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US 2017/0022390 A1Published application
Functionalized Polyorganosiloxanes Or Silanes For The Treatment Of Lignocellulosic Materials
AssigneeMomentive Performance Materials Inc.
InventorsJohannes Gerardus Petrus Delis, Egbert Klaassen, Jörg-Walter Hermann, Holger Militz, Carsten Mai, Malte Pries, Roland Wagner, Karl-Heinz Sockel, Karl-Heinz Stachulla, Karl-Heinz Käsler, Gunnar Hoffmüller
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Abstract
The present invention relates to functionalized polyorganosiloxanes or silanes for the treatment of lignocellulosic materials.
Claims19
1-16. (canceled)
17:
- Polyorganosiloxanes or silanes for the treatment of lignocellulosic materials, characterized in that the polyorganosiloxanes are straight-chained, branched or cyclic polyorganosiloxanes, formed from a number average of 2 to 30 siloxy units, which are selected from the group consisting of
- wherein the radicals R1 represent organic radicals, which may be the same or different, with the proviso that at least one of the radicals R1 is a radical RF containing a functional group F, which is selected from the group of functional groups consisting 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, sulfate group,
- phosphoric ester, phosphate group
- phosphonic ester, phosphonate group,
- phosphorous ester, phosphite group,
- xanthate, xanthogenate ester group,
- organo amino group Si-bonded via N,
- hydroxy group,
- acyloxy group Si-bonded via O,
- alkoxy group Si-bonded via O, and
- thiosulfato group
- and characterized in that the silanes are represented by the formula (I)
- Si—(R1)4 (I)
- with the proviso that at least one of the radicals R1 is a radical RF containing a functional group F, and at least one of the radicals R1 is bonded to the silicon atom via a hetero atom and at least one of the radicals R1 is bonded to the silicon atom via a carbon atom, or by the formula (II)
- (R1)3—Si—R3—Si—(R1)3 (II)
- wherein the groups R1 may be the same or different and have the meaning as defined for formula (I), and R3 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—;
- —NR4—, wherein R4 is hydrogen or C1-C22-alkyl;
- —C(O)—;
- and —C(S)—;
- and which may optionally be substituted by hydroxy and is bonded to the silicon atom via carbon,
- and salts of any of the foregoing.
34 more elements
18:
- The polyorganosiloxanes or silanes according to claim 17, characterized in that the radicals R1 are selected from the group of the radicals RF and RN, wherein the radicals RF are such radicals R1, which include functional groups F and wherein the radicals RN are such radicals R1 which do not include functional groups F.
19:
- The polyorganosiloxanes according to claim 17, characterized in that the molar content of the radicals RF, which comprise at least one functional group F, is from 3.33 to 100 mol-%, based on the number of siloxy units.
20:
- The polyorganosiloxanes according to claim 17, characterized in that the molar content of branched radicals T and Q is 0 to 50%, based on the number of siloxy units.
21:
- The polyorganosiloxanes according to claim 17, characterized in that the average number of siloxy units is 2 to 30.
22:
- The polyorganosiloxanes or silanes according to claim 17, characterized in that the substituents R1 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—,
- —NR2—, wherein R2 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, preferably containing one or more nitrogen atoms, amino, alkylamino, dialkylamino, ammonium, polyether radicals and polyether ester radicals,
- wherein in case that multiple groups —NR2— are present, these may be the same or different, and comprise at least one selected from the group consisting of:
- —P(R2)2
- —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 R1 from different siloxy units together form a straight-chained, branched or cyclic alkanediyl 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 at least one of a carbon atom and a heteroatom.
15 more elements
23:
- The polyorganosiloxanes or silanes according to claim 17, characterized in that the radicals RF are selected from the group consisting of:
- quaternary phosphonium groups containing radicals of the formula:
- —R3—P+(R2)3
- wherein R3 is as defined above and is bonded to the silicon atom via carbon, the radicals R2 may be the same or different and are as defined above, and preferably at least one of the radicals R2 is not hydrogen,
- phosphine groups containing radicals of the formula:
- —R3—P(R2)2
- wherein R3 is as defined above and is bonded to the silicon atom via carbon, the radicals R2 may be the same or different and the radicals R2 are as defined above,
- epoxy groups containing radicals selected from the group consisting of:
- carbonate groups containing radicals selected from:
- urethane groups containing radicals selected from:
- —R3—OC(O)NH—R2,
- isocyanate groups containing radicals selected from:
- —R3—NCO, and blocked derivatives thereof,
- urea groups containing radicals selected from:
- —R3—NHC(O)NHR2,
- amide groups containing radicals selected from:
- —R3—NHC(O)—R2 or —R3—C(O)NH—R2,
- enamine groups containing radicals selected from:
- wherein the groups R2 are the same or different,
- aldehyde groups containing radicals, selected from:
- wherein the groups R3 are the same or different,
- zwitterionic groups containing radicals selected from:
- wherein the groups R2 are the same or different and the groups R3 are the same or different,
- zwitterionic groups containing radicals selected from:
- wherein the groups R2 are the same or different and the groups R3 are the same or different,
- carboxylic acid and carboxylate groups containing radicals selected from:
- —R3—COOR2, —R3—COO−,
- sulfonic acid and sulfonate groups containing radicals selected from:
- —R3—SO3R2, —R3—SO3−,
- sulfuric acid half esters and sulfate groups containing radicals selected from:
- —OSO3R2, —OSO3−,
- phosphoric esters and phosphate groups containing radicals selected from:
- and
- fluorophosphoric esters selected from:
- phosphonic esters and phosphonate groups containing radicals selected from:
- or the protonated forms thereof,
- phosphorous ester and phosphite groups containing radicals selected from,
- or the protonated forms thereof,
- xanthate and xanthogenate ester groups containing radicals selected from
- amino groups Si-bonded via N, selected from:
- —N(R2)2, with the proviso that at least one radical R2 is not hydrogen,
- acyloxy groups Si-bonded via O, selected from:
- alkoxy groups Si-bonded via O, selected from:
- —OR2,
- and
- the cations, which neutralize the anionic functional groups, are selected from the group consisting of:
- ammonium groups N+(R2)4,
- phosphonium groups P+(R2)4, and mono- to trivalent metal cations, and
- the anions, which neutralize the cationic functional groups, are selected from the group consisting of:
- halide, hydroxide, borate, sulfate, phosphate, nitrate and carboxylate.
47 more elements
24:
- The polyorganosiloxanes or silanes according to claim 17, characterized in that they contain at least one radical of the formula MF:
25:
- The polyorganosiloxanes or silanes according to claim 17, characterized in that they are selected from the formulas:
- wherein n1+n2=1 to 28, and n2≧0,
- wherein n1+n2=1 to 28, and n2≧1, and
- wherein n1+n2=3 to 7, and n2≧1.
1 more element
26:
- The polyorganosiloxanes or silanes according to claim 17, characterized in that they have the formula
- wherein n is in number average 0 to 28.
27:
- Compositions comprising
- (a) at least one polysiloxane and/or silane, as defined in claim 17, and
- (b) at least one of a solvent and a biocidal agent
- for the treatment of lignocellulosic materials.
1 more element
28:
- Compositions comprising
- a) at least one of a polysiloxane and a silane as defined in claim 17, having a functional group F selected from the group consisting of:
- zwitterionic group,
- carboxylic acid, carboxylate group,
- sulfonic acid, sulfonate group,
- sulfuric acid half-ester, sulfate group,
- phosphoric ester, phosphate group
- phosphonic ester, phosphonate group,
- phosphorous ester, phosphite group,
- and
- b) at least one of a polysiloxane and a silane having a basic functional group selected from amino groups, ammonium groups, phosphonium groups and phosphine groups.
8 more elements
29:
- A process for treating lignocellulosic material, comprising applying the polysiloxane or silane of claim 17 to lignocellulosic material by a procedure selected from the group consisting of surface treatment, immersion treatment, or vacuum or pressure impregnation.
30:
- A process for treating lignocellulosic material, comprising applying the composition of claim 27 to lignocellulosic material by a procedure selected from the group consisting of surface treatment, immersion treatment, or vacuum or pressure impregnation.
31:
- A process for reducing degradation of wood by termites comprising impregnating the wood with the polysiloxane or silane of claim 17.
32:
- A process for reducing degradation of wood by termites comprising impregnating the wood with the composition of claim 27.
33:
- Lignocellulosic material, comprising the at least one polysiloxane or silane of claim 17.
34:
- Lignocellulosic material, comprising the composition of claim 27.