EP1580320B1 - Composition pour des matériaux poreux - Google Patents
Composition pour des matériaux poreux Download PDFInfo
- Publication number
- EP1580320B1 EP1580320B1 EP05102331A EP05102331A EP1580320B1 EP 1580320 B1 EP1580320 B1 EP 1580320B1 EP 05102331 A EP05102331 A EP 05102331A EP 05102331 A EP05102331 A EP 05102331A EP 1580320 B1 EP1580320 B1 EP 1580320B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- urea
- phosphoric acid
- phosphate
- formaldehyde
- dicyandiamide
- 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.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 95
- 239000011148 porous material Substances 0.000 title description 3
- 239000007864 aqueous solution Substances 0.000 claims abstract description 39
- 239000002023 wood Substances 0.000 claims abstract description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 24
- 230000007935 neutral effect Effects 0.000 claims abstract description 13
- 239000000463 material Substances 0.000 claims abstract description 11
- 125000005429 oxyalkyl group Chemical group 0.000 claims abstract description 10
- 238000010521 absorption reaction Methods 0.000 claims abstract description 9
- 239000011505 plaster Substances 0.000 claims abstract description 6
- 239000002253 acid Substances 0.000 claims abstract description 5
- 150000007513 acids Chemical class 0.000 claims abstract description 5
- 239000000969 carrier Substances 0.000 claims abstract description 5
- 150000002148 esters Chemical class 0.000 claims abstract description 5
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000004429 atom Chemical group 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 88
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 43
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 37
- 239000004202 carbamide Substances 0.000 claims description 37
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 claims description 37
- 150000001875 compounds Chemical class 0.000 claims description 30
- AATNZNJRDOVKDD-UHFFFAOYSA-N 1-[ethoxy(ethyl)phosphoryl]oxyethane Chemical compound CCOP(=O)(CC)OCC AATNZNJRDOVKDD-UHFFFAOYSA-N 0.000 claims description 25
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 24
- 239000000654 additive Substances 0.000 claims description 22
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 21
- 239000004327 boric acid Substances 0.000 claims description 21
- 238000003756 stirring Methods 0.000 claims description 18
- 229910019142 PO4 Inorganic materials 0.000 claims description 16
- 239000007859 condensation product Substances 0.000 claims description 16
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 16
- CDMADVZSLOHIFP-UHFFFAOYSA-N disodium;3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane;decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].O1B([O-])OB2OB([O-])OB1O2 CDMADVZSLOHIFP-UHFFFAOYSA-N 0.000 claims description 15
- 235000021317 phosphate Nutrition 0.000 claims description 15
- -1 masonite Substances 0.000 claims description 13
- 239000003139 biocide Substances 0.000 claims description 11
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 10
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 10
- 239000000047 product Substances 0.000 claims description 10
- 229920000877 Melamine resin Polymers 0.000 claims description 9
- 238000009472 formulation Methods 0.000 claims description 9
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 9
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 8
- DZHMRSPXDUUJER-UHFFFAOYSA-N [amino(hydroxy)methylidene]azanium;dihydrogen phosphate Chemical compound NC(N)=O.OP(O)(O)=O DZHMRSPXDUUJER-UHFFFAOYSA-N 0.000 claims description 8
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 8
- 230000003115 biocidal effect Effects 0.000 claims description 8
- 239000001913 cellulose Substances 0.000 claims description 8
- 229920002678 cellulose Polymers 0.000 claims description 8
- 239000008103 glucose Substances 0.000 claims description 8
- 239000000758 substrate Substances 0.000 claims description 8
- 229920001807 Urea-formaldehyde Polymers 0.000 claims description 7
- 229910021538 borax Inorganic materials 0.000 claims description 7
- 238000009833 condensation Methods 0.000 claims description 7
- 230000005494 condensation Effects 0.000 claims description 7
- VONWDASPFIQPDY-UHFFFAOYSA-N dimethyl methylphosphonate Chemical compound COP(C)(=O)OC VONWDASPFIQPDY-UHFFFAOYSA-N 0.000 claims description 7
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 claims description 7
- 235000010339 sodium tetraborate Nutrition 0.000 claims description 7
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 6
- 239000003063 flame retardant Substances 0.000 claims description 6
- 239000000243 solution Substances 0.000 claims description 6
- 239000004094 surface-active agent Substances 0.000 claims description 6
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 5
- 229910052796 boron Inorganic materials 0.000 claims description 5
- CEDDGDWODCGBFQ-UHFFFAOYSA-N carbamimidoylazanium;hydron;phosphate Chemical compound NC(N)=N.OP(O)(O)=O CEDDGDWODCGBFQ-UHFFFAOYSA-N 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 5
- UZUODNWWWUQRIR-UHFFFAOYSA-L disodium;3-aminonaphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].C1=CC=C(S([O-])(=O)=O)C2=CC(N)=CC(S([O-])(=O)=O)=C21 UZUODNWWWUQRIR-UHFFFAOYSA-L 0.000 claims description 5
- NMJSDWZNGZVCGN-UHFFFAOYSA-N guanidine;phosphoric acid;urea Chemical compound NC(N)=N.NC(N)=O.OP(O)(O)=O NMJSDWZNGZVCGN-UHFFFAOYSA-N 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- NDVRKEKNSBMTAX-BTVCFUMJSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;phosphoric acid Chemical compound OP(O)(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O NDVRKEKNSBMTAX-BTVCFUMJSA-N 0.000 claims description 3
- CCJKFLLIJCGHMO-UHFFFAOYSA-N 2-[diethoxyphosphorylmethyl(2-hydroxyethyl)amino]ethanol Chemical compound CCOP(=O)(OCC)CN(CCO)CCO CCJKFLLIJCGHMO-UHFFFAOYSA-N 0.000 claims description 3
- LWFBRHSTNWMMGN-UHFFFAOYSA-N 4-phenylpyrrolidin-1-ium-2-carboxylic acid;chloride Chemical compound Cl.C1NC(C(=O)O)CC1C1=CC=CC=C1 LWFBRHSTNWMMGN-UHFFFAOYSA-N 0.000 claims description 3
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 3
- 239000004375 Dextrin Substances 0.000 claims description 3
- 229920001353 Dextrin Polymers 0.000 claims description 3
- 229920000388 Polyphosphate Polymers 0.000 claims description 3
- IRJKYRVAIVZNCQ-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] dihydrogen phosphate;1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(N)=N1.OCC(CO)(CO)COP(O)(O)=O IRJKYRVAIVZNCQ-UHFFFAOYSA-N 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- LFVGISIMTYGQHF-UHFFFAOYSA-N ammonium dihydrogen phosphate Chemical compound [NH4+].OP(O)([O-])=O LFVGISIMTYGQHF-UHFFFAOYSA-N 0.000 claims description 3
- 235000019826 ammonium polyphosphate Nutrition 0.000 claims description 3
- 229920001276 ammonium polyphosphate Polymers 0.000 claims description 3
- 239000003086 colorant Substances 0.000 claims description 3
- 235000019425 dextrin Nutrition 0.000 claims description 3
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 claims description 3
- RSCACTKJFSTWPV-UHFFFAOYSA-N disodium;3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane;pentahydrate Chemical compound O.O.O.O.O.[Na+].[Na+].O1B([O-])OB2OB([O-])OB1O2 RSCACTKJFSTWPV-UHFFFAOYSA-N 0.000 claims description 3
- ZSFDBVJMDCMTBM-UHFFFAOYSA-N ethane-1,2-diamine;phosphoric acid Chemical compound NCCN.OP(O)(O)=O ZSFDBVJMDCMTBM-UHFFFAOYSA-N 0.000 claims description 3
- ZXUTYCBDXZZBBB-UHFFFAOYSA-N formaldehyde;phosphoric acid Chemical compound O=C.OP(O)(O)=O ZXUTYCBDXZZBBB-UHFFFAOYSA-N 0.000 claims description 3
- 239000003349 gelling agent Substances 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 239000010452 phosphate Substances 0.000 claims description 3
- QVJYHZQHDMNONA-UHFFFAOYSA-N phosphoric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OP(O)(O)=O.NC1=NC(N)=NC(N)=N1.NC1=NC(N)=NC(N)=N1 QVJYHZQHDMNONA-UHFFFAOYSA-N 0.000 claims description 3
- 239000000049 pigment Substances 0.000 claims description 3
- 239000001205 polyphosphate Substances 0.000 claims description 3
- 235000011176 polyphosphates Nutrition 0.000 claims description 3
- 102000004169 proteins and genes Human genes 0.000 claims description 3
- 108090000623 proteins and genes Proteins 0.000 claims description 3
- 150000004756 silanes Chemical class 0.000 claims description 3
- LEZAYTDLNNEFJT-UHFFFAOYSA-N tetracosasodium octaborate tetrahydrate Chemical compound O.O.O.O.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-] LEZAYTDLNNEFJT-UHFFFAOYSA-N 0.000 claims description 3
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 claims description 3
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 claims description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 3
- 229920002554 vinyl polymer Polymers 0.000 claims description 3
- 239000001993 wax Substances 0.000 claims description 3
- 229910004835 Na2B4O7 Inorganic materials 0.000 claims description 2
- 229910004844 Na2B4O7.10H2O Inorganic materials 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims 1
- 238000006482 condensation reaction Methods 0.000 claims 1
- UQGFMSUEHSUPRD-UHFFFAOYSA-N disodium;3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound [Na+].[Na+].O1B([O-])OB2OB([O-])OB1O2 UQGFMSUEHSUPRD-UHFFFAOYSA-N 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 235000011007 phosphoric acid Nutrition 0.000 description 30
- 235000010338 boric acid Nutrition 0.000 description 19
- 238000002360 preparation method Methods 0.000 description 16
- 239000013011 aqueous formulation Substances 0.000 description 10
- 239000003125 aqueous solvent Substances 0.000 description 9
- 238000001704 evaporation Methods 0.000 description 9
- 230000008020 evaporation Effects 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 8
- 230000001680 brushing effect Effects 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 238000005470 impregnation Methods 0.000 description 6
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 5
- 235000018783 Dacrycarpus dacrydioides Nutrition 0.000 description 4
- 240000007320 Pinus strobus Species 0.000 description 4
- 235000008578 Pinus strobus Nutrition 0.000 description 4
- 239000004328 sodium tetraborate Substances 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
- 239000010876 untreated wood Substances 0.000 description 4
- 238000003763 carbonization Methods 0.000 description 3
- SSHPJTCTVWVCLI-UHFFFAOYSA-N guanidine;phosphoric acid Chemical compound NC(N)=N.NC(N)=N.OP(O)(O)=O SSHPJTCTVWVCLI-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 230000000855 fungicidal effect Effects 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000003016 phosphoric acids Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- LXCYSACZTOKNNS-UHFFFAOYSA-N diethoxy(oxo)phosphanium Chemical compound CCO[P+](=O)OCC LXCYSACZTOKNNS-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 244000053095 fungal pathogen Species 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 230000003032 phytopathogenic effect Effects 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/03—Non-macromolecular organic compounds
- D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
- D21H17/14—Carboxylic acids; Derivatives thereof
Definitions
- the present invention relates to the use of phosphonates / phosphinates in aqueous formulations as carriers for improving the absorption of the compounds present in said formulations, into porous wettable materials, such as paper, wood, masonite and plaster.
- the present invention relates to the use of low molecular weight phosphonates and/or phosphinates, soluble in aqueous formulations in order to improve impregnation capacity as shown by the substantial absence of any blooming phenomena.
- the present invention relates to the use of phosphonates and/or phosphinates in the application of aqueous solutions onto ligneous materials.
- compositions comprising phosphonates and phosphinates for applications onto substrates of plant origin are known in the art.
- US patent 6,423,251 describes a composition for ligneous materials which may be in solid, aqueous or aqueous emulsion form, based on the condensation products between urea and boron oxyacids, and optionally containing carbonization catalytic agents (carbonization auxiliaries).
- Said catalytic agents may be acidic compounds such as boric, sulphuric or phosphoric acids, and salts thereof.
- other phosphorous compounds are indicated as being suitable for use as "carbonization auxiliaries” such as for example, phosphoric acid salts with nitrogen containing compounds and organo-phosphor compounds such as for example phosphoric esters.
- Such phosphorus compounds contain three aliphatic C 6 -C 20 chains within the molecule, and hence possess high molecular weights. Furthermore, said phosphinates/phosphonates are insoluble in water, but are emulsionable. In the examples, the use of such compositions for spraying wheat fields inoculated with a pathogenic fungus is described. Hence the patent does not refer to applications onto wood.
- WO 9304585 describes a herbicidal composition which comprises a phosphonate or phosphinate.
- R 2 is oxyalkyl
- the compounds of formula (I) which may be cited are diethylethylphosphonate, dimethylmethylphosphonate and cyclic phosphonates.
- the quantities of the compounds of formula (I) in the aqueous formulations varies, as a percentage by weight over the total, from 0.1 % to 15%, preferably from 1% to 10%, even more preferably from 1% to 8%.
- aqueous formulations of the invention is achieved through the impregnation of said substrates while operating within a temperature interval of from 5°C to 80°C, preferably at a temperature of less than 40°C.
- Application may be performed using even simple impregnation methods, such as for example application by spraying, by roller or by brushing.
- aqueous formulations containing compounds of formula (I) allow the carrying of both ionic and non-ionic additives, and also polymeric additives, such as for example urea formaldehyde condensates, into porous substrates. Furthermore, the presence of solvents and surfactants is not required in the formulations.
- the additives which may be carried using the compounds of formula (I) are for example the following:
- additives which may be carried using the compounds of formula (I) include the following: colorants, pigments, gelling agents, waxes, proteins, surfactants, silanes, siloxanes, cellulose, halogens, additives for improving the mechanical or aesthetic characteristics of porous items such as for example vinyl latexes.
- aqueous formulations are in the form of aqueous solutions or dispersions, preferably aqueous solutions.
- aqueous dispersions preferably emulsions are used if it is possible to obtain them with the components of the formulation.
- compositions of the present invention include:
- the percentage by weight of the various components is in reference to the total weight of the composition; with the total sum of the components present being equal to 100%.
- the percentage dry weight of the aqueous compositions according to the present invention is from 3% a 50%, preferably from 10% to 40%.
- condensation products belonging to a) such as neutral polyethylene oxide phosphates, neutral phosphates of oligomeric alcohols, condensation products between melamine, urea formaldehyde and phosphoric acid described in USP 3.832.316 ; or the condensation product between formaldehyde, urea, dicyandiamide and phosphoric acid described in USP 3.887.511 .
- the condensate may be obtained through the reaction of the above indicated substances using the following amounts:
- aqueous formulations of the invention may also have high dry content, generally even greater than 40%, preferably even up to 50% by weight of the formulation.
- aqueous formulations marketed for applications to the above mentioned porous supports leave unabsorbed residues, and that it is possible to avoid such drawbacks by the addition of the compounds of formula (I). This way the unabsorbed residues are made to completely penetrate the porous material without leaving any deposits.
- the presence of compounds of formula (I) in the aqueous compositions containing the additives to be carried allows the improvement of absorption, even when the additive would only be partially absorbed or not absorbed into the porous substrate as it is.
- compositions onto porous materials are simple and may even be performed using conventional impregnation methods such as for example by immersion at atmospheric pressure or by using repeated cycles including depressurisation, immersion and pressurisation stages.
- the composition is applied onto the surface to be treated by using, as already mentioned, techniques such as application by brushing, by roller or by spraying, which are simpler and less costly than those indicated above.
- the ligneous material treated with the composition of the present invention shows essentially no blooming due to the surface crystallisation of salts.
- dry components have been calculated as % by weight of all components, excluding water, over the composition total.
- a white pine board having dimensions 80 x 15.5 cm and a thickness of 2 cm was impregnated by brushing using 1,000 g/m 2 of composition on average.
- Example 1a was repeated but with the use of the composition of example 2. Following application of the composition and evaporation of the aqueous solvent, the presence of evident quantities of solid residues was observed on the surface of the wood.
- Example 1a was repeated but with the use of the composition of example 3.
- Example 1a was repeated but with the use of the composition of example 4. Following application of the composition and evaporation of the aqueous solvent, the presence of evident quantities of solid residues was observed on the surface of the wood.
- a white pine board having dimensions 80 x 15.5 cm and a thickness of 2 cm was impregnated by brushing using 2.000 g/m 2 of composition on average.
- Example 5a was repeated but with the use of the composition of example 6. Following application of the composition and evaporation of the aqueous solvent, the presence of evident quantities of solid residues (borates) was observed on the surface of the wood.
- Example 5a was repeated but with the use of the composition of example 7.
- Example 5a was repeated but with the use of the composition of example 8. Following application of the composition and evaporation of the aqueous solvent, the presence of evident quantities of solid residues was observed on the surface of the wood.
- Example 1a was repeated but with the use of the composition of example 9.
- Example 1a was repeated but with the use of the composition of comparison example 10.
- the pH is adjusted to neutrality using aqueous KOH. After a few minutes stirring at 1,500 r/min the composition was clear and colourless and remained stable for many days.
- a white pine board having dimensions 80 x 15.5 cm and a thickness of 2 cm was impregnated by brushing using 500 g/m 2 of composition on average.
- Example 11a was repeated but with the use of the composition of comparison example 12. After the application of the composition and evaporation of the aqueous solvent, evident amounts of solid residues were observed on the surface of the wood.
- the dry content was 33.1 % by weight. After a few minutes stirring at 1,500 r/min the composition was clear and colourless and remained stable for many days.
- a white pine board having dimensions 80 x 15.5 cm and a thickness of 2 cm was impregnated by brushing using 500 g/m 2 of composition on average.
- the dry content was 28.1 % by weight.
- Example 13a was repeated but with the use of the composition of comparison example 14. After the application of the composition and evaporation of the aqueous solvent, evident amounts of solid residues were observed on the surface of the wood.
- composition is heated until cellulose is fully solubilized; then, after cooling down, 15 g of diethyl ethylphosphonate were introduced.
- Example 15a was repeated but with the use of the composition of comparison example 14. After the application of the composition and evaporation of the aqueous solvent, evident amounts of solid residues were observed on the surface of the wood.
Landscapes
- Chemical And Physical Treatments For Wood And The Like (AREA)
- Fireproofing Substances (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Paper (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Claims (14)
- Utilisation d'esters neutres solubles dans l'eau d'acides du phosphore représentés par la formule générale (I) en tant que supports pour améliorer l'absorption de compositions aqueuses, de préférence, de solutions aqueuses, dans des matériaux mouillables poreux tels que le papier, le bois, la masonite, le plâtre, de préférence, le bois :
dans laquelle :- R1 et R3, étant identiques ou différents, représentent des alkyles en C1-C4, de préférence en C1-C3, linéaires ou ramifiés ;- R2 représente un alkyle ou oxyalkyle en C1-C4, de préférence en C1-C3, linéaire ou ramifié ;- R3 et R2, si R2 représente oxyalkyle, pris conjointement peuvent former un noyau ayant 5 à 6 atomes, comprenant 2 ou 3 atomes de carbone. - Utilisation selon la revendication 1, dans laquelle, dans la formule (I), R2 représente, de préférence, oxyalkyle.
- Utilisation selon l'une des revendications 1 et 2, dans laquelle les composés représentés par la formule (I) sont choisis parmi le diéthyléthylphosphonate, le diméthylméthylphosphonate et les phosphonates cycliques.
- Utilisation selon l'une des revendications 1 à 3, dans laquelle les quantités des composés représentés par la formule (I) varient, exprimées en pourcentage en poids du total, de 0,1% à 15%, de préférence, de 1% à 10%, et de façon encore plus préférée, de 1% à 8%.
- Utilisation selon l' une des revendications 1 à 4, dans laquelle les additifs supportés par les composés représentés par la formule (I) sont les suivantes :A) des retardateurs de flamme, choisis parmi le monophosphate d'éthylènediamine, le phosphate de guanidine, le triéthylphosphate, le phosphate de guanylurée, les phosphates de trihydroxyéthyl isocyanurate, le phosphate de mélamine pentaérythritol, le phosphate d'urée, les phosphates neutres d'oxydes de polyéthylène, le phosphonate de diéthyl-N,N-bis(2-hydroxyéthyl)aminométhyle, les phosphates neutres d'alcools oligomères, le dicyandiamide-phosphate, les produits de réactions de condensation entre la mélamine, l'urée-formaldéhyde et l'acide phosphorique ; le phosphate de mono- et di-ammonium ; les polyphosphates d'ammonium ; le phosphate de mono- et di-mélamine ; le polyphosphate de mélamine ; les condensats à base de glucose et d'acide phosphorique ; les condensats à base de glucose, d'acide phosphorique et de formaldéhyde ; les condensats à base de dextrine et d'acide phosphorique ; les produits de condensation de guanidine, de formaldéhyde, d'acide phosphorique ; les produits de condensation entre le formaldéhyde, l'urée, le dicyandiamide et l'acide phosphorique pouvant être obtenus par la réaction des substances mentionnées ci-dessus à l'aide des quantités suivantes :- de 1 à 10 moles d'urée ;- de 1 à 11 moles de dicyandiamide ;- de 1,2 à 3 moles de formaldéhyde pour chaque mole d'urée + dicyandiamide ;- de 0,5 à 2 moles d'acide phosphorique pour chaque mole d'urée + dicyandiamide ; ledit composé de condensation étant préparé par l'addition d'un mélange d'urée et de dicyandiamide à une solution aqueuse de formaldéhyde, à une température entre 60°C et 90°C, tout en maintenant la température constante jusqu'à ce que la solution devienne transparente ; la température est ensuite abaissée à moins de 50°C et de l'acide phosphorique est ajouté sous agitation, la quantité de retardateurs de flamme, exprimée en pourcentage en poids, variant de 1% à 35%, de préférence de 5% à 25%, la somme totale des pourcentages des composants présents étant égale à 100 ;B) des additifs biocides, par exemple des sels à base de bore, de préférence choisis parmi le borate de sodium, le pentahydrate de borax, le décahydrate de borax (Na2B4O7·10H2O) l'octaborate-tétrahydrate de sodium, l'acide borique ou leurs mélanges, les quantités d'additifs biocides variant de 0,5% à 23%, de préférence, de 1% à 10%, en référence au poids total de la composition.
- Utilisation selon l'une des revendications 1 à 5, dans laquelle les compositions comprennent d'autres additifs parmi les suivants : colorants, pigments, agents gélifiants, cires, protéines, agents tensio-actifs, silanes, siloxanes, cellulose, halogènes, additifs pour l'amélioration des caractéristiques mécaniques ou esthétiques d'articles poreux, tels que, par exemple, des latex vinyliques.
- Utilisation selon l'une des revendications 5 et 6, dans laquelle les compositions aqueuses comprennent : du diéthyléthylphosphonate, du diméthylméthylphosphonate en tant que composés représentés par la formule (I), dont les quantités, exprimées en pourcentage en poids du total, sont de 1% à 8% ;A) des phosphates choisis parmi les phosphates de guanidine, le phosphate de guanidine-urée et le phosphate d'urée ; les produits de condensation entre le formaldéhyde, l'urée, le dicyandiamide et l'acide phosphorique pouvant être obtenus par la réaction des substances mentionnées ci-dessus à l'aide des quantités suivantes :- de 1 à 10 moles d'urée ;- de 1 à 11 moles de dicyandiamide ;- de 1,2 à 3 moles de formaldéhyde pour chaque mole d'urée + dicyandiamide ;- de 0,5 à 2 moles d'acide phosphorique pour chaque mole d'urée + dicyandiamide ;le composé de condensation étant préparé par l'addition d'un mélange d'urée et de dicyandiamide à une solution aqueuse de formaldéhyde, à une température entre 60°C et 90°C, tout en maintenant la température constante jusqu'à ce que la solution devienne transparente ;
étant ensuite refroidie à une température de moins de 50°C et de l'acide phosphorique étant ajouté sous agitation ;
des produits de condensation entre mélamine, urée formaldéhyde et acide phosphorique, le pourcentage en poids du composant A) étant de 5% à 25%,B) des biocides, de préférence le décahydrate de borax (Na2B4O7 .10H2O), l'acide borique ou leurs mélanges, dans des quantités exprimées en pourcentages en poids de 1% à 10%, le pourcentage en poids des divers composants étant en référence au poids total de la composition, la somme totale des composants présents étant égale à 100%. - Utilisation selon l'une des revendications 1 à 7, dans laquelle le pourcentage en poids des composants secs des compositions aqueuses varie de 3% à 50%, de préférence, de 10% à 40%.
- Utilisation selon l' une des revendications 1 à 8, dans laquelle des quantités globales d'additifs variant de 200 g/m2 à 2 000 g/m2, de préférence entre 300 g/m2 et 1 000 g/m2, sont appliquées sur le substrat.
- Formulations pour le traitement de matériaux mouillables poreux, tels que le papier, le bois, la masonite, le plâtre, constituées d'une solution aqueuse comprenant les composants suivantes :a) un support choisi parmi des esters neutres d'acides du phosphore représentés par la formule générale (I)
dans laquelle :- R1 et R3, étant identiques ou différents, représentent des alkyles en C1-C4, de préférence en C1-C3, linéaires ou ramifiés ;- R2 représente un alkyle ou oxyalkyle en C1-C4, de préférence en C1-C3, linéaire ou ramifié ;- R3 et R2, si R2 représente oxyalkyle, pris conjointement peuvent former un noyau ayant 5 à 6 atomes, comprenant 2 ou 3 atomes de carbone.b) au moins un additif supporté choisi parmi les catégories suivantes : retardateurs de flamme et additifs biocides. - Formulation selon la revendication 10, dans laquelle le retardateur de flamme est choisi parmi un ou plusieurs des composés suivants : le monophosphate d'éthylènediamine ; le phosphate de guanidine ; le triéthylphosphate ; le phosphate de guanylurée ; les phosphates de trihydroxyéthyl isocyanurate ; le phosphate de mélamine pentaérythritol ; le phosphate d'urée ; les phosphates neutres d'oxydes de polyéthylène ; le phosphonate de diéthyl-N,N-bis(2-hydroxyéthyl)aminométhyle, les phosphates neutres d'alcools oligomères ; le phosphate de dicyandiamide ; les produits de condensation entre la mélamine, l'urée formaldéhyde et l'acide phosphorique ; le phosphate de mono- et di-ammonium ; les polyphosphates d'ammonium ; le phosphate de mono- et di-mélamine ; le polyphosphate de mélamine ; les condensats à base de glucose et d'acide phosphorique connus dans le commerce par la marque Budit® ; les condensats à base de glucose, d'acide phosphorique et de formaldéhyde ; les condensats à base de dextrine et d'acide phosphorique ; les produits de condensation de guanidine, de formaldéhyde et d'acide phosphorique ; le produit de la condensation entre le formaldéhyde, l'urée, le dicyandiamide et l'acide phosphorique.
- Formulation selon la revendication 10, dans laquelle l'additif biocide est choisi parmi un ou plusieurs des composés suivants : le borate de sodium, le pentahydrate de borax, le décahydrate de borax (Na2B4O7 .10H2O), l'octaborate-tétrahydrate de sodium, l'acide borique
- Formulation selon la revendication 12, dans laquelle les additifs biocides sont présents dans une quantité comprise entre 0,5% et 23% en poids, de préférence, entre 1% et 10% en poids.
- Formulation selon les revendications 10-13, comprenant en outre un ou plusieurs des composés suivantes : colorants, pigments, agents gélifiants, cires, protéines, agents tensio-actifs, silanes, siloxanes, cellulose, halogènes, additifs pour l'amélioration des caractéristiques mécaniques ou esthétiques d'articles poreux, tels que, par exemple, des latex vinyliques.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI20040588 | 2004-03-25 | ||
| IT000588A ITMI20040588A1 (it) | 2004-03-25 | 2004-03-25 | Composizioni per materiali porosi |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP1580320A2 EP1580320A2 (fr) | 2005-09-28 |
| EP1580320A3 EP1580320A3 (fr) | 2007-10-17 |
| EP1580320B1 true EP1580320B1 (fr) | 2009-05-27 |
Family
ID=34856934
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP05102331A Expired - Lifetime EP1580320B1 (fr) | 2004-03-25 | 2005-03-23 | Composition pour des matériaux poreux |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP1580320B1 (fr) |
| AT (1) | ATE432386T1 (fr) |
| DE (1) | DE602005014581D1 (fr) |
| IT (1) | ITMI20040588A1 (fr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7758964B2 (en) | 2006-02-10 | 2010-07-20 | 3M Innovative Properties Company | Flame resistant covercoat for flexible circuit |
| US20090036331A1 (en) | 2007-08-03 | 2009-02-05 | Smith Ian D | Hydraulic fluid compositions |
| WO2010077493A1 (fr) | 2008-12-08 | 2010-07-08 | 3M Innovative Properties Company | Agents ignifugeants sans halogènes pour systèmes de résine époxy |
| CN115651207B (zh) * | 2022-10-14 | 2023-07-07 | 江西省安安科技有限公司 | 一种原位聚合阻燃剂及制备方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA917334A (en) * | 1972-02-02 | 1972-12-19 | C. Juneja Subhash | Urea-base fire-retardant formulation and products |
| DE2756973C3 (de) * | 1977-12-21 | 1980-09-11 | Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler, 6000 Frankfurt | Mit Formaldehydharz-Lösungen verträgliche Flammschutzmittel-Losung |
| GB9118565D0 (en) * | 1991-08-30 | 1991-10-16 | Schering Ag | Herbicidal compositions |
| GB9613637D0 (en) * | 1996-06-28 | 1996-08-28 | Agrevo Uk Ltd | Fungicidal compositions |
| US6423251B1 (en) * | 1996-09-30 | 2002-07-23 | David H. Blount | Urea and borates for fire and termite control |
-
2004
- 2004-03-25 IT IT000588A patent/ITMI20040588A1/it unknown
-
2005
- 2005-03-23 DE DE602005014581T patent/DE602005014581D1/de not_active Expired - Lifetime
- 2005-03-23 AT AT05102331T patent/ATE432386T1/de not_active IP Right Cessation
- 2005-03-23 EP EP05102331A patent/EP1580320B1/fr not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP1580320A3 (fr) | 2007-10-17 |
| ITMI20040588A1 (it) | 2004-06-25 |
| DE602005014581D1 (de) | 2009-07-09 |
| EP1580320A2 (fr) | 2005-09-28 |
| ATE432386T1 (de) | 2009-06-15 |
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