CA2000341C - Materiau de couverture a base de resine insoluble dans l'eau et ignifuge - Google Patents
Materiau de couverture a base de resine insoluble dans l'eau et ignifugeInfo
- Publication number
- CA2000341C CA2000341C CA002000341A CA2000341A CA2000341C CA 2000341 C CA2000341 C CA 2000341C CA 002000341 A CA002000341 A CA 002000341A CA 2000341 A CA2000341 A CA 2000341A CA 2000341 C CA2000341 C CA 2000341C
- Authority
- CA
- Canada
- Prior art keywords
- phosphonate
- bis
- resin
- condensation
- alkyl groups
- 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 - Fee Related
Links
- 239000000463 material Substances 0.000 title claims abstract description 60
- 239000003063 flame retardant Substances 0.000 title claims abstract description 18
- 239000012633 leachable Substances 0.000 title claims description 6
- 229920005989 resin Polymers 0.000 claims abstract description 44
- 239000011347 resin Substances 0.000 claims abstract description 44
- 229920001568 phenolic resin Polymers 0.000 claims abstract description 36
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims abstract description 30
- 238000009833 condensation Methods 0.000 claims abstract description 25
- 230000005494 condensation Effects 0.000 claims abstract description 25
- -1 aminoalkyl phosphonate Chemical compound 0.000 claims abstract description 23
- 239000005011 phenolic resin Substances 0.000 claims abstract description 21
- 239000000203 mixture Substances 0.000 claims abstract description 17
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 3
- 238000011065 in-situ storage Methods 0.000 claims abstract 2
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 56
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 20
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 16
- 229910052698 phosphorus Inorganic materials 0.000 claims description 16
- 239000011574 phosphorus Substances 0.000 claims description 16
- 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 description 14
- CCJKFLLIJCGHMO-UHFFFAOYSA-N 2-[diethoxyphosphorylmethyl(2-hydroxyethyl)amino]ethanol Chemical group CCOP(=O)(OCC)CN(CCO)CCO CCJKFLLIJCGHMO-UHFFFAOYSA-N 0.000 claims description 14
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 13
- 150000004684 trihydrates Chemical class 0.000 claims description 13
- 229920002522 Wood fibre Polymers 0.000 claims description 11
- 239000002025 wood fiber Substances 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000011230 binding agent Substances 0.000 claims description 4
- CQRYARSYNCAZFO-UHFFFAOYSA-N salicyl alcohol Chemical compound OCC1=CC=CC=C1O CQRYARSYNCAZFO-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000011094 fiberboard Substances 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- 239000012757 flame retardant agent Substances 0.000 claims description 2
- KCNBMJZFLSLPQR-UHFFFAOYSA-N CC(C)(N(CCCCO)CCCCO)OP(O)=O Chemical compound CC(C)(N(CCCCO)CCCCO)OP(O)=O KCNBMJZFLSLPQR-UHFFFAOYSA-N 0.000 claims 5
- UNKKNNLMVBMVIV-UHFFFAOYSA-N CC(C)(N(CCO)CCO)OP(O)=O Chemical compound CC(C)(N(CCO)CCO)OP(O)=O UNKKNNLMVBMVIV-UHFFFAOYSA-N 0.000 claims 5
- SZSGBUQXORFHDY-UHFFFAOYSA-N CCCC(CCC)(COP(O)=O)N(CCCO)CCCO Chemical compound CCCC(CCC)(COP(O)=O)N(CCCO)CCCO SZSGBUQXORFHDY-UHFFFAOYSA-N 0.000 claims 5
- RWLATXDDCKUWDQ-UHFFFAOYSA-N CCC(CC)(COP(O)=O)N(CCO)CCO Chemical group CCC(CC)(COP(O)=O)N(CCO)CCO RWLATXDDCKUWDQ-UHFFFAOYSA-N 0.000 claims 3
- 125000005600 alkyl phosphonate group Chemical group 0.000 claims 1
- 230000009970 fire resistant effect Effects 0.000 abstract description 3
- 239000000376 reactant Substances 0.000 abstract description 3
- 239000007787 solid Substances 0.000 description 16
- 239000000243 solution Substances 0.000 description 12
- 239000011541 reaction mixture Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 238000012360 testing method Methods 0.000 description 8
- 239000002023 wood Substances 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 150000003077 polyols Chemical class 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- 238000006482 condensation reaction Methods 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 229920005862 polyol Polymers 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000010426 asphalt Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000002386 leaching Methods 0.000 description 3
- 230000035515 penetration Effects 0.000 description 3
- 239000011120 plywood Substances 0.000 description 3
- 238000007761 roller coating Methods 0.000 description 3
- 229920000877 Melamine resin Polymers 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical group OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 229920001807 Urea-formaldehyde Polymers 0.000 description 2
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000007767 bonding agent Substances 0.000 description 2
- 238000007596 consolidation process Methods 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 238000009413 insulation Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- BGRKGHSKCFAPCL-UHFFFAOYSA-N 2-(2-methylbutan-2-yl)phenol Chemical compound CCC(C)(C)C1=CC=CC=C1O BGRKGHSKCFAPCL-UHFFFAOYSA-N 0.000 description 1
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
- 240000005020 Acaciella glauca Species 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 241000721662 Juniperus Species 0.000 description 1
- 235000014556 Juniperus scopulorum Nutrition 0.000 description 1
- 235000014560 Juniperus virginiana var silicicola Nutrition 0.000 description 1
- JRXUGRPTDIHPMS-UHFFFAOYSA-N NCCOP(O)=O Chemical compound NCCOP(O)=O JRXUGRPTDIHPMS-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000004264 Petrolatum Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 235000008691 Sabina virginiana Nutrition 0.000 description 1
- DZHMRSPXDUUJER-UHFFFAOYSA-N [amino(hydroxy)methylidene]azanium;dihydrogen phosphate Chemical compound NC(N)=O.OP(O)(O)=O DZHMRSPXDUUJER-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 229920006397 acrylic thermoplastic Polymers 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229940058344 antitrematodals organophosphorous compound Drugs 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- CBPKIOGAUWKEFT-UHFFFAOYSA-N bis(2,3-dibromopropyl) hydrogen phosphate Chemical compound BrCC(Br)COP(=O)(O)OCC(Br)CBr CBPKIOGAUWKEFT-UHFFFAOYSA-N 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 150000001896 cresols Chemical class 0.000 description 1
- 230000001934 delay Effects 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 239000004312 hexamethylene tetramine Substances 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 229960004011 methenamine Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- HDKLIZDXVUCLHQ-UHFFFAOYSA-N non-3-en-2-one Chemical compound CCCCCC=CC(C)=O HDKLIZDXVUCLHQ-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 235000003499 redwood Nutrition 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000001520 savin Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Fireproofing Substances (AREA)
Abstract
Une résine phénolique et un phosphonate de dialkyl-N, N-bis (hydroxyalkyl) aminoalkyle sont condensés pour former une résine insoluble dans l'eau, possédant des propriétés ignifugeantes. Les produits ignifugeants sont obtenus par condensation in situ lorsqu'une matière normalement inflammable et les réactifs sont mélangés, le mélange étant chauffé à 250-480 degrés F. Les articles en bois, comme les bardeaux pour toiture, traités avec le produit de l'invention, demeurent ininflammables même après avoir été mouillés plusieurs fois par l'eau de pluie.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA002000341A CA2000341C (fr) | 1989-10-10 | 1989-10-10 | Materiau de couverture a base de resine insoluble dans l'eau et ignifuge |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA002000341A CA2000341C (fr) | 1989-10-10 | 1989-10-10 | Materiau de couverture a base de resine insoluble dans l'eau et ignifuge |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2000341A1 CA2000341A1 (fr) | 1991-04-10 |
| CA2000341C true CA2000341C (fr) | 1997-07-08 |
Family
ID=4143286
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002000341A Expired - Fee Related CA2000341C (fr) | 1989-10-10 | 1989-10-10 | Materiau de couverture a base de resine insoluble dans l'eau et ignifuge |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2000341C (fr) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4133753C2 (de) * | 1991-10-11 | 1996-03-28 | Budenheim Rud A Oetker Chemie | Verfahren zur Flammfestmachung von Phenol-Formaldehyd-Harz, die dadurch erhältlichen Harze sowie deren Verwendung |
| DE19937858A1 (de) | 1999-08-13 | 2001-02-15 | Bakelite Ag | Resole, Verfahren zu ihrer Herstellung und Verwendung |
-
1989
- 1989-10-10 CA CA002000341A patent/CA2000341C/fr not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2000341A1 (fr) | 1991-04-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed | ||
| MKLA | Lapsed |
Effective date: 20001010 |