EP0044832A4 - PRODUCTION OF SOLID OR SOLID CELL POLY (POLYISOCYANATE SILICATE) USING ALKALINE METAL SILICATES. - Google Patents
PRODUCTION OF SOLID OR SOLID CELL POLY (POLYISOCYANATE SILICATE) USING ALKALINE METAL SILICATES.Info
- Publication number
- EP0044832A4 EP0044832A4 EP19800900962 EP80900962A EP0044832A4 EP 0044832 A4 EP0044832 A4 EP 0044832A4 EP 19800900962 EP19800900962 EP 19800900962 EP 80900962 A EP80900962 A EP 80900962A EP 0044832 A4 EP0044832 A4 EP 0044832A4
- Authority
- EP
- European Patent Office
- Prior art keywords
- poly
- silicate
- weight
- glycol
- alkali metal
- 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.)
- Withdrawn
Links
- 230000001413 cellular effect Effects 0.000 title claims description 104
- 239000007787 solid Substances 0.000 title claims description 96
- 229920001228 polyisocyanate Polymers 0.000 title claims description 68
- 239000005056 polyisocyanate Substances 0.000 title claims description 68
- 229910052910 alkali metal silicate Inorganic materials 0.000 title claims description 51
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 title claims description 45
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 239000000203 mixture Substances 0.000 claims description 69
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 41
- 238000000034 method Methods 0.000 claims description 36
- -1 ether glycols Chemical class 0.000 claims description 34
- 239000000047 product Substances 0.000 claims description 33
- 239000012265 solid product Substances 0.000 claims description 29
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 21
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 19
- 239000006260 foam Substances 0.000 claims description 19
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 18
- 229920005862 polyol Polymers 0.000 claims description 18
- 150000003077 polyols Chemical class 0.000 claims description 18
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical group CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 18
- 239000003795 chemical substances by application Substances 0.000 claims description 15
- 239000003054 catalyst Substances 0.000 claims description 13
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 13
- 239000011541 reaction mixture Substances 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 12
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 12
- 229920002554 vinyl polymer Polymers 0.000 claims description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 11
- 239000012948 isocyanate Substances 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 9
- 239000004604 Blowing Agent Substances 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 7
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 7
- 239000004359 castor oil Substances 0.000 claims description 7
- 235000019438 castor oil Nutrition 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 7
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 7
- 239000000178 monomer Substances 0.000 claims description 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 7
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 6
- 150000002513 isocyanates Chemical class 0.000 claims description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 5
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 5
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 5
- DYDNPESBYVVLBO-UHFFFAOYSA-N formanilide Chemical compound O=CNC1=CC=CC=C1 DYDNPESBYVVLBO-UHFFFAOYSA-N 0.000 claims description 5
- 150000004820 halides Chemical class 0.000 claims description 5
- 229920001451 polypropylene glycol Polymers 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 4
- 229920002472 Starch Polymers 0.000 claims description 4
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 4
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 4
- 235000019698 starch Nutrition 0.000 claims description 4
- 235000020357 syrup Nutrition 0.000 claims description 4
- 239000006188 syrup Substances 0.000 claims description 4
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims description 3
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 3
- 229930195725 Mannitol Natural products 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 3
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 claims description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims description 3
- 239000000594 mannitol Substances 0.000 claims description 3
- 235000010355 mannitol Nutrition 0.000 claims description 3
- 229920002857 polybutadiene Polymers 0.000 claims description 3
- 229920001748 polybutylene Polymers 0.000 claims description 3
- 229920001225 polyester resin Polymers 0.000 claims description 3
- 239000004645 polyester resin Substances 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 claims description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 2
- ZWVMLYRJXORSEP-UHFFFAOYSA-N 1,2,6-Hexanetriol Chemical compound OCCCCC(O)CO ZWVMLYRJXORSEP-UHFFFAOYSA-N 0.000 claims description 2
- KEZYHIPQRGTUDU-UHFFFAOYSA-N 2-[dithiocarboxy(methyl)amino]acetic acid Chemical group SC(=S)N(C)CC(O)=O KEZYHIPQRGTUDU-UHFFFAOYSA-N 0.000 claims description 2
- USEGQJLHQSTGHW-UHFFFAOYSA-N 3-bromo-2-methylprop-1-ene Chemical compound CC(=C)CBr USEGQJLHQSTGHW-UHFFFAOYSA-N 0.000 claims description 2
- SSZWWUDQMAHNAQ-UHFFFAOYSA-N 3-chloropropane-1,2-diol Chemical compound OCC(O)CCl SSZWWUDQMAHNAQ-UHFFFAOYSA-N 0.000 claims description 2
- 241000208140 Acer Species 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 2
- 229920001353 Dextrin Polymers 0.000 claims description 2
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 2
- 229930091371 Fructose Natural products 0.000 claims description 2
- 239000005715 Fructose Substances 0.000 claims description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 2
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 2
- 229930006000 Sucrose Natural products 0.000 claims description 2
- 240000008042 Zea mays Species 0.000 claims description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000000732 arylene group Chemical group 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Chemical group 0.000 claims description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 235000005822 corn Nutrition 0.000 claims description 2
- 235000019425 dextrin Nutrition 0.000 claims description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 235000013379 molasses Nutrition 0.000 claims description 2
- 239000000600 sorbitol Substances 0.000 claims description 2
- 229960004793 sucrose Drugs 0.000 claims description 2
- ARXKVVRQIIOZGF-UHFFFAOYSA-N 1,2,4-butanetriol Chemical compound OCCC(O)CO ARXKVVRQIIOZGF-UHFFFAOYSA-N 0.000 claims 2
- 239000003995 emulsifying agent Substances 0.000 claims 2
- CKFGINPQOCXMAZ-UHFFFAOYSA-N methanediol Chemical compound OCO CKFGINPQOCXMAZ-UHFFFAOYSA-N 0.000 claims 2
- 229920000582 polyisocyanurate Polymers 0.000 claims 2
- 239000011495 polyisocyanurate Substances 0.000 claims 2
- 229930185605 Bisphenol Natural products 0.000 claims 1
- QPKOBORKPHRBPS-UHFFFAOYSA-N bis(2-hydroxyethyl) terephthalate Chemical compound OCCOC(=O)C1=CC=C(C(=O)OCCO)C=C1 QPKOBORKPHRBPS-UHFFFAOYSA-N 0.000 claims 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims 1
- VKONPUDBRVKQLM-UHFFFAOYSA-N cyclohexane-1,4-diol Chemical compound OC1CCC(O)CC1 VKONPUDBRVKQLM-UHFFFAOYSA-N 0.000 claims 1
- 235000019256 formaldehyde Nutrition 0.000 claims 1
- 229910052914 metal silicate Inorganic materials 0.000 claims 1
- 229960004063 propylene glycol Drugs 0.000 claims 1
- 235000013772 propylene glycol Nutrition 0.000 claims 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
- 239000004115 Sodium Silicate Substances 0.000 description 21
- 229910052911 sodium silicate Inorganic materials 0.000 description 21
- 229940032158 sodium silicate Drugs 0.000 description 20
- 235000019794 sodium silicate Nutrition 0.000 description 17
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 13
- 239000000945 filler Substances 0.000 description 11
- 229920000728 polyester Polymers 0.000 description 11
- 239000000376 reactant Substances 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- YXSGIQZIPFHYJE-UHFFFAOYSA-N 2,4-diisocyanato-1-methylbenzene;sodium Chemical compound [Na].CC1=CC=C(N=C=O)C=C1N=C=O YXSGIQZIPFHYJE-UHFFFAOYSA-N 0.000 description 7
- 239000011324 bead Substances 0.000 description 7
- 239000008187 granular material Substances 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- 239000002202 Polyethylene glycol Substances 0.000 description 6
- 239000004111 Potassium silicate Substances 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- 235000019353 potassium silicate Nutrition 0.000 description 6
- 229910052913 potassium silicate Inorganic materials 0.000 description 6
- 239000002023 wood Substances 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
- 150000001298 alcohols Chemical class 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 229920000570 polyether Polymers 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000004698 Polyethylene Substances 0.000 description 4
- 239000004721 Polyphenylene oxide Substances 0.000 description 4
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 4
- 239000000853 adhesive Substances 0.000 description 4
- 230000001070 adhesive effect Effects 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 229920000573 polyethylene Polymers 0.000 description 4
- 239000004814 polyurethane Substances 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- IURPHTKNLDHLDL-UHFFFAOYSA-N 2,4-diisocyanato-1-methylbenzene;potassium Chemical compound [K].CC1=CC=C(N=C=O)C=C1N=C=O IURPHTKNLDHLDL-UHFFFAOYSA-N 0.000 description 3
- WROUWQQRXUBECT-UHFFFAOYSA-N 2-ethylacrylic acid Chemical compound CCC(=C)C(O)=O WROUWQQRXUBECT-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000005062 Polybutadiene Substances 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 3
- 238000005266 casting Methods 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 229940052303 ethers for general anesthesia Drugs 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 239000011810 insulating material Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- NNHHDJVEYQHLHG-UHFFFAOYSA-N potassium silicate Chemical compound [K+].[K+].[O-][Si]([O-])=O NNHHDJVEYQHLHG-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- OHXAOPZTJOUYKM-UHFFFAOYSA-N 3-Chloro-2-methylpropene Chemical compound CC(=C)CCl OHXAOPZTJOUYKM-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical class OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000004642 Polyimide Substances 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920001807 Urea-formaldehyde Polymers 0.000 description 2
- 241000482268 Zea mays subsp. mays Species 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 229910052925 anhydrite Inorganic materials 0.000 description 2
- 229940045720 antineoplastic alkylating drug epoxides Drugs 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical group NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 2
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- 230000000855 fungicidal effect Effects 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- MUTGBJKUEZFXGO-UHFFFAOYSA-N hexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21 MUTGBJKUEZFXGO-UHFFFAOYSA-N 0.000 description 1
- DATDJESMJGDUAJ-UHFFFAOYSA-N hexane-1,6-diol;styrene Chemical compound C=CC1=CC=CC=C1.OCCCCCCO DATDJESMJGDUAJ-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- AWJZTPWDQYFQPQ-UHFFFAOYSA-N methyl 2-chloroprop-2-enoate Chemical compound COC(=O)C(Cl)=C AWJZTPWDQYFQPQ-UHFFFAOYSA-N 0.000 description 1
- LSQIQQNVDKFAHN-UHFFFAOYSA-N methyl 2-methylprop-2-enoate;propane-1,2,3-triol Chemical compound OCC(O)CO.COC(=O)C(C)=C LSQIQQNVDKFAHN-UHFFFAOYSA-N 0.000 description 1
- HOVAGTYPODGVJG-UHFFFAOYSA-N methyl beta-galactoside Natural products COC1OC(CO)C(O)C(O)C1O HOVAGTYPODGVJG-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- NJTGANWAUPEOAX-UHFFFAOYSA-N molport-023-220-454 Chemical compound OCC(O)CO.OCC(O)CO NJTGANWAUPEOAX-UHFFFAOYSA-N 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- GOZDOXXUTWHSKU-UHFFFAOYSA-N pentadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCOC(=O)C=C GOZDOXXUTWHSKU-UHFFFAOYSA-N 0.000 description 1
- 150000004686 pentahydrates Chemical class 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- GULAEPPQYOTQDE-UHFFFAOYSA-N phthalic acid;propane-1,2-diol Chemical compound CC(O)CO.OC(=O)C1=CC=CC=C1C(O)=O GULAEPPQYOTQDE-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003251 poly(α-methylstyrene) Polymers 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 230000037452 priming Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000003340 retarding agent Substances 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 125000005624 silicic acid group Chemical group 0.000 description 1
- 150000003376 silicon Chemical class 0.000 description 1
- 239000011863 silicon-based powder Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 235000019795 sodium metasilicate Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000003516 soil conditioner Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 150000005622 tetraalkylammonium hydroxides Chemical class 0.000 description 1
- AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000005628 tolylene group Chemical group 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- DOICFEXUJKISKP-UHFFFAOYSA-L triphenylstannyl n-[2-(triphenylstannylsulfanylcarbothioylamino)ethyl]carbamodithioate Chemical compound C=1C=CC=CC=1[Sn](C=1C=CC=CC=1)(C=1C=CC=CC=1)SC(=S)NCCNC(=S)S[Sn](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 DOICFEXUJKISKP-UHFFFAOYSA-L 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 239000002025 wood fiber Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3893—Low-molecular-weight compounds having heteroatoms other than oxygen containing silicon
- C08G18/3895—Inorganic compounds, e.g. aqueous alkalimetalsilicate solutions; Organic derivatives thereof containing no direct silicon-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/04—Polymeric products of isocyanates or isothiocyanates with vinyl compounds
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0008—Foam properties flexible
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0025—Foam properties rigid
Definitions
- This invention relates to a process for the production of poly (polyisocyanate alkali metal) prepolymer by reacting a poly- isocyanate chemically with an alkali metal silicate by mixing them and then heating the mixture thereby producing a poly (polyisocyanate alkali metal) prepolymer.
- the poly (poly ⁇ isocyanate alkali metal silicate) prepolymer is cured with heat or a curing catalyst such as water.
- This invention relates to a process for the producing of poly (polyisocyanate silicate) solid or cellular solid by reacting a polyurethane compound with an alkali metal silicate to pro ⁇ consider a poly (polyisocyanate alkali metal silicate) prepolymer.
- the prepolymer may be cured by heating or adding a curing agent.
- the products produced by this process may be quite varied in physical properties; they may be solid or porous, rigid or elastomeric, and the porous products may be rigid or soft and flexible.
- the products produced by this invention may be utilized as thermal insulating material, noise insulating material, flotation material in boats, shock-resistant packaging, cushions, as fiber, as coating agents, as fillers, as impregnating agents, as adhesives, as casting material, as putty material, as construc ⁇ tional components of a building, etc.
- the products have improved heat and flame resistant properties.
- the products are novel and economical. Some of the products have a number of woodlike physical properties-
- alkali metal silicates and mono-alkali metal silicates were listed in U.S. Patent Application No. 71,628 filed September 11, 1970, by David H. Blount, now abandoned.
- the alkali metal silicates, mono-alkali metal silicates a mixtures thereof, may be produced by any of the methods common known in the arts.
- a useful mixture which contains alkali met silicate and predominately mono-alkali metal silica may be produced by heating 1 to 2 mols of an alkali metal hydroxide w about 1 mol of fine granular silica in water at 80 to 100 C, while agitating at ambient pressure for 20 to 60 minutes until the water evaporates.
- Mono-alkali metal silicate may also be produced by heating 1 mol of hydrated silica with 1 mol of alk metal hydroxide compound in water until the water is evaporate It is preferred that the alkali metal silicate be in a granula form.
- the poly (polyisocyanate silicate) solid or cellular soli products may be modified or improved by adding organic compoun inorganic compounds, and/or organic-silicate compounds. These compounds may be added before the isocyanate and the alkali si cate are reacted together or they may be added after a poly (polyisocyanate silicate) prepolymer is produced.
- Organic poly polyesters, polyether glycols and polysulfides, polybutadiene, butadiene-styrene copolymers and butadieneacrylonitrile which contain free hydroxyl groups may be used in this invention.
- alkali metal silicate compounds may be used in this invention such as sodium, potassium and lithium silicates.
- Other alkali metal silicates may be used.
- Sodium silicate and mono-sodium silicate are preferred alkali metal silicates beca of their low cost and ready availability. The cost is further lowered by using a considerable amount of water as a curing catalyst which is utilized in the product.
- the crude commerci alkali metal silicates may contain other substances such as calcium silicate, magnesium silicate, aluminates or borates may also be used.
- arylene polyisocyanates such as tolylene, meta- phenylene, 4-chlorophenylene-l, 3-, methylene-bis (phenylene-4-) , biphenylene-4,4'-, 3,3'-dimethoxy-biphenylene-4,4'-, 3,3'- diphenylbiphenylene-4,4'-, napthalene-1,5-, and tetrahydron- aphthalene-1, 5-diisocyanates and triphenylmethane tri- isocyanate, alkylene polyisocyanates such as ethylene, ethylidene, propylene-1, 2- , butylene-1,4-, butylene-1,3-, hexylene-1,6-, decamethylene-1,10-, cyclohexylene-1,2-, cyclohexylene-1,4-, and methylene-
- Phosgenation products of aniline-formaldehyde condensation may be used.
- Polyisothiocyanates, inorganic polyisothiocyanates, polyisocyanates which contain carbodi- imide groups as described in German Patent No. 1,092,007 and polyisocyanates which contain urethane groups, allophanate groups, isocyanurate groups, urea groups, imide groups or biuret groups may be used to produce poly (polyisocyanate silicate) solid or cellular solid. Mixtures of the above mentioned poly ⁇ isocyanates may be used.
- polyisocyanates such as toluene-2,4- and -2,6, diisocyanate and any mixture of these isomers (“TDI”) , (“crude MDI”) , polyphenyl-polymethylene-isocyanates obtained by anilineformal- dehyde condensation followed by phosgenation, and modified polyisicyanates which contain carbodiimide groups, urethane groups, allophanate groups, isocyanurate groups, urea groups, imide groups or biuret groups.
- TDI toluene-2,4- and -2,6, diisocyanate and any mixture of these isomers
- CAMDI polyphenyl-polymethylene-isocyanates obtained by anilineformal- dehyde condensation followed by phosgenation
- modified polyisicyanates which contain carbodiimide groups, urethane groups, allophanate groups, isocyanurate groups, urea groups, imide groups or biuret groups.
- the alkali metal silicate and/or mono-alkali metal silicate in the amount of 0.1 mol to 2 mols may react with 1 mol of the polyisocyanate compound by mixing at ambient tempera ⁇ ture to 45 C. , preferably to 30° to 40° C. , while agitating for 10 to 30 minutes, thereby producing yellow granules of a poly (polyisocyanate alkali metal silicate) prepolymer.
- the prepolymer may be cured by heating above 50 C. or by adding a curing agent such as water, and a solid or cellular solid product is produced.
- polyols may be added to the alkali metal silicate before the polyisocyanate is added or after the poly (polyisocyanate alkali silicate) prepolymer is produced- Any suitable polyol may be used in this invention such as glycerol glycerol monochlorohydrin, ethylene glycol, propylene glycol, butylene glycol, trimethylene glycol, tetramethylene glycol, pentamethylene glycol, hexamethylene glycol, diethylene glycol triethylene glycol, dipropylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol, ether glycols, bispherol A, resorcinol, bis(bet -hydroxyethyl) terephthalate, 2-ethyl-2-(hydroxy ethyl)-1,3-propanediol, pentaerythritol, trimethol propane; trimethol ethane, 2,2-os
- polyesters containing free hydroxyl or carboxyl end groups may be used.
- Polyesters of lactones, such as E-caprolactone, polyesters of hydroxycarboxylic acids, such as W-hydroxy-caproic acid may be used.
- the hydroxyl group containing polyesters may be produced by reacting polyhydrix alcohols, preferably dihydric alcohols with addition of trihydric alcohols as desired, and polybasic carboxylic acids wuth dibasic carboxylic acids being preferred.
- the corres ⁇ ponding polycarboxylic acid anhydrides or corresponding polycarboxylic acid esters of lower alcohols or their mixtures may be used for preparing the polyesters in place of or com ⁇ bined with the free polycarboxylic acids.
- the polycarboxylic acids may be aliphatic, cycloalipathic, aromatic and/or heterocyclic and may be substituted, e.g., with halogen atoms, and may be unsaturated. Any suitable compound such as adipic acid, azaleic acid, succinic acid, suberic acid, sebaci acid, phthalic acid, isophthalic acid, trimellitic acid, maleic acid, fumaric acid, dimeric and trimeric fatty acids
- polyesters such as oleic acid mixed with monomeric fatty acids
- phthalic acid anhydride tetrahydrophthalic acid anhydride, tetrach- lorophthalic acid anhydride, hexahydrophthalic acid anhydride, endomethylene tetrahydrophthalic acid anhydride, maleic acid anhydride, glutaric acid anhydride, bis-glycol terephthalate, dimethylterephthalate and mixtures thereof
- polyesters is commonly known in the arts.
- the polyesters with 2 to 8 hydroxyl groups may be prepared by the polymerization of epoxides such as ethylene oxide,pro- pylene oxide, butylene oxide, tetrahydrofuran. styrene oxide or epichlorohydrin, each with itself or by addition of these epo- xides or mixtures thereof with alcohols or amines.
- epoxides such as ethylene oxide,pro- pylene oxide, butylene oxide, tetrahydrofuran.
- styrene oxide or epichlorohydrin each with itself or by addition of these epo- xides or mixtures thereof with alcohols or amines.
- Polyethers may be modified with vinyl polymers such as styrene or acrylo- nitrile.
- polyacetals, polythioethers, polyester amides, polyamides, polyhydroxyl compounds which already contain urethane or urea groups, modified or unmodified natural polyols, addi ⁇ tion products of a ⁇ kylene oxides with phenolformaldehyde resisn or with urea-formaldehyde resins may be used in this invention and added with the alkali metal silicates or after the poly (polyisocyanate alkali metal silicate) prepolymer is produced.
- These polymers may be added in the amount from 0% to 100% -by weight, based on the weight of polyisocyanate.
- the preferred methods to produce poly (polyisocyanate silicate) solid or cellular solid products is to mix about 1 part by weight of a fine granular alkali metal silicate with 0.5 to 6 parts by weight of a polyisocyanate or polyisothiocyanate. Then heat the mixture to 30° to 40° C while agitating at ambient pressure, for 10 to 30 minutes, thereby producing yellow gran ⁇ ules of poly (polyisocyanate alkali metal silicate) prepolymer.
- the prepolymer is heated to 50° to while agitating at ambient pressures and it begins to expand immediately to about 3 to- 12 times its original volume to prod a rigid, self-standing poly (polyisocyanate silicate) cellular solid.
- a curing agent may be added to the poly (polyisocyanate alkali metal silicate) prepolymer in the amount of 0.001 to 10% by weight, based on the reactants, instead of heating.
- the curing agent is thoroughly mixed with the prepolymer, then it rapidly expands 3 to 12 times its original volume to produc a rigid, self-standing poly (polyisocyanate silicate) cellular solid.
- a fine granular alkali metal silicate and 0.5 to 6 parts by weight of a polyisocyanate are mixed then heated to 50 to 80 C whil agitating at ambient pressure.
- the mixture begins to expand when the temperature reached 50 to 80 C and it expands 3 to 12 times its original volume to produce a rigid, self-standing poly (polyisocyanate silicate) cellular solid product.
- a curing agent is added to the mixture of alkali metal silicate and polyisocyanate. Then, the mixture is agitated at ambient pressure. In a few minutes (1 to 15 minutes) the mixture expands 3 to 12 times its origin volume to produce a poly (polyisocyanate silicate) cellular solid or is cured into a solid product.
- Polyols in the amount of 0.1 to 3 parts by weight may be reacted chemically with 1.5 to 7 parts by weight of poly (polyisocyanate alkali metal silicate) prepolymer to produce poly (urethane silicate) solid or cellular solid products.
- the polyols may also be mixed with the alkali metal silicate and polyisocyanate simultaneously to produce poly (urethane silicate solid or cellular solid products.
- Suitable vinyl monomers may be chemically reacted with the poly (polyisocyanate alkali metal silicate) prepolyme alkali metal silicate and polyisocyanate mixture, alkali metal silicate, listed organic compound and polyisocyanate mixture or alkali metal silicate, polyol and polyisocyanate mixture to produce poly (urethane silicate) solid or cellular solid products.
- vinyl monomers such as acrylonitrile, vinyl acetate, styrene, methyl styrene, 1,1'_ dichloroethylene, n-vinyl-2-pryrollidone, vinyl toulenes, n-vinyl carbazone, 2-vinyl pyridine, 4-vinyl prydine, vinyl alkyl ethers, allyl vinyl ethers, alicyclic ethers, aryl alkyl vinyl ethers, aryl vinyl ethers, divinyl benzene acrylic acid, hydroacrylic acid, methacrylic acid, ethyl acrylic acid, crotnoic acid, chloracrylic acid, fluoroacrylic acid, cyclo- hexyl methacrylic acid, isobutyl methacrylic acid, bromoacrylic acid, benzyl acrylic acid, methyl methacrylate, propyl acrylate, butyl acrylic acid, propyl acrylate, but
- Suitable allyl type halides may be chemically reacted with the poly (polyisocyanate alkali metal silicate) prepolymer, a mixture of alkali metal silicate and polyisocyanate or a mixture of alkali metal silicate, polyolcate and poly ⁇ isocyanate to produce poly (urethane silicate) solid or cellular solid products.
- R is a hydrogen or a C, to C alkyl group and X is chlorine or bromine.
- allyl type halides are such compounds as allyl chloride, allyl bromide, crotyl chloride, crotyl iodine, beta- ethylallyl chloride, beta-methylallyl bro ⁇ mide, methyl vinyl carbinyl chloride, methyl vinyl carbinyl fluoride, alpha-dimethyl-allyl chloride, beta-cyclohexylallyl chloride, cinnamyl chloride, beta-ethylcrotyl chloride, betaphenyl allyl bromide, alpha-dicyclohexylallyl chloride, beta-propyallyl iodide, beta-phenylallyl chloride, beta- cyclohexylallyl fluoride, 2-chloromethyl butane-1, 2-chloro ⁇ methyl pentene-1, 2-chloromethyl hexene-1, and mixtures thereo
- Plasticizers, fillers, curing rate modifiers, pigments; extenders and the like may be added to the mixtures in this invention or may be added to the prepolymers at the time of curing and may be in the amount from 5% to 50% by weight, base on the weight of the prepolymer or mixture.
- Plasticizers may include benzoate esters, dipropylene glycol benzoate, dodecyl phthlate and propylene glycol phthalate. Extenders such as high boiling coal tar distillates, mineral oil, poly (alpha- methylstyrene) polymers, mercapto-terminated liquid polysulfid polymers, paraffin oil and sulphonated castor oil may be used.
- Finely divided fillers such as alkali metal silicates, ammoniu silicate, metal oxides, metal hydroxides, metal carbonates, chalk, heavy spar, gypsum, anhydrite, and mixtures thereof may be used in this instant invention.
- blowing agents are liquids with boiling points, rangin from -25 to 80 C. and preferably from -15 to 40 C.
- the organic blowing agents are used in quantities of from 2% to 30% by weight, based on the reaction mixture.
- the organic blowing agents such as acetone, ethyl acetate, halogenated alkanes, e.g.
- catalysts may be utilized as the catalyst to produce foam products from the poly (polyisocyanate alkali metal silicate) prepolymers, and alkali metal silicate and polyisocyanate mixtures.
- These catalysts are commonly known in the arts such as tertiary amines, siloamines, basic compounds which contain nitrogen, e.g. tetra-alkylammonium hydroxide, alkali metal phenolates, alkali metal alcolates, hexahydrotriazines, tin organo-metallic and mixtures thereof.
- These catalysts are generally used in a quantity of from 0.001% to 10% by weight, based on the weight of the reaction mixtures-
- Suitable foam stabilizers are mainly water-soluable poly- ether siloxanes and those described in U. S. Patent No. 3,629,308. These additives are preferably used in quantities of from 0% to 20% by weight, based on the reaction mixture.
- the quantitative proportions of the reactants used in this invention are not critical, and exact measurements are not necessary.
- the amount of any of the reactants may vary.
- a thick liquid or soft solid propolymer may be produced when an excess of alkali metal silicate and an organie compound is used.
- the prepolymer may be further reacted with the polyisocyanate, to produce a solid or cellular solid product.
- the soft solid prepolymer may be used as putty, for surface coating, or adhesive bonds, grouting compositon and for producing foams. It may also be injection molded, extruded " or worked- p in a kneader-
- the solid or cellular solid product produced by this invention is to be used where high temperature resistance and complete flame resistance is necessary, it is produced by using a silicate content of 70% to 95% and by using a non-volatile hardner such as mineral acids, hydrogen containing salts, ammo salts, etc. Compressed air may be used as the blowing agent. Flame retarding agents such as halogenated paraffins and inorganic salts of phosphoric acid may be added.
- the methods according to this invention are suitable to b performed in the available mechanical devices.
- the cellular solid products may be carried out by mixing the reactants in one or more steps in a continuous or intermittent operating mixing apparatus. The mixed reactants will expand and produce cellular solid products outside the mixing apparatus.' If desired, prepolymer may be prepared then expanded by heat, curing catalyst, blowing agent or by adding additional polyiso cyanate. The prepolymers of this invention are cured by heati at a temperature from 50 to 200 C. Once the curing reaction started, external heat is not usually necessary to finish the curing process.
- ho expanded beads of glass or plastic or hollow natural material may be used for producing cellular solid products.
- the produc of this invention may be produced as cellular solid beads by dropping the curing'mixture into petroleum hydrocarbons or by free fall. These beads may be compressed together or mixed wi other light weight or expanded material, e.g., expanded glass, expanded clay, wood, cork, popcorn, hollow plastic beads ' , e.g. beads of polystyrene, polyethylene, polypropylene, polyvinyl chloride, polysulphone/ polyepoxide, polyurethane, urea- formaldehyde, phenol-formaldehyde, polyimide, and added to the mixtures of this invention before curing.
- the cured product may be used as insulating materials which have good fire re ⁇ sistant properties, as constructional elements in the building industry, furniture industry and motor vehicle and aircraft industry.
- the beads or cellular solid products in- crumbly form may be used as a soil conditioner.
- the expanding mixtures of this invention may be sprayed o walls, soil banks, fabric, wire meshes, fiberglass cloth and
- the expanding mix ⁇ tures may be used for sealing joints, for sealing and plastering surfaces, for erection of walls and homes, for priming, insula ⁇ ting and deocrating, for coating as living material, as adhesives, mortars, casting compositions and fillers.
- the foams will cure and dry on the surface on which they are sprayed.
- the expanding mixtures of this invention in many cases may be poured into forms and used in place of wood.
- the cured product may be sawed, nailed, drilled, planed, ground and treated as wood.
- the mixtures may be extruded through dies and slots to produce fibers, thin layered sheets and may be used in paper making or as filler in paper making, etc.
- fillers in the form of fine particles or powders are preferred such as chalk, dolomite, gypsum, glass, carbon, anhydrite and-the conventional plastics.
- fillers in the form of granulates, wire, fibers, crystallites, rods, spirals, beads, foam particles, woven or knitted fabric, tapes, foil, fillers of solid inorganic or organic substances such as sand, alumina, asbestos, aluminum oxide and hydroxide, zeolites, calcium sulfates, alumino silicate, cements, basalt powder or wood/ glass fibers, carbon fibers, graphite carbon black, Al, Fe, Cu and Ag powders, steel wool, bronze or copper meshes, silicon powder, glass powder, wood chips, wood flower, lignin cork, cotton, straw, popcorn, coke or particles of filled or unfilled, foamed or unfoamed, stretched or unstretched organic polymers may be used.
- organic polymers examples include poly ⁇ styrene, polyethylene, polypropylene, polyacrylonitrile, poly- butadiene, polyisoprene. polytetrafluroethylene, aliphatic and aromatic polyesters, mela ineurea resins, polyacetal resins, polyethers, polyether silicate polymers, polyureas, polyepoxides, polyhydantoins, polysulphones, polyurethanes, polyimides, polyamides, polycarbonates and any copolymers thereof.
- the object of the present invention is to provide a novel method of producing poly (polyisocyanate silicate) solid or
- Another object is to produce novel poly (urethane silicate) solid or cellular solid products.
- Another object is to produce relative low cost foamed and elastomeric inorganic-organic plastics.
- Still another object is to produce novel cellular solid products of relatively low cost, rigid, fine cellular, light-weight, high-strength, good flame resistance and dimensional stability when heated.
- a further object is to produce inorganic-organic plastics that m be used for thermal insulating , structural purposes, sound proofing, shock resistant packaging, cushions, coating wood an metals, adhesives, casting material, putty, etc.
- Dry granular hydrated silica is heated with sodium hydro ⁇ xide in a 1:1 mol ratio and in an aqueous solution until the water evaporates, thereby producing granules of sodium silicate, and monosodium silicate.
- About 2 parts by weight of this mixture of granules and 2 parts by weight of toluene diisocyanate are mixed, then heated to 30 to 40 C. while agitating at ambient pressure, thereby producing yellow granules of poly (toluene diisocyanate sodium silicate) prepolymer.
- the pre ⁇ polymer is then heated to about 50 C. while agitating, and the mixture rapidly expands to 3 to 12 times its original volume, thereby producing a rigid self-standing poly (toluene diisocyanate silicate) cellular solid product.
- Examples, 18 through 27 utilize 1 part by weight of a polypol and the mixture of poly (toluene diisocyanate potassium silicate) prepolymer, potassium silicate and toluene diisocyanate as produced in Example 2. They are mixed with 0 to 1 part by weight of a curing catalyst, and the mixt-ure rapidly reacts chemically to produce a poly (urethane silicate) solid or cellular solid product. Two parts by weight of the mixture of poly (toluene diisocyanate potassium silicate) prepolymer, potassium silicate and diiso ⁇ cyanate are used.
- Examples, 28 through 36 utilize 2 parts by weight of the mixture of poly (toluene diisocyanate sodium silicate) prepolymer, sodium silicate and toluene diisocyanate as produced in Example 1 with 1 part by weight of a reactant and 1 part by weight of a polyol. They are mixed and they rapidly expand 3 to 12 times their original volume to produce a poly (urethane silicate) product.
- Examples 36 through 50 utilize 2 parts by weight of the poly (toluene diisocyanate sodium silicate) pre ⁇ polymer as produced in Example 3, 1 part by weight of a vinyl monomer and 1 part by weight of a polyol. They, are mixed and the mixture rapidly expands 3 to 12 times its original volume to produce a poly (urethane silicate) product.
- Examples 51 through 62 utilize 2 parts by weight of dry grnaular sodium metasilicate, 2 parts by weight of toluene diisocyanate and 2 parts by weight of an organic reactant and are added at the same time while agitating. They rapidly react to produce a thick liquid or a soft solid with free hydroxyl and silicic acid groups. To these solid prepolymers, 1 part by weight of toluene diisocyanate is added and mixed thoroughly. The mixture expands rapidly to produce a rigid, self-standing poly (polyisocyanate organic-silicate) cellular solid product.
- Examples, 63 through 81 utilize 1 part by weight of the. poly (toluene diisocyanate sodium silicate) prepolymer as produced by Example 4 which is mixed with 1 par by weight of a rectant and 0 to 2 parts by weight of a curing agent,,thereby producing a poly (urethane silicate) solid or cellular solid product.
- Examples, 84 to 92 utilizes 3 parts by weight of toluene diisocyanate, 1 part by weight of dry granular sodium silicate, and a polyol listed below, which are mixed simul ⁇ taneous while agitating at a temperature between ambient and 40° C. for 10 to 30 minutes thereby producing a poly (urethane silicate) prepolymer.
- the prepolymer is then heated to 50 to 80° c. while agitating until the prepolymer begins to expand. It expands 3 to 12 times its original volume thereby producing a poly (urethane silicate) cellular solid.
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11853280A | 1980-02-04 | 1980-02-04 | |
US118532 | 2002-04-08 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0044832A1 EP0044832A1 (en) | 1982-02-03 |
EP0044832A4 true EP0044832A4 (en) | 1982-07-06 |
Family
ID=22379186
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19800900962 Withdrawn EP0044832A4 (en) | 1980-02-04 | 1980-04-14 | PRODUCTION OF SOLID OR SOLID CELL POLY (POLYISOCYANATE SILICATE) USING ALKALINE METAL SILICATES. |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0044832A4 (enrdf_load_stackoverflow) |
GB (1) | GB2082611A (enrdf_load_stackoverflow) |
NL (1) | NL8020181A (enrdf_load_stackoverflow) |
SE (1) | SE8105379L (enrdf_load_stackoverflow) |
WO (1) | WO1981002300A1 (enrdf_load_stackoverflow) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
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US5292830A (en) * | 1991-06-20 | 1994-03-08 | Tonen Corporation | Thermosetting copolymers, silicon carbide-based fiber and processes for producing same |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4107140A (en) * | 1977-02-02 | 1978-08-15 | Blount David H | Production of the reaction products of oxidated silicon compounds reacting with organic monohydroxy compounds |
US4159369A (en) * | 1972-06-14 | 1979-06-26 | Blount David H | Process for the production of poly (urethane silicate) cellular solid/solid products |
US4185147A (en) * | 1970-09-11 | 1980-01-22 | Blount David H | Production of amino-silicate compounds, condensation resinous products and foam |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1186771A (en) * | 1967-05-12 | 1970-04-02 | Conteki Dev Ltd | Silicious Products |
DE2512170C3 (de) * | 1975-03-20 | 1981-06-11 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von gegebenenfalls schaumförmigem, harten anorganisch-organischem Verbundmaterial |
-
1980
- 1980-04-14 NL NL8020181A patent/NL8020181A/nl unknown
- 1980-04-14 WO PCT/US1980/000410 patent/WO1981002300A1/en not_active Application Discontinuation
- 1980-04-14 GB GB8127163A patent/GB2082611A/en not_active Withdrawn
- 1980-04-14 EP EP19800900962 patent/EP0044832A4/en not_active Withdrawn
-
1981
- 1981-09-10 SE SE8105379A patent/SE8105379L/ not_active Application Discontinuation
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4185147A (en) * | 1970-09-11 | 1980-01-22 | Blount David H | Production of amino-silicate compounds, condensation resinous products and foam |
US4159369A (en) * | 1972-06-14 | 1979-06-26 | Blount David H | Process for the production of poly (urethane silicate) cellular solid/solid products |
US4107140A (en) * | 1977-02-02 | 1978-08-15 | Blount David H | Production of the reaction products of oxidated silicon compounds reacting with organic monohydroxy compounds |
Non-Patent Citations (1)
Title |
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See also references of WO8102300A1 * |
Also Published As
Publication number | Publication date |
---|---|
WO1981002300A1 (en) | 1981-08-20 |
GB2082611A (en) | 1982-03-10 |
NL8020181A (enrdf_load_stackoverflow) | 1981-12-01 |
SE8105379L (sv) | 1981-09-10 |
EP0044832A1 (en) | 1982-02-03 |
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