation
- B27K3/083—Impregnating by pressure, e.g. vacuum impregnation along the fibers, i.e. longitudinal impregnation
-
- 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
- B27K3/153—Without in-situ polymerisation, condensation, or cross-linking reactions
-
- 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
- B27K3/36—Aliphatic 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B21/00—Layered products comprising a layer of wood, e.g. wood board, veneer, wood particle board
- B32B21/04—Layered products comprising a layer of wood, e.g. wood board, veneer, wood particle board comprising wood as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B21/08—Layered products comprising a layer of wood, e.g. wood board, veneer, wood particle board comprising wood as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/695—Polyesters containing atoms other than carbon, hydrogen and oxygen containing silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/045—Polysiloxanes containing less than 25 silicon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/28—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen sulfur-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/30—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen phosphorus-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/06—Polysiloxanes containing silicon bound to oxygen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/4935—Impregnated naturally solid product [e.g., leather, stone, etc.]
- Y10T428/662—Wood timber product [e.g., piling, post, veneer, etc.]
Abstract
Disclosed are functionalized polyorganosiloxanes or silanes containing 2-30 siloxy units of formula Q, T, D or M, wherein the substituents are as described in the specification. The polyorganosiloxanes or silanes are used in a single process step for the treatment of lignocellulosic materials (materials based on cellulose and/or lignin) to protect them against weather conditions, microorganisms, insects, and fungi. ials based on cellulose and/or lignin) to protect them against weather conditions, microorganisms, insects, and fungi.
Description
preservatives. The siloxanes shall have a molecular weight of 500 to 500,000 g/mol
and the degree of substitution of the siloxane units with amino groups shall be up to 50
DE 4202320 describes the impregnation of wood with a non-functionalized
polydimethylsiloxane by using supercritical carbon dioxide as a carrier medium. The
disadvantage of this proposal is that the non-functionalized polydimethylsiloxane can
be leached from the wood.
EP 680810 describes the modification of wood by acetylation with acetic
anhydride at elevated temperatures. The disadvantage of this procedure is an
insufficient reduction of the water uptake of the modified wood.
The disadvantage of all of the above suggestions is that a long-lasting protection
of wood in practice can only be achieved with a two-stage treatment of the wood so far.
In the so-called Royal process the wood is first impregnated in a first step with an
organic copper salt (Cu-HDO) or an organic copper salt, and subsequently in a second
step an impregnation with oil is carried out to prevent the leaching of the biocidal
copper.
Siloxanes having hydrolysable groups tend to condensation after contact with
water and acids or bases, which reduces solubility, emulsifying capacity and
penetration capacity of the wood. Impregnation with siloxanes as disclosed in DE 10
2004 036918 is not long-lasting, as these siloxanes can be released again after
prolonged exposure to water.
The present invention therefore relates to impregnating wood long-lasting in a
practicable one-step method, and thereby further reduce the tendency of wood to
absorb water, to improve the dimensional stability in changing humidity conditions of
the environment and to reduce the degradation of the wood by fungi, bacteria and
insects, such as wood destroying insects, for example termites, house longhorn beetle,
common furniture beetle, powder post beetle, effectively. At the same time yellowing
and graying of the woods due to light and weather impact shall be suppressed.
In a first aspect, the present invention provides a process for treating
lignocellulosic materials, comprising treating the lignocellulosic material with at least
one polyorganosiloxane or silane, wherein the polyorganosiloxane is a straight-
chained, branched or cyclic polyorganosiloxane, formed from a number average of 2 to
siloxy units, which are selected from the group consisting of
AH26(12986630_1):EOR
O R R
Si R
Si O Si O O Si O O
1/2 1/2 1/2 1/2 1/2
1/2 1/2
(Q) (T) (D) (M)
wherein the radicals R represent organic radicals as defined below, which may be the
same or different, with the proviso that at least one of the radicals R is an organic
radical R containing a functional group F which is selected from the functional groups
- a carboxylic acid / carboxylate group,
- an aldehyde group, and
- a zwitterionic group, and
optionally selected from the functional groups of:
- phosphonium group,
- phosphine group,
- epoxy group
- carbonate group,
- urethane group,
- isocyanate group including blocked isocyanate group,
- urea group,
- amido group,
- aldehyde group,
- hemiacetal and acetal group,
- enamine group,
- imine group,
- zwitterionic group,
- carboxylic acid / carboxylate group,
- sulfonic acid / sulfonate group,
- sulfuric acid half-ester / sulphate group,
- phosphoric ester / phosphate group
- phosphonic ester / phosphonate group,
- phosphorous ester / phosphite group,
- xanthate / xanthogenate ester group,
AH26(12986630_1):EOR
- organo amino group Si-bonded via N,
- hydroxy group,
- alkoxy group Si-bonded via O, and
- thiosulfato group
and wherein the silanes are represented by the formula (I)
Si (R )
wherein the radicals R are as defined below, with the proviso that at least one of the
radicals R is a radical R containing a functional group F, which is as defined above,
and at least one of the radicals R is bonded to the silicon atom via a hetero atom and
at least one of the radicals R is bonded to the silicon atom via a carbon atom,
or by the formula (II)
1 3 1
(R )
Si R Si (R )
(II)
wherein R is the same or different and has the meaning as defined for formula (I), and
R is a divalent, straight-chained, branched, cyclic, aliphatic, unsaturated, or aromatic
hydrocarbon radical having up to 30 carbon atoms, which may contain one or more
groups selected from -O-, -NR -, wherein R is hydrogen or C1alkyl, -C(O)- and -
C(S)-, and which may optionally be substituted by hydroxy and is bonded to the silicon
atom via carbon,
and salts thereof,
and wherein the organic radicals R are selected from the group consisting of:
straight-chain, cyclic or branched, saturated, unsaturated or aromatic hydrocarbon
radicals having up to 100 carbon atoms, which may optionally contain one or more
groups selected from
–O–,
–S–,
–NR –, wherein R represents hydrogen, a monovalent straight-
chained, cyclic or branched, saturated, unsaturated or aromatic hydrocarbon radical
having up to 60 carbon atoms, which may contain one or more groups selected from -
O-, -S-, -NH-, -C(O)- and -C(S)-, and which may optionally be substituted by one or
more substituents selected from the group consisting of a hydroxyl group, an optionally
substituted heterocyclic group, amino, alkylamino, dialkylamino, ammonium, polyether
AH26(12986630_1):EOR
radicals and polyether ester radicals, wherein in case that multiple groups -NR are
present, these may be the same or different,
, wherein R is as defined above,
P(R )
, wherein R is as defined above,
–C(O)– and
–C(S)–,
and may be substituted by one or more radicals selected from the group consisting of:
- hydroxyl,
- mercapto (-SH or-S ),
- isocyanato,
- halogen,
- a polyether radical having up to 60 carbon atoms, which may optionally contain one or
more amino, mono- or dialkylamino, or arylamino groups,
- a saccharide-containing organic radical,
or two substituents R from different siloxy units together form a straight-chained,
branched or cyclic alkandiyl radical having 2 to 20 carbon atoms between two silicon
atoms, which is optionally interrupted by -O-, -S-, -C(O)-, -NH- and is optionally
substituted by OH,
wherein the bonding to silicon may be via a carbon atom and / or a heteroatom.
AH26(12986630_1):EOR
In a second aspect, the present invention provides a process for treating
lignocellulosic material, comprising treating the lignocellulosic material with a
composition comprising at least one polyorganosiloxane and/or silane, as defined in the
first aspect, and at least one solvent and/or at least one biocidal agent for the treatment
of lignocellulosic materials.
In a third aspect, the present invention provides a process for treating lignocellulosic
material, comprising treating the lignocellulosic material with a composition comprising
a) at least one polysiloxane and / or silane as defined in the first aspect, having a
functional group F selected from the group of the acidic functional groups:
- zwitterionic group,
- carboxylic acid / carboxylate group,
b) at least one polyorganosiloxane and / or silane having a basic functional group
selected from amino groups, ammonium groups, phosphonium groups and
phosphine groups.
In a fourth aspect, the present invention provides a process for treating
lignocellulosic material according to the first, second or third aspects, comprising
treating the lignocellulosic material with at least one polyorganosiloxane or silane, or a
composition comprising at least one polyorganosiloxane or silane, by surface
treatment, immersion treatment, or vacuum or pressure impregnation.
In a fifth aspect, the present invention provides use of at least one
polyorganosiloxane and / or silane, as defined in the first aspect, or a composition as
defined in the second or third aspect for the treatment of lignocellulosic material.
In a sixth aspect, the present invention provides use of at least one
polyorganosiloxane and / or silane, as defined in the first aspect, or a composition as
defined in the second or third aspect for repelling termites with or without additional
insecticides for combating termites.
In a seventh aspect, the present invention provides lignocellulosic material,
comprising at least one polyorganosiloxane and / or silane, as defined in the first
aspect, or a composition as defined in the second or third aspect.
The present invention relates to polyorganosiloxanes and silanes for the
treatment of lignocellulosic materials, in particular wood and other lignocellulosic
AH26(12986630_1):EOR
materials, to increase their resistance, for example against microbial degradation or
degradation caused by fungi and/or weather conditions such as sunlight (UV rays), rain
and other dimensional variations of humidity. The Polyorganosiloxanes
AH26(12986630_1):EOR
As can be seen from Figure 1, the Weight Percent Gain (WPG), i.e. the percentage
weight gain, sharply increases by treatment with increasing content of acetoxy-
functional siloxane. The WPG was calculated based on the dry weight using the
following formula:
weight
after treatment
WPG [%] = -1 • 100
weight
before treatment
But even the bulking, the permanent swelling in dry state due to the treatment, rises.
With pure acetylation (0% siloxane) it is 7.9% and significantly increases with 20%
admixture of siloxane to 8.7%. The Bulking was calculated based on the dry
dimensions using the following formula:
rad • tan
after treatment after treatment
bulking [%] = -1 • 100
rad • tan
before treatment before treatment
The water absorption (Figure 2) was determined in the samples by placing in each
case 8 test items per treatment in a vessel, loading and pouring with about 300 ml of
water. After 2, 4, 6 and 24 hours, the weight of the samples was determined and the
relative water absorption based on the dry weight of the samples prior to
(10903027_1):MGH
acetylation calculated. Based on the 24-hour values a water absorption reduction
(Reduct. WA) compared to the controls and the acetylated samples was calculated.
For this purpose the reduction of the relative water absorption in percentage points
was related to the relative water absorption of the controls and the acetylated
samples. In the first contact with water, the water absorption of the combinations with
polysiloxane was significantly reduced compared to the purely acetylated samples.
However, the maximum reduction of water absorption was achieved with an
admixture of 6% polysiloxane. In the 4 water absorption hardly any differences
between the different combinations with polysiloxanes were recognizable. This
means that even an addition of 1% acetoxy-functional polysiloxane may effect a
maximum reduction of water absorption. Compared to the pure acetylation the
combination with polysiloxane shows much better hydrophobing.
Figure 2 shows reduction of Water absorption compared to non-acetylated wood
(black bars) and acetylated wood (shaded bars (top: 1th water absorption, bottom:
2 water absorption).
Example 7 (Reference):
(10903027_1):MGH
I
Claims (1)
1. A process for treating lignocellulosic materials, comprising treating the lignocellulosic material with at least one polyorganosiloxane or silane, wherein the polyorganosiloxane is a straight-chained, branched or cyclic polyorganosiloxane, formed from a number average of 2 to 30 siloxy units, which are selected from the group consisting of O R R Si R Si Si O O Si O O O O O
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11162827.7 | 2011-04-18 | ||
| EP11162827 | 2011-04-18 | ||
| NZ617527A NZ617527B2 (en) | 2011-04-18 | 2012-04-18 | Functionalized polyorganosiloxanes or silanes for treating lignocellulosic materials |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NZ716105A NZ716105A (en) | 2018-01-26 |
| NZ716105B2 true NZ716105B2 (en) | 2018-04-27 |
Family
ID=
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