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
  • 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
• • 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
  • B27K3/343—Heterocyclic compounds
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
  • B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
  • B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
  • B27K3/34—Organic impregnating agents
  • B27K3/50—Mixtures of different organic impregnating agents

Definitions

• This invention is concerned with the anti-sap stain treatment of wood.
• Freshly felled timber contains large quantities of fungal nutrients such as sugars. These, together with a high moisture content in the wood make it extremely susceptible to blue stain and mould attack.
• the wood is normally treated, by spraying or dipping with a preservative and it is known to incorporate in such preservatives, as an active ingredient, a fungicidal isothiazolone such as that marketed by Rohm and Haas Company as Kathon 893.
• a problem which has been noted when dipping wood into solutions of isothiazolone fungicides is that the wood tends preferentially to strip the isothiazolone from the treating mixture so that the concentration of the isothiazolone in the mixture rapidly drops. This has the effect that wood dipped into or sprayed with a freshly made treating mixture is excessively treated with isothiazolone, whereas wood which is dipped into or sprayed with a mixture which has already been used substantially may acquire too little isothiazolone from the mixture which is by then depleted in isothiazolone.
• the invention provides in a first aspect the use in an isothiazolone-containing solution of one or more of
• the anti-stripping agent (hereinafter referred to as "additive") should be chosen so as to have no deleterious effect on the wood, on the isothiazolone, or on any of the other optional ingredients which may be found in the mixtures employed in the invention.
• additive should be chosen which will have no deleterious effect on the paintability of the wood. The choice of additives whilst taking account of these considerations is within the ordinary skill of those in the art.
• Both the polyquaternary and simple quaternary compounds are preferably nitrogen-containing compounds.
• other candidate functional groups for additives useful in the invention are phosphonium functional groups, and other suitable compounds are guanidine and related compounds.
• Preferred polyquaternary compounds for incorporation into anti-sapstain mixtures prepared in accordance with the invention are based on(1) polyamines and polyamine ethers, (2) polyvinyl pyrrolidones (3) polyquaternary ammonium polymers, and (4) cationic copolymers based on acrylates; particularly suitable polymers are (1) Gafquat 755N a quaternary copolymer of vinylpyrrolidone and dimethlyaminoethlymethacrylate, (2) Polyquart H81, a condensation resin of polyamine/polyglycol and (3) Rhoplex LE 1126, a cationic ethylacrylate polymer.
• suitable thickening or dispersing agents are water soluble and water dispersible polymers among the following: homopolymers and copolymers of (meth)acrylic acids and esters, vinyl homopolymers and copolymers, and polymers based on glycol monomers and on ether monomers.
• Suitable nonionic surfactants are as follows: (1) polyalkoxylates of alkylphenols, alcohols, amines, and alkanolamides, (2) block polymers of ethylene and propylene oxides.
• Preferred simple quaternary compounds are ammonium halide salts having the formula: where Ph is C6H5 or C6H4R, R is H or (C1-C3)alkyl, R2 is (C1-C3)alkyl, R′ is (C8-C18)alkyl, and X is halogen.
• ratios of isothiazolone to anti-stripping additive are from 1:20 to 1:0.1, preferably 1:10 to 1:0.5 most preferably 1:5 to 1:1.
• a ratio of isothiazolone to additive of 1:1 or less (i.e. more additive) is essential, and the preferred ratio is from 1:5 to 1:20.
• these ratios may be required depending, inter alia, on the molecular weight of the additive; for example a minimum isothiazolone to additive ratio of 1:3.5 has been found necessary in some cases so this is a preferred end point to each of the above ratio ranges.
• the resulting anti-sapstain compositions for use are generally in the form of a dip or spray mixture and containing 0.005 to 3%, preferably .05 to 1.5%, more preferably 0.075 to 1%, most preferably 0.1 to 0.5% by weight of the isothiazolone.
• the composition may be in the form of a concentrate which may contain from 1 to 80%, more usually from 10 to 40% by weight of the isothiazolone and which can be extended at the treatment site to form treatment mixtures containing the level of isothiazolone indicated above.
• Isothiazolones useful in the invention comprise any of the isothiazolones described as suitable or preferable in the following Rohm and Haas specifications: GB 1474983, GB 1390443, GB 1488891, GB 1575226, US 4325201, US 4322475, EP 0095907, US 3870795, US 4396413, US 3761488, US 4067878, US 3755224, US 3801575, US 4067878, US 3849430, US 3870795, US3887352, US 4031055, US 4105431, US 4129448, US 4062946; preferably those which have low solubility in water.
• Such isothiazolones have the general formula wherein Y may be (C1-C18)alkyl or (C3-C12)cycloalkyl each optionally substituted with one or more of hydroxy, halo, cyano, alkylamino, dialkylamine, arylamino, carboxy, carbalkoxy, alkoxy, alkylthio, arylthio, haloalkoxy, cycloalkylamino, carbamoxy, or isothiazolonyl; an unsubstituted or halo-substituted (C2-C8 )alkenyl or alkynyl; a (C7-C10)aralky optionally substituted with one or more of halogen, (C1-C4)alkyl or (C1-C4)alkoxy; and an aryl optionally substituted with one or more of halogen, nitro, (C1-C4)alkyl, (C1-C4)alkyl-acy
• Substituents for Y are generally substituted or unsubstituted C1-C18 alkyl or C3-C12 cycloalkyl; R2 is preferred to be H, Me or Cl; and R′ is preferred to be H or Cl.
• Representative of such Y substituents are methyl, ethyl, propyl, isopropyl, butyl, hexyl, octyl, cyclohexyl, benzyl, 3,4-dichlorobenzyl, 4-methoxybenzyl, 3,4-dichlorophenyl, 4-methoxyphenyl, hydroxymethyl, chloromethyl, chloropropyl, hydrogen, and the like.
• isothiazolones are: 4,5,-dichloro-2- n -octyl-3-isothiazolone, 4,5-dichloro-2-cyclohexyl-3-isothiazolone, and, most preferably, 2-n-ocytl-3-isothiazolone.
• 5-chloro-2-methyl-3-isothiazolone and 2-methyl-3-isothiazolone may also be used.
• the isothiazolones employed in the invention can be in any known form, including micro-emulsion such as is described in our pending European Application 88307123.5.
• the invention provides a composition comprising
• Preferred ratios of (ii) to (i) are as previously described in respect of the first aspect of the invention, as are the preferred compounds (a), (b) and (c) and the preferred isothiazolones.
• Example 1 a 1000 or 2000 ppm active ingredient aqueous solution of the isothiazolone biocide marketed by Rohm and Haas Company as Kathon 893 containing the active ingredient 2-octyl-3-isothiazolone was emulsified with a mixture of nonionic (300 or 600 ppm) and anionic (600 or 1200ppm) surfactants, together with the additive to be tested. In Example 4, where surfactants were tested, emulsification was unnecessary.
• the loss of isothiazolone is typically from 40 to 60%, the precise value depending on the wood used, analytical error and operator error.
• Luviquat HM 552 a modified copolymer of vinyl pyrrolidone and vinyl imidazoliummethochloride
• Gafquat 755N a quaternary copolymer of vinyl pyrrolidone and dimethylaminoethyl methacrylate
• Polyquart H81 a polyamine-polyglycol condensation resin
• Busan 77 a poly [oxyethylene(dimethylimino)ethylene(dimethylimino)ethylene dichloride]
• RH-A a polyquaternary dimethylamine ethyl methacrylate.
• Table 1 gives the ratio of isothiazolones (IT) to additive in each case, and the amount of isothiazolone to additive in each case, and the amount of isothiazolone (in parts per million) present before and after the test, together with the percentage loss.
• Example 1 The following simple quaternary salts were tested as in Example 1: RH-B, a solution of N-octyl-3-isothiazolone and dimethyl benzylammonium chloride (12.5%); Empigen BAC, alkyl dimethyl benzylammonium chloride; and Luviquat Mono CP, cetyl-dimethyl-(2)-hydroxy­ethylammonium dihydrogen phosphate.
• Example 1 The following dispersing agents were tested as in Example 1: RH-C (Rohm and Haas Company), a self-crosslinkable polyacrylate; RH-D, a sodium salt of polyacrylic acid; and RH-E, a low-molecular weight polyacrylic acid.
• RH-C Rohm and Haas Company
• RH-D a sodium salt of polyacrylic acid
• RH-E a low-molecular weight polyacrylic acid.
• nonionic surfactants were tested as in Example 1, except that no additional surfactants were required for emulsification: SA1, nonyl phenoxy polyethoxy ethanol (EO content 8.5); SA2, octyl phenoxy polyethoxy ethanol (EO content 7-8); SA3, octyl phenoxy polyethoxy ethanol (EO content 15-16); SA4, octyl phenoxy polyethoxy ethanol (EO content 30).
• Table 4 shows how the two nonionic surfactants having an EO content outside the scope of the invention have no significant effect on the stripping of isothiazolone, whereas the combination of SA1 and SA2 is very effective.

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• Life Sciences & Earth Sciences (AREA)
• Engineering & Computer Science (AREA)
• Wood Science & Technology (AREA)
• Forests & Forestry (AREA)
• Chemical And Physical Treatments For Wood And The Like (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)
• Non-Alcoholic Beverages (AREA)
• Thiazole And Isothizaole Compounds (AREA)
• Measurement Of Velocity Or Position Using Acoustic Or Ultrasonic Waves (AREA)
• Measurement Of The Respiration, Hearing Ability, Form, And Blood Characteristics Of Living Organisms (AREA)
• Radar Systems Or Details Thereof (AREA)
• Polymerisation Methods In General (AREA)

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• 1989
  • 1989-02-03 GB GB898902449A patent/GB8902449D0/en active Pending
• 1990
  • 1990-01-30 NO NO900413A patent/NO176953C/no not_active IP Right Cessation
  • 1990-01-30 NZ NZ232288A patent/NZ232288A/en unknown
  • 1990-01-31 PH PH39973A patent/PH26818A/en unknown
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  • 1990-01-31 ZA ZA90721A patent/ZA90721B/xx unknown
  • 1990-01-31 DK DK90301025.4T patent/DK0381482T3/da active
  • 1990-01-31 MY MYPI90000147A patent/MY105999A/en unknown
  • 1990-01-31 DE DE90301025T patent/DE69005468T2/de not_active Expired - Lifetime
  • 1990-01-31 ES ES90301025T patent/ES2062328T3/es not_active Expired - Lifetime
  • 1990-01-31 EP EP90301025A patent/EP0381482B1/de not_active Expired - Lifetime
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  • 1990-02-02 PT PT93046A patent/PT93046B/pt not_active IP Right Cessation
  • 1990-02-02 BR BR909000474A patent/BR9000474A/pt not_active IP Right Cessation
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  • 1990-02-02 FI FI900551A patent/FI101274B/fi active IP Right Grant
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