JP7421900B2 - Heat insulating sandwich panel and curable composition used therein - Google Patents
Heat insulating sandwich panel and curable composition used therein Download PDFInfo
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- JP7421900B2 JP7421900B2 JP2019188550A JP2019188550A JP7421900B2 JP 7421900 B2 JP7421900 B2 JP 7421900B2 JP 2019188550 A JP2019188550 A JP 2019188550A JP 2019188550 A JP2019188550 A JP 2019188550A JP 7421900 B2 JP7421900 B2 JP 7421900B2
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- heat insulating
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- 239000000203 mixture Substances 0.000 title claims description 24
- -1 polyol compound Chemical class 0.000 claims description 83
- 229920005862 polyol Polymers 0.000 claims description 53
- 150000001875 compounds Chemical class 0.000 claims description 32
- 239000003063 flame retardant Substances 0.000 claims description 30
- 239000003054 catalyst Substances 0.000 claims description 28
- 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 20
- 239000004604 Blowing Agent Substances 0.000 claims description 14
- 239000000463 material Substances 0.000 claims description 13
- 239000005056 polyisocyanate Substances 0.000 claims description 12
- 229920001228 polyisocyanate Polymers 0.000 claims description 12
- 229910019142 PO4 Inorganic materials 0.000 claims description 8
- 239000010452 phosphate Substances 0.000 claims description 8
- 150000003077 polyols Chemical class 0.000 description 29
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 15
- 239000007983 Tris buffer Substances 0.000 description 14
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 14
- 229910052782 aluminium Inorganic materials 0.000 description 14
- 239000006260 foam Substances 0.000 description 14
- 239000004721 Polyphenylene oxide Substances 0.000 description 13
- 229920000570 polyether Polymers 0.000 description 13
- 239000000835 fiber Substances 0.000 description 12
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 12
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 10
- 229920005906 polyester polyol Polymers 0.000 description 10
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 125000003118 aryl group Chemical group 0.000 description 9
- 125000002947 alkylene group Chemical group 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 229920000388 Polyphosphate Chemical class 0.000 description 7
- 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 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 239000003112 inhibitor Substances 0.000 description 7
- 239000012948 isocyanate Substances 0.000 description 7
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 7
- PTMHPRAIXMAOOB-UHFFFAOYSA-L phosphoramidate Chemical compound NP([O-])([O-])=O PTMHPRAIXMAOOB-UHFFFAOYSA-L 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- 239000001205 polyphosphate Chemical class 0.000 description 7
- 235000011176 polyphosphates Nutrition 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 6
- 229910000831 Steel Inorganic materials 0.000 description 6
- 125000004122 cyclic group Chemical group 0.000 description 6
- NXHKQBCTZHECQF-UHFFFAOYSA-N ethyl(methyl)phosphinic acid Chemical compound CCP(C)(O)=O NXHKQBCTZHECQF-UHFFFAOYSA-N 0.000 description 6
- 238000009413 insulation Methods 0.000 description 6
- 150000002513 isocyanates Chemical class 0.000 description 6
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 6
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 6
- 239000003381 stabilizer Substances 0.000 description 6
- 239000010959 steel Substances 0.000 description 6
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- BEQVQKJCLJBTKZ-UHFFFAOYSA-N diphenylphosphinic acid Chemical compound C=1C=CC=CC=1P(=O)(O)C1=CC=CC=C1 BEQVQKJCLJBTKZ-UHFFFAOYSA-N 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 150000003014 phosphoric acid esters Chemical class 0.000 description 5
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 5
- 239000001294 propane Substances 0.000 description 5
- 150000005846 sugar alcohols Polymers 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 229920003232 aliphatic polyester Polymers 0.000 description 4
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 4
- 229910052797 bismuth Inorganic materials 0.000 description 4
- 150000001735 carboxylic acids Chemical class 0.000 description 4
- KTLIMPGQZDZPSB-UHFFFAOYSA-N diethylphosphinic acid Chemical compound CCP(O)(=O)CC KTLIMPGQZDZPSB-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000020169 heat generation Effects 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 150000007519 polyprotic acids Polymers 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- 241000894007 species Species 0.000 description 4
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000004310 lactic acid Substances 0.000 description 3
- 235000014655 lactic acid Nutrition 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 235000005985 organic acids Nutrition 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- LDTMPQQAWUMPKS-OWOJBTEDSA-N (e)-1-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)\C=C\Cl LDTMPQQAWUMPKS-OWOJBTEDSA-N 0.000 description 2
- NUPBXTZOBYEVIR-UHFFFAOYSA-N 1,1,2,3,3,4,4-heptafluorobut-1-ene Chemical compound FC(F)C(F)(F)C(F)=C(F)F NUPBXTZOBYEVIR-UHFFFAOYSA-N 0.000 description 2
- SXKNYNUXUHCUHX-UHFFFAOYSA-N 1,1,2,3,3,4-hexafluorobut-1-ene Chemical compound FCC(F)(F)C(F)=C(F)F SXKNYNUXUHCUHX-UHFFFAOYSA-N 0.000 description 2
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 2
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 description 2
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 2
- OQISUJXQFPPARX-UHFFFAOYSA-N 2-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(Cl)=C OQISUJXQFPPARX-UHFFFAOYSA-N 0.000 description 2
- FDMFUZHCIRHGRG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-ene Chemical class FC(F)(F)C=C FDMFUZHCIRHGRG-UHFFFAOYSA-N 0.000 description 2
- 239000004114 Ammonium polyphosphate Substances 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 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
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 229920002323 Silicone foam Polymers 0.000 description 2
- WOURXYYHORRGQO-UHFFFAOYSA-N Tri(3-chloropropyl) phosphate Chemical compound ClCCCOP(=O)(OCCCCl)OCCCCl WOURXYYHORRGQO-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 235000019826 ammonium polyphosphate Nutrition 0.000 description 2
- 229920001276 ammonium polyphosphate Polymers 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 239000004566 building material Substances 0.000 description 2
- SPWAXFLJYHRRJL-UHFFFAOYSA-N butyl(ethyl)phosphinic acid Chemical compound CCCCP(O)(=O)CC SPWAXFLJYHRRJL-UHFFFAOYSA-N 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- KTLIMPGQZDZPSB-UHFFFAOYSA-M diethylphosphinate Chemical compound CCP([O-])(=O)CC KTLIMPGQZDZPSB-UHFFFAOYSA-M 0.000 description 2
- DEIBDMBCQKNEGF-UHFFFAOYSA-N diphenylphosphinic acid zinc Chemical compound [Zn].OP(=O)(c1ccccc1)c1ccccc1.OP(=O)(c1ccccc1)c1ccccc1 DEIBDMBCQKNEGF-UHFFFAOYSA-N 0.000 description 2
- YMYBCOQEWNYPBY-UHFFFAOYSA-N ethyl(methyl)phosphinic acid zinc Chemical compound [Zn].CCP(C)(O)=O.CCP(C)(O)=O YMYBCOQEWNYPBY-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 239000011147 inorganic material Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 150000002903 organophosphorus compounds Chemical class 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical class [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
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- 239000000843 powder Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000013514 silicone foam Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
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- HXGJLXHRDNOUEA-UHFFFAOYSA-N (2,5-dihydroxyphenyl) diphenyl phosphate Chemical compound OC1=CC=C(O)C(OP(=O)(OC=2C=CC=CC=2)OC=2C=CC=CC=2)=C1 HXGJLXHRDNOUEA-UHFFFAOYSA-N 0.000 description 1
- CDOOAUSHHFGWSA-OWOJBTEDSA-N (e)-1,3,3,3-tetrafluoroprop-1-ene Chemical compound F\C=C\C(F)(F)F CDOOAUSHHFGWSA-OWOJBTEDSA-N 0.000 description 1
- DMUPYMORYHFFCT-UPHRSURJSA-N (z)-1,2,3,3,3-pentafluoroprop-1-ene Chemical compound F\C=C(/F)C(F)(F)F DMUPYMORYHFFCT-UPHRSURJSA-N 0.000 description 1
- ZUAQTIHDWIHCSV-UPHRSURJSA-N (z)-1,2,3,3-tetrafluoroprop-1-ene Chemical compound F\C=C(/F)C(F)F ZUAQTIHDWIHCSV-UPHRSURJSA-N 0.000 description 1
- YFMFNYKEUDLDTL-UHFFFAOYSA-N 1,1,1,2,3,3,3-heptafluoropropane Chemical compound FC(F)(F)C(F)C(F)(F)F YFMFNYKEUDLDTL-UHFFFAOYSA-N 0.000 description 1
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 1
- WZLFPVPRZGTCKP-UHFFFAOYSA-N 1,1,1,3,3-pentafluorobutane Chemical compound CC(F)(F)CC(F)(F)F WZLFPVPRZGTCKP-UHFFFAOYSA-N 0.000 description 1
- UJPMYEOUBPIPHQ-UHFFFAOYSA-N 1,1,1-trifluoroethane Chemical compound CC(F)(F)F UJPMYEOUBPIPHQ-UHFFFAOYSA-N 0.000 description 1
- WXGNWUVNYMJENI-UHFFFAOYSA-N 1,1,2,2-tetrafluoroethane Chemical compound FC(F)C(F)F WXGNWUVNYMJENI-UHFFFAOYSA-N 0.000 description 1
- NDMMKOCNFSTXRU-UHFFFAOYSA-N 1,1,2,3,3-pentafluoroprop-1-ene Chemical class FC(F)C(F)=C(F)F NDMMKOCNFSTXRU-UHFFFAOYSA-N 0.000 description 1
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- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 239000002655 kraft paper Substances 0.000 description 1
- ZADRSPBLAQBZEC-UHFFFAOYSA-N lithium;pentane-2,4-dione Chemical compound [Li].CC(=O)CC(C)=O ZADRSPBLAQBZEC-UHFFFAOYSA-N 0.000 description 1
- 230000007774 longterm Effects 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
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- YSRVJVDFHZYRPA-UHFFFAOYSA-N melem Chemical compound NC1=NC(N23)=NC(N)=NC2=NC(N)=NC3=N1 YSRVJVDFHZYRPA-UHFFFAOYSA-N 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000011490 mineral wool Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- DWFKOMDBEKIATP-UHFFFAOYSA-N n'-[2-[2-(dimethylamino)ethyl-methylamino]ethyl]-n,n,n'-trimethylethane-1,2-diamine Chemical compound CN(C)CCN(C)CCN(C)CCN(C)C DWFKOMDBEKIATP-UHFFFAOYSA-N 0.000 description 1
- MUMVIYLVHVCYGI-UHFFFAOYSA-N n,n,n',n',n",n"-hexamethylmethanetriamine Chemical compound CN(C)C(N(C)C)N(C)C MUMVIYLVHVCYGI-UHFFFAOYSA-N 0.000 description 1
- TXXWBTOATXBWDR-UHFFFAOYSA-N n,n,n',n'-tetramethylhexane-1,6-diamine Chemical compound CN(C)CCCCCCN(C)C TXXWBTOATXBWDR-UHFFFAOYSA-N 0.000 description 1
- XFLSMWXCZBIXLV-UHFFFAOYSA-N n,n-dimethyl-2-(4-methylpiperazin-1-yl)ethanamine Chemical compound CN(C)CCN1CCN(C)CC1 XFLSMWXCZBIXLV-UHFFFAOYSA-N 0.000 description 1
- GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical compound CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- NTNWKDHZTDQSST-UHFFFAOYSA-N naphthalene-1,2-diamine Chemical compound C1=CC=CC2=C(N)C(N)=CC=C21 NTNWKDHZTDQSST-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- YAFOVCNAQTZDQB-UHFFFAOYSA-N octyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCCCCCCCC)OC1=CC=CC=C1 YAFOVCNAQTZDQB-UHFFFAOYSA-N 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- MSSNHSVIGIHOJA-UHFFFAOYSA-N pentafluoropropane Chemical compound FC(F)CC(F)(F)F MSSNHSVIGIHOJA-UHFFFAOYSA-N 0.000 description 1
- UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 description 1
- 150000008298 phosphoramidates Chemical class 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000010454 slate Substances 0.000 description 1
- SIGUVTURIMRFDD-UHFFFAOYSA-M sodium dioxidophosphanium Chemical compound [Na+].[O-][PH2]=O SIGUVTURIMRFDD-UHFFFAOYSA-M 0.000 description 1
- 229910001379 sodium hypophosphite Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 1
- 150000005622 tetraalkylammonium hydroxides Chemical class 0.000 description 1
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- BXJWDOYMROEHEN-UHFFFAOYSA-N tributylstibane Chemical compound CCCC[Sb](CCCC)CCCC BXJWDOYMROEHEN-UHFFFAOYSA-N 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- NQISDOIAJWWPGA-UHFFFAOYSA-N triethyl(3-hydroxypropyl)azanium Chemical compound CC[N+](CC)(CC)CCCO NQISDOIAJWWPGA-UHFFFAOYSA-N 0.000 description 1
- GZBUMTPCIKCWFW-UHFFFAOYSA-N triethylcholine Chemical compound CC[N+](CC)(CC)CCO GZBUMTPCIKCWFW-UHFFFAOYSA-N 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- KOWVWXQNQNCRRS-UHFFFAOYSA-N tris(2,4-dimethylphenyl) phosphate Chemical compound CC1=CC(C)=CC=C1OP(=O)(OC=1C(=CC(C)=CC=1)C)OC1=CC=C(C)C=C1C KOWVWXQNQNCRRS-UHFFFAOYSA-N 0.000 description 1
- WTLBZVNBAKMVDP-UHFFFAOYSA-N tris(2-butoxyethyl) phosphate Chemical compound CCCCOCCOP(=O)(OCCOCCCC)OCCOCCCC WTLBZVNBAKMVDP-UHFFFAOYSA-N 0.000 description 1
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000002025 wood fiber Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- DXZMANYCMVCPIM-UHFFFAOYSA-L zinc;diethylphosphinate Chemical compound [Zn+2].CCP([O-])(=O)CC.CCP([O-])(=O)CC DXZMANYCMVCPIM-UHFFFAOYSA-L 0.000 description 1
- MXMCTPBQIJWVBA-UHFFFAOYSA-L zinc;dimethylphosphinate Chemical compound [Zn+2].CP(C)([O-])=O.CP(C)([O-])=O MXMCTPBQIJWVBA-UHFFFAOYSA-L 0.000 description 1
- GYKKGOMJFMCRIN-UHFFFAOYSA-L zinc;ethyl(methyl)phosphinate Chemical compound [Zn+2].CCP(C)([O-])=O.CCP(C)([O-])=O GYKKGOMJFMCRIN-UHFFFAOYSA-L 0.000 description 1
Description
本発明は、断熱性、耐熱性に優れる断熱サンドイッチパネルに関する。 The present invention relates to a heat insulating sandwich panel having excellent heat insulation properties and heat resistance.
従来より、建築物、土木構築物等の建材として、金属板等の間に断熱材を積層した断熱サンドイッチパネルが使用されている。
近年では、断熱性能に加え、耐熱性能を有するサンドイッチパネルが求められるようになり、例えば断熱性、耐熱性を有する材料として、ロックウールやグラスウール等の無機材料、水酸化アルミニウム、ポリリン酸アンモニウムあるいは炭酸カルシウム等の無機材料粉等を混入したウレタンフォーム等が挙げられ、これらの材料を金属板等の間に積層した技術が研究されている（特許文献１）。
2. Description of the Related Art Heat-insulating sandwich panels, in which a heat-insulating material is laminated between metal plates, have been used as building materials for buildings, civil engineering structures, and the like.
In recent years, there has been a demand for sandwich panels that have not only heat insulation performance but also heat resistance performance. Examples include urethane foam mixed with inorganic material powder such as calcium, and a technique in which these materials are laminated between metal plates and the like is being researched (Patent Document 1).
しかしながら、上記ロックウールやグラスウール等の無機材料では、十分な断熱性能が得られない場合があった。
また上記水酸化アルミニウム、ポリリン酸アンモニウムあるいは炭酸カルシウム等の無機材料粉等を混入したウレタンフォーム等では、十分な耐熱性能が得られない場合あった。
However, inorganic materials such as rock wool and glass wool may not provide sufficient heat insulation performance.
In addition, urethane foams mixed with inorganic powders such as aluminum hydroxide, ammonium polyphosphate, or calcium carbonate may not have sufficient heat resistance.
本発明はこのような課題に鑑みなされたもので、本発明の主たる目的は、断熱性、耐熱性に優れる断熱サンドイッチパネルを得ることである。 The present invention has been made in view of the above problems, and the main purpose of the present invention is to obtain a heat insulating sandwich panel having excellent heat insulation properties and heat resistance.
本発明者らは、上記問題を解決するために鋭意検討した結果、断熱サンドイッチパネルに用いる断熱層として、ポリオール化合物、発泡剤、触媒、ホスフィン酸塩化合物及び／またはホスホロアミダート化合物を含む難燃剤、ポリイソシアネート化合物を含む硬化性組成物を用いることにより、断熱性、耐熱性に優れる断熱サンドイッチパネルが得られることを見出し、本発明の完成に至った。 As a result of intensive studies to solve the above problems, the present inventors have found that the heat insulating layer used in the heat insulating sandwich panel contains a polyol compound, a blowing agent, a catalyst, a phosphinate compound, and/or a phosphoramidate compound. The present inventors have discovered that a heat-insulating sandwich panel with excellent heat-insulating properties and heat resistance can be obtained by using a curable composition containing a refractory agent and a polyisocyanate compound, leading to the completion of the present invention.
すなわち、本発明は以下の特徴を有するものである。
１．２枚の面材の間に、断熱層が積層された断熱サンドイッチパネルであって、
該断熱層が、ポリオール化合物、発泡剤、触媒、難燃剤、及びポリイソシアネート化合物を含む硬化性組成物から形成されるものであり、
該難燃剤が、ホスフィン酸塩化合物とリン酸エステル、及び／またはホスホロアミダート化合物を含むこと特徴とする断熱サンドイッチパネル。
２．断熱サンドイッチパネルに用いる断熱層用の硬化性組成物であって、
ポリオール化合物、発泡剤、触媒、難燃剤、及びポリイソシアネート化合物を含み、
該難燃剤が、ホスフィン酸塩化合物とリン酸エステル、及び／またはホスホロアミダート化合物を含むことを特徴とする断熱サンドイッチパネル用の硬化性組成物。
That is, the present invention has the following features.
1. A heat insulating sandwich panel in which a heat insulating layer is laminated between two face materials,
The heat insulating layer is formed from a curable composition containing a polyol compound, a blowing agent, a catalyst, a flame retardant, and a polyisocyanate compound,
A heat-insulating sandwich panel characterized in that the flame retardant contains a phosphinate compound , a phosphate ester, and/or a phosphoramidate compound.
2. A curable composition for a heat insulating layer used in a heat insulating sandwich panel, the composition comprising:
Contains polyol compounds, blowing agents, catalysts, flame retardants, and polyisocyanate compounds,
A curable composition for a heat insulating sandwich panel, wherein the flame retardant contains a phosphinate compound , a phosphate ester, and/or a phosphoramidate compound.
本発明によれば、断熱性、耐熱性に優れる断熱サンドイッチパネルが提供できる。 According to the present invention, a heat insulating sandwich panel with excellent heat insulation properties and heat resistance can be provided.
以下、本発明を実施するための形態について説明する。 EMBODIMENT OF THE INVENTION Hereinafter, the form for implementing this invention is demonstrated.
本発明は、２枚の面材の間に、断熱層が積層された断熱サンドイッチパネルである。 The present invention is a heat insulating sandwich panel in which a heat insulating layer is laminated between two panels.
本発明の断熱サンドイッチパネルは、例えば、建築物の壁材用として使用でき、さらに、プラント、トンネル等の土木構築物用、冷蔵・冷凍庫、車輌、船舶、航空機、保温ボックス、電子機器、家電等の用途でも使用することができる。本発明の断熱サンドイッチパネルは、防耐火性を有するパネルとして使用することもでき、例えば、建築物外壁用の防耐火断熱建材として使用できる。 The insulating sandwich panel of the present invention can be used, for example, as a wall material for buildings, and can also be used for civil engineering structures such as plants and tunnels, refrigerators/freezers, vehicles, ships, aircraft, heat insulation boxes, electronic equipment, home appliances, etc. It can also be used for other purposes. The heat insulating sandwich panel of the present invention can also be used as a panel having fireproof properties, for example, as a fireproof and heat insulating building material for the outer wall of a building.
本発明で用いる面材としては、例えば、ガルバリウム鋼板（登録商標）、亜鉛メッキ鋼板、ステンレス鋼板、アルミニウム板、チタン板、表面処理鋼板等の金属板、スレート板、モルタル板、セメント板、セラミック板、ケイ酸カルシウム板、炭酸カルシウム板、石膏ボード、窯業ボード等の無機質板、木質ボード、プラスチックボード等、また、樹脂フィルム、織布、不織布、クラフト紙、段ボール等が挙げられ、これらのうち１種または２種以上を複合して用いることができる。 Examples of facing materials used in the present invention include metal plates such as galvalume steel plates (registered trademark), galvanized steel plates, stainless steel plates, aluminum plates, titanium plates, and surface-treated steel plates, slate plates, mortar plates, cement plates, and ceramic plates. , calcium silicate boards, calcium carbonate boards, gypsum boards, inorganic boards such as ceramic boards, wood boards, plastic boards, etc., as well as resin films, woven fabrics, non-woven fabrics, kraft paper, cardboard, etc. Among these, 1 A species or a combination of two or more species can be used.
本発明で用いる断熱層は、ポリオール化合物、発泡剤、触媒、ホスフィン酸塩化合物及び／またはホスホロアミダート化合物を含む難燃剤、及びポリイソシアネート化合物を含む硬化性組成物から形成されるものである。
このような硬化性組成物は、ウレタンフォームを形成するもので、難燃剤としてホスフィン酸塩化合物を含むことにより、断熱性と耐熱性を兼ね備えた断熱サンドイッチパネルを得ることができる
The heat insulating layer used in the present invention is formed from a curable composition containing a polyol compound, a blowing agent, a catalyst, a flame retardant containing a phosphinate compound and/or a phosphoramidate compound, and a polyisocyanate compound. .
Such a curable composition forms urethane foam, and by containing a phosphinate compound as a flame retardant, it is possible to obtain a heat-insulating sandwich panel that has both heat-insulating properties and heat resistance.
ポリオール化合物としては、例えば、ポリエステルポリオール、ポリエーテルポリオール、ポリカーボネートポリオール、ポリラクトンポリオール、ポリブタジエンポリオール、ポリペンタジエンポリオール、ひまし油系ポリオール等が挙げられ、これらの１種または２種以上が使用できる。 Examples of the polyol compound include polyester polyol, polyether polyol, polycarbonate polyol, polylactone polyol, polybutadiene polyol, polypentadiene polyol, and castor oil polyol, and one or more of these can be used.
このうち、ポリエステルポリオールとしては、例えば、芳香族ポリエステルポリオール、脂肪族ポリエステルポリオール、芳香族／脂肪族ポリエステルポリオール等が挙げられ、これらの１種または２種以上が使用できる。
具体的に、芳香族ポリエステルポリオールは、１分子中に芳香族炭化水素を有するポリオールのことで、例えば、オルトフタル酸、イソフタル酸、テレフタル酸、無水フタル酸等の芳香族多塩基酸と多価アルコールとを反応させて得られる縮合ポリエステルポリオール、ポリエチレンテレフタレート等のフタル酸系ポリエステル成形物を分解して得られるフタル酸系ポリエステルポリオール等が挙げられる。また、多価アルコールとしては、例えば、２価以上のアルコール類及びその誘導体、２価以上のフェノール類、ポリオール類等が挙げられる。
脂肪族ポリエステルポリオールは、１分子中に脂肪族炭化水素を有するポリオールのことで、例えば、コハク酸、アジピン酸、アゼライン酸、セバシン酸、マレイン酸、フマル酸等の脂肪族多塩基酸と多価アルコールとを反応させて得られる縮合ポリエステルポリオール等が挙げられる。
芳香族／脂肪族ポリエステルポリオールは、１分子中に脂肪族炭化水素及び芳香族炭化水素を有するポリオールのことで、芳香族多塩基酸及び脂肪族多塩基酸と多価アルコールとを反応させて得られる縮合ポリエステルポリオール等が挙げられる。
本発明では、ポリオール化合物としてポリエステルポリオールを含むことが好ましい。
Among these, examples of polyester polyols include aromatic polyester polyols, aliphatic polyester polyols, aromatic/aliphatic polyester polyols, etc., and one or more of these can be used.
Specifically, aromatic polyester polyol is a polyol that has an aromatic hydrocarbon in one molecule, such as aromatic polybasic acids such as orthophthalic acid, isophthalic acid, terephthalic acid, and phthalic anhydride, and polyhydric alcohols. and phthalic acid polyester polyols obtained by decomposing a phthalic acid polyester molded product such as polyethylene terephthalate. Further, examples of the polyhydric alcohol include alcohols having a valence of 2 or more and derivatives thereof, phenols having a valence of 2 or more, polyols, and the like.
Aliphatic polyester polyol is a polyol having an aliphatic hydrocarbon in one molecule, for example, an aliphatic polybasic acid such as succinic acid, adipic acid, azelaic acid, sebacic acid, maleic acid, fumaric acid, etc. Examples include condensed polyester polyols obtained by reacting with alcohol.
Aromatic/aliphatic polyester polyol is a polyol containing an aliphatic hydrocarbon and an aromatic hydrocarbon in one molecule, and is obtained by reacting an aromatic polybasic acid or an aliphatic polybasic acid with a polyhydric alcohol. Examples include condensed polyester polyols.
In the present invention, it is preferable that a polyester polyol is included as the polyol compound.
ポリエーテルポリオールとしては、例えば、芳香族ポリエーテルポリオール、リン含有ポリエーテルポリオール、グリセリン系ポリエーテルポリオール、アミノ基含有ポリエーテルポリオール等が挙げられる。具体的に、芳香族ポリエーテルポリオールとしては、例えば、ビスフェノールＡを開始剤としてアルキレンオキサイド（例えば、エチレンオキサイド、プロピレンオキサイド等）を付加することで得られるビスフェノールＡ型ポリエーテルポリオール、芳香族アミン（例えば、トルエンジアミン、ジエチルトルエンジアミン、４，４’－ジアミノジフェニルメタン、ｐ－フェニレンジアミン、ｏ－フェニレンジアミン、ナフタレンジアミン、トリエタノールアミン、マンニッヒ縮合物等）を開始剤としてアルキレンオキサイドを付加することで得られる芳香族アミン系ポリエーテルポリオール等が挙げられる。リン含有ポリエーテルポリオールとしては、例えば、リン酸エステル構造を有するジオールであるジアルキル－Ｎ，Ｎ－ビス（２－ヒドロキシエチル）アミノメチルホスホネート等が挙げられる。グリセリン系ポリエーテルポリオールとしては、グリセリンを開始剤としてアルキレンオキサイドを付加することで得られるポリエーテルポリオール等が挙げられる。アミノ基含有ポリエーテルポリオールとしては、例えば、低分子量アミン（例えば、エチレンジアミン、プロピレンジアミン、ブチレンジアミン、ヘキサメチレンジアミン、ネオペンチルジアミン等）を開始剤としてアルキレンオキサイドを付加したもの等が挙げられる。 Examples of the polyether polyols include aromatic polyether polyols, phosphorus-containing polyether polyols, glycerin-based polyether polyols, and amino group-containing polyether polyols. Specifically, aromatic polyether polyols include, for example, bisphenol A-type polyether polyols obtained by adding alkylene oxide (e.g., ethylene oxide, propylene oxide, etc.) using bisphenol A as an initiator, aromatic amines ( For example, by adding alkylene oxide using an initiator such as toluene diamine, diethyltoluene diamine, 4,4'-diaminodiphenylmethane, p-phenylene diamine, o-phenylene diamine, naphthalene diamine, triethanolamine, Mannich condensate, etc. Examples include the aromatic amine polyether polyols obtained. Examples of the phosphorus-containing polyether polyol include dialkyl-N,N-bis(2-hydroxyethyl)aminomethylphosphonate, which is a diol having a phosphate ester structure. Examples of glycerin-based polyether polyols include polyether polyols obtained by adding alkylene oxide to glycerin as an initiator. Examples of amino group-containing polyether polyols include those obtained by adding alkylene oxide using a low molecular weight amine (eg, ethylene diamine, propylene diamine, butylene diamine, hexamethylene diamine, neopentyl diamine, etc.) as an initiator.
本発明におけるポリオール化合物の水酸基価は、特に限定されないが、５０ｍｇＫＯＨ／ｇ以上５００ｍｇＫＯＨ／ｇ以下であることが望ましい。
なお水酸基価は、試料１ｇに含まれる水酸基と等モルの水酸化カリウムのｍｇ数によって表される値であり、ＪＩＳ Ｋ １５５７－１：２００７ プラスチック－ポリウレタン原料ポリオール試験方法－第１部：水酸基価の求め方に基づいて測定した値である。ポリオール化合物の水酸基価とは、全てのポリオール化合物の混合物で測定した値である。
The hydroxyl value of the polyol compound in the present invention is not particularly limited, but is preferably 50 mgKOH/g or more and 500 mgKOH/g or less.
The hydroxyl value is a value expressed by the number of mg of potassium hydroxide equivalent to the hydroxyl group contained in 1 g of the sample, and is based on JIS K 1557-1:2007 Plastics - Polyurethane raw material polyol test method - Part 1: Hydroxyl value This is the value measured based on the calculation method. The hydroxyl value of a polyol compound is a value measured for a mixture of all polyol compounds.
発泡剤としては、例えば、ハイドロカーボン、ハイドロクロロフルオロカーボン、ハイドロフルオロカーボン、ハイドロフルオロオレフィン、ハイドロクロロフルオロオレフィン、水、液化炭酸ガス等が挙げられ、これらの１種または２種以上が使用できる。 Examples of the blowing agent include hydrocarbons, hydrochlorofluorocarbons, hydrofluorocarbons, hydrofluoroolefins, hydrochlorofluoroolefins, water, and liquefied carbon dioxide, and one or more of these can be used.
このうち、ハイドロカーボンとしては、例えば、プロパン、ブタン、ペンタン、ヘキサン、へプタン、シクロプロパン、シクロブタン、シクロペンタン、シクロヘキサン、シクロへプタン等が挙げられる。ハイドロクロロフルオロカーボン（ＨＣＦＣ）としては、例えば、１，１－ジクロロ－１－フルオロエタン（ＨＣＦＣ－１４１Ｂ）、１－クロロ－１，１－ジフルオロエタン（ＨＣＦＣ－１４２Ｂ）、クロロジフルオロメタン（ＨＣＦＣ－２２）等が挙げられる。ハイドロフルオロカーボン（ＨＦＣ）としては、例えば、ジフルオロメタン（ＨＦＣ３２）、１，１，１，２，２－ペンタフルオロエタン（ＨＦＣ１２５）、１，１，１－トリフルオロエタン（ＨＦＣ１４３ａ）、１，１，２，２－テトラフルオロエタン（ＨＦＣ１３４）、１，１，１，２－テトラフルオロエタン（ＨＦＣ１３４ａ）、１，１－ジフルオロエタン（ＨＦＣ１５２ａ）、１，１，１，２，３，３，３－ヘプタフルオロプロパン（ＨＦＣ２２７ｅａ）、１，１，１，３，３－ペンタフルオロプロパン（ＨＦＣ２４５ｆａ）、１，１，１，３，３－ペンタフルオロブタン（ＨＦＣ３６５ｍｆｃ）、１，１，１，２，２，３，４，５，５，５－デカフルオロペンタン（ＨＦＣ４３１０ｍｅｅ）等が挙げられる。 Among these, examples of hydrocarbons include propane, butane, pentane, hexane, heptane, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, and the like. Examples of hydrochlorofluorocarbons (HCFCs) include 1,1-dichloro-1-fluoroethane (HCFC-141B), 1-chloro-1,1-difluoroethane (HCFC-142B), and chlorodifluoromethane (HCFC-22). etc. Examples of hydrofluorocarbons (HFCs) include difluoromethane (HFC32), 1,1,1,2,2-pentafluoroethane (HFC125), 1,1,1-trifluoroethane (HFC143a), 1,1, 2,2-tetrafluoroethane (HFC134), 1,1,1,2-tetrafluoroethane (HFC134a), 1,1-difluoroethane (HFC152a), 1,1,1,2,3,3,3-hepta Fluoropropane (HFC227ea), 1,1,1,3,3-pentafluoropropane (HFC245fa), 1,1,1,3,3-pentafluorobutane (HFC365mfc), 1,1,1,2,2, Examples include 3,4,5,5,5-decafluoropentane (HFC4310mee).
ハイドロフルオロオレフィン（ＨＦＯ）としては、例えば、１，２，３，３，３－ペンタフルオロプロペン（ＨＦＯ１２２５ｙｅ）等のペンタフルオロプロペン、１，３，３，３－テトラフルオロプロペン（ＨＦＯ１２３４ｚｅ）、２，３，３，３－テトラフルオロプロペン（ＨＦＯ１２３４ｙｆ）、１，２，３，３－テトラフルオロプロペン（ＨＦＯ１２３４ｙｅ）等のテトラフルオロプロペン、３，３，３－トリフルオロプロペン（ＨＦＯ１２４３ｚｆ）等のトリフルオロプロペン、テトラフルオロブテン（ＨＦＯ１３４５）、ペンタフルオロブテン（ＨＦＯ１３５４）、ヘキサフルオロブテン（ＨＦＯ１３３６）、ヘプタフルオロブテン（ＨＦＯ１３２７）、ヘプタフルオロペンテン（ＨＦＯ１４４７）、オクタフルオロペンテン（ＨＦＯ１４３８）、ノナフルオロペンテン（ＨＦＯ１４２９）等、あるいはこれらの異性体（シス体、トランス体）等が挙げられる。ハイドロクロロフルオロオレフィン（ＨＣＦＯ）としては、例えば、１－クロロ－３，３，３－トリフルオロプロペン（ＨＣＦＯ－１２３３ｚｄ）、２－クロロ－３，３，３－トリフルオロプロペン（ＨＣＦＯ－１２３３ｘｆ）、ジクロロトリフルオロプロペン（ＨＣＦＯ１２２３）等、あるいはこれらの異性体（シス体、トランス体）等が挙げられる。
本発明における発泡剤としては、ハイドロフルオロオレフィン、ハイドロクロロフルオロオレフィン、水から選ばれる１種または２種以上が好適であり、例えばハイドロフルオロオレフィンと水、ハイドロクロロフルオロオレフィンと水、ハイドロフルオロオレフィンとハイドロクロロフルオロオレフィンと水等、各発泡剤を組み合わせて使用することができる。
Examples of hydrofluoroolefins (HFO) include pentafluoropropenes such as 1,2,3,3,3-pentafluoropropene (HFO1225ye), 1,3,3,3-tetrafluoropropene (HFO1234ze), 2, Tetrafluoropropenes such as 3,3,3-tetrafluoropropene (HFO1234yf) and 1,2,3,3-tetrafluoropropene (HFO1234ye), trifluoropropenes such as 3,3,3-trifluoropropene (HFO1243zf) , tetrafluorobutene (HFO1345), pentafluorobutene (HFO1354), hexafluorobutene (HFO1336), heptafluorobutene (HFO1327), heptafluoropentene (HFO1447), octafluoropentene (HFO1438), nonafluoropentene (HFO1429), etc. , or their isomers (cis form, trans form), etc. Examples of hydrochlorofluoroolefins (HCFO) include 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd), 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf), Examples include dichlorotrifluoropropene (HCFO1223) and their isomers (cis form, trans form).
The blowing agent in the present invention is preferably one or more selected from hydrofluoroolefins, hydrochlorofluoroolefins, and water, such as hydrofluoroolefins and water, hydrochlorofluoroolefins and water, and hydrofluoroolefins and water. A combination of blowing agents such as hydrochlorofluoroolefin and water can be used.
発泡剤の混合量は、ポリオール化合物１００重量部に対して、好ましくは１０重量部以上２００重量部以下、より好ましくは２０重量部以上１８０重量部以下、さらに好ましくは３０重量部以上１５０重量部以下である。また、発泡剤として、ハイドロフルオロオレフィン及び／またはハイドロクロロフルオロオレフィンと水を含む場合、ハイドロフルオロオレフィン及び／またはハイドロクロロフルオロオレフィンと、水との混合比率（重量比率）が１００：０．５～１００：５（さらには１００：０．８～１００：４）であることが好ましい。このような範囲であることにより、優れた低熱伝導性、耐熱性、さらには優れた強度を有するフォームを得ることができる。 The mixing amount of the blowing agent is preferably 10 parts by weight or more and 200 parts by weight or less, more preferably 20 parts by weight or more and 180 parts by weight or less, even more preferably 30 parts by weight or more and 150 parts by weight or less, based on 100 parts by weight of the polyol compound. It is. In addition, when hydrofluoroolefin and/or hydrochlorofluoroolefin and water are included as a blowing agent, the mixing ratio (weight ratio) of hydrofluoroolefin and/or hydrochlorofluoroolefin and water is 100:0.5 to The ratio is preferably 100:5 (more preferably 100:0.8 to 100:4). By falling within this range, it is possible to obtain a foam having excellent low thermal conductivity, heat resistance, and further excellent strength.
触媒としては、特に限定されないが、例えば、ヌレート化触媒、樹脂化触媒、泡化触媒等が挙げられ、これらの１種または２種以上が使用できる。 Examples of the catalyst include, but are not limited to, a nurate catalyst, a resin catalyst, a foaming catalyst, and the like, and one or more of these can be used.
ヌレート化触媒としては、イソシアヌレート化に有効な触媒であれば、特に限定されず、例えば、テトラメチルアンモニウム、テトラエチルアンモニウム、テトラブチルアンモニウム、トリメチルベンジルアンモニウム等のテトラアルキルアンモニウムのハイドロオキサイドまたはその有機酸塩（有機酸として、例えば、酢酸、カプロン酸（ｎ－ヘキサン酸）、オクチル酸（2－エチルヘキサン酸）、ミリスチン酸、乳酸等）、トリメチルヒドロキシプロピルアンモニウム、トリメチルヒドロキシエチルアンモニウム、トリエチルヒドロキシプロピルアンモニウム、トリエチルヒドロキシエチルアンモニウム等のトリアルキルヒドロキシアルキルアンモニウムのハイドロオキサイドまたはその有機酸塩（有機酸として、例えば、酢酸、カプロン酸（ｎ－ヘキサン酸）、オクチル酸（2－エチルヘキサン酸）、ミリスチン酸、乳酸等）、アルキルカルボン酸（例えば、酢酸、カプロン酸（ｎ－ヘキサン酸）、オクチル酸（2－エチルヘキサン酸）、ミリスチン酸、乳酸等）の金属塩、アルミニウムアセチルアセトン、リチウムアセチルアセトン等のβ－ジケトンの金属キレート化合物、塩化アルミニウム、三フッ化硼素等のフリーデル・クラフツ触媒、チタンテトラブチレート、トリブチルアンチモン酸化物等の有機金属化合物、ヘキサメチルシラザン等のアミノシリル基含有化合物等が挙げられ、これらの１種または２種以上が使用できる。 The nurating catalyst is not particularly limited as long as it is an effective catalyst for isocyanurating, and examples thereof include tetraalkylammonium hydroxides such as tetramethylammonium, tetraethylammonium, tetrabutylammonium, and trimethylbenzyl ammonium, or their organic acids. Salts (organic acids such as acetic acid, caproic acid (n-hexanoic acid), octylic acid (2-ethylhexanoic acid), myristic acid, lactic acid, etc.), trimethylhydroxypropylammonium, trimethylhydroxyethylammonium, triethylhydroxypropylammonium , hydroxides of trialkylhydroxyalkylammonium such as triethylhydroxyethylammonium, or organic acid salts thereof (organic acids such as acetic acid, caproic acid (n-hexanoic acid), octylic acid (2-ethylhexanoic acid), myristic acid) , lactic acid, etc.), metal salts of alkyl carboxylic acids (e.g., acetic acid, caproic acid (n-hexanoic acid), octylic acid (2-ethylhexanoic acid), myristic acid, lactic acid, etc.), β-based compounds such as aluminum acetylacetone, lithium acetylacetone, etc. - Metal chelate compounds of diketones, Friedel-Crafts catalysts such as aluminum chloride and boron trifluoride, organometallic compounds such as titanium tetrabutyrate and tributylantimony oxide, and aminosilyl group-containing compounds such as hexamethylsilazane. , one or more of these can be used.
樹脂化触媒としては、例えば、トリエチレンジアミン（ＴＥＤＡ）、トリエチレンジアミン、Ｎ，Ｎ，Ｎ’，Ｎ’－テトラメチルエチレンジアミン、Ｎ，Ｎ，Ｎ’，Ｎ’－テトラメチルヘキサメチレンジアミン、Ｎ，Ｎ，Ｎ’，Ｎ’－テトラメチルプロピレンジアミン、Ｎ，Ｎ，Ｎ’，Ｎ’’，Ｎ’’－ペンタメチル－（３－アミノプロピル）エチレンジアミン、Ｎ，Ｎ，Ｎ’，Ｎ’’，Ｎ’’－ペンタメチルジプロピレントリアミン、Ｎ，Ｎ，Ｎ’，Ｎ’－テトラメチルグアニジン、１，３，５－トリス（Ｎ，Ｎ－ジメチルアミノプロピル）ヘキサヒドロ－Ｓ－トリアジン等の３級アミンまたはその有機酸塩、ビスマストリス（２－エチルヘキサノエート）、ビスマストリス（ネオデカノエート）、ビスマストリス（パルミテート）、ビスマステトラメチルヘプタンジオエート、オクチル酸ビスマス、ナフテン酸ビスマス、ジブチルスズジラウレート、ジブチルスズジマレエート、ジブチルスズジアセテート、ジオクチルスズジアセテート、オクチル酸スズ等の有機金属、１－メチルイミダゾール、２－メチルイミダゾール、１，２－ジメチルイミダゾール、２－エチル－４－メチルイミダゾール、２－イソプロピルイミダゾール、１－イソブチル－２－メチルイミダゾール等のイミダゾール、または、Ｎ－メチル－Ｎ′－（２－ジメチルアミノエチル）ピペラジン、Ｎ，Ｎ’－ジメチルピペラジン、Ｎ－メチルピペラジン、Ｎ－メチルモルホリン、Ｎ－エチルモルホリン、１，８－ジアザビシクロ［５．４．０］ウンデセン－７、１，１’－（３－（ジメチルアミノ）プロピル）イミノ）ビス（２－プロパノール）等が挙げられ、これらの１種または２種以上が使用できる。 Examples of the resinization catalyst include triethylenediamine (TEDA), triethylenediamine, N,N,N',N'-tetramethylethylenediamine, N,N,N',N'-tetramethylhexamethylenediamine, N,N ,N',N'-tetramethylpropylenediamine, N,N,N',N'',N''-pentamethyl-(3-aminopropyl)ethylenediamine, N,N,N',N'',N' Tertiary amines such as '-pentamethyldipropylenetriamine, N,N,N',N'-tetramethylguanidine, 1,3,5-tris(N,N-dimethylaminopropyl)hexahydro-S-triazine, or their Organic acid salts, bismuth tris (2-ethylhexanoate), bismuth tris (neodecanoate), bismuth tris (palmitate), bismuth tetramethylheptanedioate, bismuth octylate, bismuth naphthenate, dibutyltin dilaurate, dibutyltin dimaleate, Organic metals such as dibutyltin diacetate, dioctyltin diacetate, tin octylate, 1-methylimidazole, 2-methylimidazole, 1,2-dimethylimidazole, 2-ethyl-4-methylimidazole, 2-isopropylimidazole, 1- Imidazole such as isobutyl-2-methylimidazole, or N-methyl-N'-(2-dimethylaminoethyl)piperazine, N,N'-dimethylpiperazine, N-methylpiperazine, N-methylmorpholine, N-ethylmorpholine , 1,8-diazabicyclo[5.4.0]undecene-7, 1,1'-(3-(dimethylamino)propyl)imino)bis(2-propanol), etc., and one or two of these More than one species can be used.
泡化触媒としては、例えば、Ｎ，Ｎ，Ｎ’，Ｎ’，Ｎ’’－ペンタメチルジエチレントリアミン、ビス（２－ジメチルアミノエチル）エーテル、Ｎ，Ｎ，Ｎ’，Ｎ’，Ｎ’’－ペンタメチルジプロピレントリアミン、Ｎ，Ｎ－ジメチルアミノエトキシエタノール、Ｎ，Ｎ，Ｎ’－トリメチルアミノエトキシエタノール、Ｎ，Ｎ，Ｎ’，Ｎ’’，Ｎ’’’，Ｎ’’’－ヘキサメチルトリエチレンテトラミン、Ｎ，Ｎ，Ｎ’，Ｎ’’－テトラメチル－Ｎ’’－（２－ヒドロキシルエチル）トリエチレンジアミン、Ｎ，Ｎ，Ｎ’，Ｎ’’－テトラメチル－（２－ヒドロキシルプロピル）トリエチレンジアミン等の３級アミンまたはその有機酸塩等が挙げられ、これらの１種または２種以上が使用できる。 Examples of foaming catalysts include N,N,N',N',N''-pentamethyldiethylenetriamine, bis(2-dimethylaminoethyl)ether, N,N,N',N',N''- Pentamethyldipropylenetriamine, N,N-dimethylaminoethoxyethanol, N,N,N'-trimethylaminoethoxyethanol, N,N,N',N'',N''',N'''-hexamethyl Triethylenetetramine, N,N,N',N''-tetramethyl-N''-(2-hydroxylethyl)triethylenediamine, N,N,N',N''-tetramethyl-(2-hydroxylpropyl) ) Tertiary amines such as triethylene diamine or organic acid salts thereof, and the like, and one or more of these can be used.
触媒の混合量はポリオール化合物１００重量部に対して、好ましくは０．１重量部以上２５重量部以下、より好ましくは０．５重量部以上２０重量部以下、さらに好ましくは１重量部以上１８重量部以下、最も好ましくは２重量部以上１５重量部以下である。なお触媒に活性水素含有成分が含まれる場合、触媒に含まれる活性水素含有成分も考慮してイソシアネート指数を算出する。
本発明では特に、ヌレート化触媒とともに、樹脂化触媒及び／または泡化触媒を含むことが好ましく、フォーム形成性等に有利である。なお触媒に活性水素含有成分が含まれる場合、触媒に含まれる活性水素含有成分も考慮してイソシアネート指数を算出する。
The mixing amount of the catalyst is preferably 0.1 parts by weight or more and 25 parts by weight or less, more preferably 0.5 parts by weight or more and 20 parts by weight or less, and even more preferably 1 part by weight or more and 18 parts by weight, based on 100 parts by weight of the polyol compound. parts, most preferably 2 parts by weight or more and 15 parts by weight or less. Note that when the catalyst contains an active hydrogen-containing component, the isocyanate index is calculated in consideration of the active hydrogen-containing component contained in the catalyst.
In the present invention, it is particularly preferable to include a resin forming catalyst and/or a foaming catalyst together with a nurating catalyst, which is advantageous for foam forming properties and the like. Note that when the catalyst contains an active hydrogen-containing component, the isocyanate index is calculated in consideration of the active hydrogen-containing component contained in the catalyst.
難燃剤としては、ホスフィン酸塩化合物及び／またはホスホロアミダート化合物を含むことを特徴とする。ホスフィン酸塩化合物を含むことにより、断熱サンドイッチパネルの耐熱性を向上させることができる。 The flame retardant is characterized by containing a phosphinate compound and/or a phosphoramidate compound. By including a phosphinate compound, the heat resistance of the heat insulating sandwich panel can be improved.
ホスフィン酸塩化合物としては、例えば、ホスフィン酸ナトリウム、ホスフィン酸カルシウム、ホスフィン酸アルミニウム、ホスフィン酸亜鉛、ジメチルホスフィン酸カルシウム、ジメチルホスフィン酸アルミニウム、ジメチルホスフィン酸亜鉛、エチルメチルホスフィン酸カルシウム、エチルメチルホスフィン酸アルミニウム、エチルメチルホスフィン酸亜鉛、ジエチルホスフィン酸カルシウム、ジエチルホスフィン酸アルミニウム、ジエチルホスフィン酸亜鉛、トリス（ジエチルホスフィン酸）アルミニウム、トリス（メチルエチルホスフィン酸）アルミニウム、トリス（ジブチルホスフィン酸）アルミニウム、トリス（ブチルエチルホスフィン酸）アルミニウム、トリス（ジフェニルホスフィン酸）アルミニウム、ビス（ジエチルホスフィン酸）亜鉛、ビス（メチルエチルホスフィン酸）亜鉛、ビス（ジフェニルホスフィン酸）亜鉛、ビス（ジエチルホスフィン酸）チタニル、テトラキス（ジエチルホスフィン酸）チタニル、ビス（メチルエチルホスフィン酸）チタニル、テトラキス（メチルエチルホスフィン酸）チタニル、ビス（ジフェニルホスフィン酸）チタニル、テトラキス（ジフェニルホスフィン酸）チタニル等が挙げられ、これらの１種または２種以上が使用できる。
本発明では、特に、トリス（ジエチルホスフィン酸）アルミニウム、トリス（メチルエチルホスフィン酸）アルミニウム、トリス（ジブチルホスフィン酸）アルミニウム、トリス（ブチルエチルホスフィン酸）アルミニウム、トリス（ジフェニルホスフィン酸）アルミニウム、ビス（ジエチルホスフィン酸）亜鉛、ビス（メチルエチルホスフィン酸）亜鉛、ビス（ジフェニルホスフィン酸）亜鉛、ビス（ジエチルホスフィン酸）チタニル、テトラキス（ジエチルホスフィン酸）チタニル、ビス（メチルエチルホスフィン酸）チタニル、テトラキス（メチルエチルホスフィン酸）チタニル、ビス（ジフェニルホスフィン酸）チタニル、テトラキス（ジフェニルホスフィン酸）チタニル等のアルキルホスフィン酸金属塩化合物を用いることが好ましく、この中でも特に、トリス（ジエチルホスフィン酸）アルミニウム、トリス（メチルエチルホスフィン酸）アルミニウム、トリス（ブチルエチルホスフィン酸）アルミニウム、トリス（ジフェニルホスフィン酸）アルミニウムから選ばれるトリス（アルキルホスフィン酸）アルミニウムが好適である。
Examples of phosphinate compounds include sodium phosphinate, calcium phosphinate, aluminum phosphinate, zinc phosphinate, calcium dimethylphosphinate, aluminum dimethylphosphinate, zinc dimethylphosphinate, calcium ethylmethylphosphinate, and ethylmethylphosphinate. Aluminum, zinc ethylmethylphosphinate, calcium diethylphosphinate, aluminum diethylphosphinate, zinc diethylphosphinate, tris(diethylphosphinate)aluminum, tris(methylethylphosphinate)aluminum, tris(dibutylphosphinate)aluminum, tris( butylethylphosphinic acid) aluminum, tris(diphenylphosphinic acid) aluminum, bis(diethylphosphinic acid) zinc, bis(methylethylphosphinic acid) zinc, bis(diphenylphosphinic acid) zinc, bis(diethylphosphinic acid) titanyl, tetrakis( titanyl (diethylphosphinic acid), titanyl bis(methylethylphosphinic acid), titanyl tetrakis(methylethylphosphinic acid), titanyl bis(diphenylphosphinic acid), titanyl tetrakis(diphenylphosphinic acid), etc., and one or two of these titanyl More than one species can be used.
In the present invention, in particular, tris(diethylphosphinate)aluminum, tris(methylethylphosphinic acid)aluminum, tris(dibutylphosphinic acid)aluminum, tris(butylethylphosphinic acid)aluminum, tris(diphenylphosphinic acid)aluminum, bis( Zinc (diethylphosphinic acid), Zinc bis(methylethylphosphinic acid), Zinc bis(diphenylphosphinic acid), Titanyl bis(diethylphosphinic acid), Titanyl tetrakis(diethylphosphinic acid), Titanyl bis(methylethylphosphinic acid), Tetrakis( It is preferable to use alkylphosphinic acid metal salt compounds such as titanyl (methylethylphosphinic acid), titanyl bis(diphenylphosphinic acid), and titanyl tetrakis(diphenylphosphinic acid). Tris(alkylphosphinate)aluminum selected from tris(alkylphosphinate)aluminum, tris(butylethylphosphinate)aluminum, and tris(diphenylphosphinate)aluminum is preferred.
ホスホロアミダート化合物としては、例えば、下記式１、２で示されるホスホロアミダート、下記式３、４で示される環状ホスホロアミダート等が挙げられ、これらの１種または２種以上が使用できる。本発明では特に、環状ホスホロアミダートが好適である。
（式１）
Ｏ－Ｒ１
│
Ｏ＝Ｐ－Ｎ（Ｒ２）２
│
Ｏ－Ｒ１
（式２）
Ｏ－Ｒ１ Ｏ－Ｒ１
│ │
Ｏ＝Ｐ－Ｎ（Ｒ２）－Ｒ３－（Ｒ２）Ｎ－Ｐ＝Ｏ
│ │
Ｏ－Ｒ１ Ｏ－Ｒ１
（Ｒ１は同じでも異なっていてもよく炭素数１以上１２以下のアルキル基、Ｒ２は同じでも異なっていてもよく水素原子または炭素数１以上１２以下のアルキル基、Ｒ３は炭素数１以上１２以下のアルキレン基を示し、また、Ｎ（Ｒ２）２、Ｎ（Ｒ２）－Ｒ３－（Ｒ２）Ｎが含窒素複素環構造でもよい。）
（式３）
Ｒ２ Ｒ１－Ｏ
＼ ／ ＼
Ｃ Ｐ＝Ｏ
／ ＼ ／ ＼
Ｒ２ Ｒ１－Ｏ Ｎ（Ｒ３）２
（式４）
Ｒ２ Ｒ１－Ｏ Ｏ－Ｒ１ Ｒ２
＼ ／ ＼ ／ ＼ ／
Ｃ Ｐ＝Ｏ Ｏ＝Ｐ Ｃ
／ ＼ ／ ＼ ／ ＼ ／ ＼
Ｒ２ Ｒ１－Ｏ Ｎ（Ｒ３）－Ｒ４－（Ｒ３）Ｎ Ｏ－Ｒ１ Ｒ２
（Ｒ１は同じでも異なっていてもよく炭素数１以上３以下のアルキレン基、Ｒ２は同じでも異なっていてもよく炭素数１以上１２以下のアルキル基、Ｒ３は同じでも異なっていてもよく水素原子または炭素数１以上１２以下のアルキル基、Ｒ４は炭素数１以上１２以下のアルキレン基を示し、また、Ｎ（Ｒ３）２、Ｎ（Ｒ３）－Ｒ４－（Ｒ３）Ｎが含窒素複素環構造でもよい。）
Examples of the phosphoramidate compound include phosphoramidates represented by the following formulas 1 and 2, cyclic phosphoramidates represented by the following formulas 3 and 4, and one or more of these Can be used. Cyclic phosphoramidates are particularly preferred in the present invention.
(Formula 1)
O-R1
│
O=PN(R2) 2
│
O-R1
(Formula 2)
O-R1 O-R1
│ │
O=P-N(R2)-R3-(R2)NP=O
│ │
O-R1 O-R1
(R1 is an alkyl group having 1 to 12 carbon atoms, which may be the same or different, R2 is a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, which may be the same or different, and R3 is an alkyl group having 1 to 12 carbon atoms. represents an alkylene group, and N(R2) 2 and N(R2)-R3-(R2)N may be a nitrogen-containing heterocyclic structure.)
(Formula 3)
R2 R1-O
＼／＼
C P=O
／ ＼ ／ ＼
R2 R1-O N(R3) 2
(Formula 4)
R2 R1-O O-R1 R2
\ / \ / \ /
C P=O O=P C
／ ＼ ／ ＼ ／ ＼ ／ ＼
R2 R1-O N(R3)-R4-(R3)N O-R1 R2
(R1 is an alkylene group having 1 to 3 carbon atoms which may be the same or different; R2 is an alkyl group having 1 to 12 carbon atoms which may be the same or different; R3 is a hydrogen atom which may be the same or different. or an alkyl group having 1 to 12 carbon atoms, R4 represents an alkylene group having 1 to 12 carbon atoms, and N(R3) 2 and N(R3)-R4-(R3)N are nitrogen-containing heterocyclic structures. (It's fine.)
難燃剤として、上記ホスフィン酸塩化合物以外の難燃剤を含むこともできる。例えば、ハロゲン系難燃剤、有機臭素系難燃剤、窒素系難燃剤、金属水和物系難燃剤、アンチモン系難燃剤、ホウ素系難燃剤、シリコン系難燃剤等、また、リン酸エステル、環状リン酸エステル、ポリリン酸塩化合物、ハロゲン化ホスファゼン、赤燐、三塩化リン、五塩化リン等のリン系難燃剤等が挙げられ、これらの１種または２種以上が使用できる。 As a flame retardant, flame retardants other than the above-mentioned phosphinate compounds can also be included. For example, halogen flame retardants, organic bromine flame retardants, nitrogen flame retardants, metal hydrate flame retardants, antimony flame retardants, boron flame retardants, silicone flame retardants, etc. Examples include phosphorus flame retardants such as acid esters, polyphosphate compounds, halogenated phosphazenes, red phosphorus, phosphorus trichloride, and phosphorus pentachloride, and one or more of these can be used.
具体的に、リン酸エステルとしては、例えば、トリメチルホスフェート、トリエチルホスフェート、トリブチルホスフェート、トリオクチルフォスフェート、トリフェニルフォスフェート、トリスノニルフェニルフォスフェート、トリブトキシエチルホスフェート、トリクレジルホスフェート、クレジルフェニルホスフェート、クレジルジフェニルホスフェート、オクチルジフェニルホスフェート、トリキシレニルホスフェート、ジイソプロピルフェニルホスフェート、トリス（２-エチルヘキシル）ホスフェート、レゾルシノールビスジフェニルフォスフェート、ビスフェノールＡビス（ジフェニルホスフェート）、レゾルシノールビスジキシレニルホスフェート、トリス（クロロエチル）ホスフェート、トリス（クロロプロピル）ホスフェート、トリス（ジクロロプロピル）ホスフェート、ビス（２、３－ジブロモプロピル）－２、３－ジクロロプロピルホスフェート、トリス（２，３－ジブロモプロピル）ホスフェート、ビス（クロロプロピル）モノオクチルホスフェート、ハイドロキノニルジフェニルホスフェート、フェニルノニルフェニルハイドロキノニルホスフェート、フェニルジノニルフェニルホスフェート、ジフェニル－４－ヒドロキシ－２，３，５，６－テトラブロモベンジルホスフォネート、ジメチル－４－ヒドロキシ－３，５－ジブロモベンジルホスフォネート、ジフェニル－４－ヒドロキシ－３，５－ジブロモベンジルホスフォネート等が挙げられる。
環状リン酸エステルとしては、例えば、３，９－ビス（フェニルメチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２－メチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（３－メチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（４－メチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２，４－ジメチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２，６－ジメチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（３，５－ジメチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２，４，６－トリメチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２－ｓｅｃ－ブチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（４－ｓｅｃ－ブチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２，４－ジ－ｓｅｃ－ブチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２，６－ジ－ｓｅｃ－ブチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２，４，６－トリ－ｓｅｃ－ブチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２－ｔｅｒｔ－ブチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（４－ｔｅｒｔ－ブチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２，４－ジ－ｔｅｒｔ－ブチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２，６－ジ－ｔｅｒｔ－ブチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２，４，６－トリ－ｔｅｒｔ－ブチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（４－ビフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（１－ナフチル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２－ナフチル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（１－アントリル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（２－アントリル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（（９－アントリル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（１－フェニルエチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（２－メチル－２－フェニルエチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（ジフェニルメチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３，９－ビス（トリフェニルメチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３－フェニルメチル－９－（（２，６－ジメチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３－フェニルメチル－９－（（２，４－ジ－ｔｅｒｔ－ブチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３－フェニルメチル－９－（１－フェニルエチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３－フェニルメチル－９－ジフェニルメチル－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３－（（２，６－ジメチルフェニル）メチル）－９－（１－フェニルエチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３－（（２，４－ジ－ｔｅｒｔ－ブチルフェニル）メチル）－９－（１－フェニルエチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３－ジフェニルメチル－９－（１－フェニルエチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３－ジフェニルメチル－９－（（２，６－ジメチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン、３－ジフェニルメチル－９－（（２，４－ジ－ｔｅｒｔ－ブチルフェニル）メチル）－３，９－ジオキソ－２，４，８，１０－テトラオキサ－３，９－ジホスファスピロ［５．５］ウンデカン等が挙げられる。
Specifically, examples of the phosphoric acid ester include trimethyl phosphate, triethyl phosphate, tributyl phosphate, trioctyl phosphate, triphenyl phosphate, trisnonylphenyl phosphate, tributoxyethyl phosphate, tricresyl phosphate, and cresyl phenyl. Phosphate, cresyl diphenyl phosphate, octyldiphenyl phosphate, trixylenyl phosphate, diisopropylphenyl phosphate, tris (2-ethylhexyl) phosphate, resorcinol bis diphenyl phosphate, bisphenol A bis (diphenyl phosphate), resorcinol bis dixylenyl phosphate, tris (chloroethyl) phosphate, tris(chloropropyl) phosphate, tris(dichloropropyl) phosphate, bis(2,3-dibromopropyl)-2,3-dichloropropyl phosphate, tris(2,3-dibromopropyl) phosphate, bis( Chloropropyl) monooctyl phosphate, hydroquinonyl diphenyl phosphate, phenylnonylphenyl hydroquinonyl phosphate, phenyl dinonylphenyl phosphate, diphenyl-4-hydroxy-2,3,5,6-tetrabromobenzyl phosphonate, dimethyl- Examples include 4-hydroxy-3,5-dibromobenzylphosphonate and diphenyl-4-hydroxy-3,5-dibromobenzylphosphonate.
Examples of the cyclic phosphoric acid ester include 3,9-bis(phenylmethyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9 -bis((2-methylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis((3-methyl phenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis((4-methylphenyl)methyl)-3, 9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis((2,4-dimethylphenyl)methyl)-3,9-dioxo-2 , 4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis((2,6-dimethylphenyl)methyl)-3,9-dioxo-2,4,8, 10-Tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis((3,5-dimethylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3 ,9-diphosphaspiro[5.5]undecane, 3,9-bis((2,4,6-trimethylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9- Diphosphaspiro[5.5]undecane, 3,9-bis((2-sec-butylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5 ] undecane, 3,9-bis((4-sec-butylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3, 9-bis((2,4-di-sec-butylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9 -bis((2,6-di-sec-butylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9- Bis((2,4,6-tri-sec-butylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9 -bis((2-tert-butylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis((4 -tert-butylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis((2,4-di- tert-butylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis((2,6-di-tert -butylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis((2,4,6-tri- tert-butylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis((4-biphenyl)methyl)- 3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis((1-naphthyl)methyl)-3,9-dioxo-2, 4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis((2-naphthyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa- 3,9-diphosphaspiro[5.5]undecane, 3,9-bis((1-anthryl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5. 5] Undecane, 3,9-bis((2-anthryl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9- Bis((9-anthryl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis(1-phenylethyl)- 3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis(2-methyl-2-phenylethyl)-3,9-dioxo- 2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis(diphenylmethyl)-3,9-dioxo-2,4,8,10-tetraoxa-3, 9-diphosphaspiro[5.5]undecane, 3,9-bis(triphenylmethyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3 -Phenylmethyl-9-((2,6-dimethylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3-phenylmethyl -9-((2,4-di-tert-butylphenyl)methyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3-phenyl Methyl-9-(1-phenylethyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3-phenylmethyl-9-diphenylmethyl-3 ,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3-((2,6-dimethylphenyl)methyl)-9-(1-phenylethyl)- 3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3-((2,4-di-tert-butylphenyl)methyl)-9-(1 -phenylethyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3-diphenylmethyl-9-(1-phenylethyl)-3,9 -dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3-diphenylmethyl-9-((2,6-dimethylphenyl)methyl)-3,9-dioxo- 2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3-diphenylmethyl-9-((2,4-di-tert-butylphenyl)methyl)-3,9-dioxo -2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane and the like.
ポリリン酸塩化合物としては例えば、ポリリン酸アンモニウム、ポリリン酸メラミン、ポリリン酸ピペラジン、ポリリン酸メレム、ポリリン酸メラム、ポリリン酸メロン等が挙げられる。 Examples of the polyphosphate compound include ammonium polyphosphate, melamine polyphosphate, piperazine polyphosphate, melem polyphosphate, melam polyphosphate, and melon polyphosphate.
ハロゲン化ホスファゼンとしては、例えば、ヘキサクロロシクロトリホスファゼン、オクタクロロシクロテトラホスファゼン、デカクロロシクロペンタホスファゼン、ドデカクロロシクロヘキサホスファゼン、ヘキサブロモシクロトリホスファゼン、ヘキサフルオロシクロトリホスファゼン、オクタフルオロシクロテトラホスファゼン、デカフルオロシクロペンタホスファゼン、ドデカフルオロシクロヘキサホスファゼン、ヘキサメトキシシクロトリホスファゼン、エトキシペンタフルオロシクロトリホスファゼン、ヘキサフェノキシシクロトリホスファゼン、ジエトキシテトラフルオロシクロトリホスファゼン、フェノキシペンタフルオロシクロトリホスファゼン、メトキシペンタフルオロシクロトリホスファゼン、プロポキシペンタフルオロシクロトリホスファゼン、ブトキシペンタフルオロシクロトリホスファゼン等が挙げられる。 Examples of halogenated phosphazenes include hexachlorocyclotriphosphazene, octachlorocyclotetraphosphazene, decachlorocyclopentaphosphazene, dodecachlorocyclohexaphosphazene, hexabromocyclotriphosphazene, hexafluorocyclotriphosphazene, octafluorocyclotetraphosphazene, and decachlorocyclotriphosphazene. Fluorocyclopentaphosphazene, dodecafluorocyclohexaphosphazene, hexamethoxycyclotriphosphazene, ethoxypentafluorocyclotriphosphazene, hexaphenoxycyclotriphosphazene, diethoxytetrafluorocyclotriphosphazene, phenoxypentafluorocyclotriphosphazene, methoxypentafluorocyclotriphosphazene Examples include phosphazene, propoxypentafluorocyclotriphosphazene, butoxypentafluorocyclotriphosphazene, and the like.
難燃剤の混合量は、ポリオール化合物１００重量部に対して、好ましくは１重量部以上１０００重量部以下（より好ましくは５重量部以上６００重量部以下、さらに好ましくは１０重量部以上４００重量部以下）である。
さらに本発明では、難燃剤としてホスフィン酸塩化合物を含む場合は、ポリオール化合物１００重量部に対して、ホスフィン酸塩化合物は１０重量部以上２００重量部以下（より好ましくは２０重量部以上１２０重量部以下、さらに好ましくは２５重量部以上１０重量部以下）であることが好ましい。またリン酸エステルとホスフィン酸塩化合物を併用することが好ましく、リン酸エステルとホスフィン酸塩化合物を併用する場合、ポリオール化合物１００重量部に対して、リン酸エステルは３０重量部以上９００重量部以下（好ましくは４０重量部以上６００重量部以下、さらに好ましくは５０重量部以上４００重量部以下）、ホスフィン酸塩化合物は１０重量部以上２００重量部以下（より好ましくは２０重量部以上１２０重量部以下、さらに好ましくは２５重量部以上１００重量部以下、最も好ましくは３０重量部以上７０重量部以下）であることが好ましい。また、リン酸エステルとホスフィン酸塩化合物の混合比率（重量比）は、リン酸エステル：ホスフィン酸塩化合物比率で、９０：１０～５０：５０、さらには８５：１５～５５：４５、さらには８０：２０～６０：４０であることが好ましい。このような範囲であることにより、耐熱性をより向上させることができる。
また、環状ホスホロアミダートを含む場合は、ポリオール化合物１００重量部に対して、環状ホスホロアミダートは１重量部以上１００重量部以下（より好ましくは５重量部以上７０重量部以下、さらに好ましくは１０重量部以上５０重量部以下）であることが好ましい。このような範囲であることにより、施工性に優れるとともに、耐熱性をより向上させることができる。
The mixing amount of the flame retardant is preferably 1 part by weight or more and 1000 parts by weight or less (more preferably 5 parts by weight or more and 600 parts by weight or less, still more preferably 10 parts by weight or more and 400 parts by weight or less), based on 100 parts by weight of the polyol compound. ).
Furthermore, in the present invention, when a phosphinate compound is included as a flame retardant, the phosphinate compound is 10 parts by weight or more and 200 parts by weight or less (more preferably 20 parts by weight or more and 120 parts by weight) based on 100 parts by weight of the polyol compound. (more preferably 25 parts by weight or more and 10 parts by weight or less). Further, it is preferable to use a phosphoric acid ester and a phosphinate compound in combination, and when a phosphoric acid ester and a phosphinate compound are used together, the phosphoric acid ester is 30 parts by weight or more and 900 parts by weight or less with respect to 100 parts by weight of the polyol compound. (preferably 40 parts by weight or more and 600 parts by weight or less, more preferably 50 parts by weight or more and 400 parts by weight or less), and the phosphinate compound is 10 parts by weight or more and 200 parts by weight or less (more preferably 20 parts by weight or more and 120 parts by weight or less). , more preferably 25 parts by weight or more and 100 parts by weight or less, most preferably 30 parts by weight or more and 70 parts by weight or less). In addition, the mixing ratio (weight ratio) of the phosphoric acid ester and the phosphinate compound is 90:10 to 50:50, furthermore, 85:15 to 55:45, and even more The ratio is preferably 80:20 to 60:40. By being within such a range, heat resistance can be further improved.
In addition, when a cyclic phosphoramidate is included, the cyclic phosphoramidate is 1 part by weight or more and 100 parts by weight or less (more preferably 5 parts by weight or more and 70 parts by weight or less, even more preferably 5 parts by weight or more and 70 parts by weight or less), based on 100 parts by weight of the polyol compound. is preferably 10 parts by weight or more and 50 parts by weight or less). By being within such a range, it is possible to have excellent workability and further improve heat resistance.
ポリイソシアネート化合物としては、ポリウレタンの技術分野において公知の各種ポリイソシアネート化合物が使用できる。ポリイソシアネート化合物としては、例えば、トリレンジイソシアネート（ＴＤＩ）、ジフェニルメタンジイソシアネート（ＭＤＩ）、キシリレンジイソシアネート（ＸＤＩ）、イソホロンジイソシアネート（ＩＰＤＩ）、ヘキサメチレンジイソシアネート（ＨＭＤＩ）等が挙げられる。本発明では、取扱の容易性、反応の速さ、得られるフォームの物理特性、コスト面での優位性等の点から、ＭＤＩが好ましい。ＭＤＩとしては、例えば、モノメリックＭＤＩ、ポリメリックＭＤＩ（ポリメチレンポリフェニルイソシアネート）等が挙げられる。 As the polyisocyanate compound, various polyisocyanate compounds known in the technical field of polyurethane can be used. Examples of the polyisocyanate compound include tolylene diisocyanate (TDI), diphenylmethane diisocyanate (MDI), xylylene diisocyanate (XDI), isophorone diisocyanate (IPDI), hexamethylene diisocyanate (HMDI), and the like. In the present invention, MDI is preferred from the viewpoints of ease of handling, speed of reaction, physical properties of the resulting foam, superiority in cost, and the like. Examples of MDI include monomeric MDI and polymeric MDI (polymethylene polyphenylisocyanate).
本発明の硬化性組成物は、イソシアネート指数が１３０以上５００以下（さらには１５０以上４８０以下、さらには１７０以上４５０以下）であることが好ましい。
このような範囲で上記ポリオール化合物と上記ポリイソシアネート化合物等を混合することにより、優れた耐熱性を得ることができる。なお、イソシアネート指数とは、ポリイソシアネート化合物のイソシアネート基の当量数を、活性水素含有成分（ポリオール化合物、及び水等）の活性水素の総当量数で除した数値の１００倍で表されるものである。
The curable composition of the present invention preferably has an isocyanate index of 130 to 500 (more preferably 150 to 480, further 170 to 450).
By mixing the polyol compound, the polyisocyanate compound, etc. within such a range, excellent heat resistance can be obtained. The isocyanate index is expressed as 100 times the number of equivalents of isocyanate groups in the polyisocyanate compound divided by the total number of equivalents of active hydrogen in the active hydrogen-containing components (polyol compound, water, etc.). be.
本発明の硬化性組成物は、上述の成分に加え、整泡剤を含むことができる。整泡剤としては、例えば、ポリエーテル変性シリコーン化合物等のシリコーン系整泡剤や、含フッ素化合物系整泡剤等が挙げられる。これらは１種または２種以上で使用できる。ポリエーテル変性シリコーン化合物としては、例えば、ポリジメチルシロキサンとポリオキシエチレングリコールまたはポリオキシエチレン－プロピレングリコールとのグラフト共重合体等が挙げられる。整泡剤の混合量は、ポリオール化合物１００重量部に対して、好ましくは０．１重量部以上４０重量部以下、より好ましくは０．５重量部以上３０重量部以下である。 The curable composition of the present invention can contain a foam stabilizer in addition to the above-mentioned components. Examples of the foam stabilizer include silicone foam stabilizers such as polyether-modified silicone compounds, fluorine-containing compound foam stabilizers, and the like. These can be used alone or in combination of two or more. Examples of the polyether-modified silicone compound include graft copolymers of polydimethylsiloxane and polyoxyethylene glycol or polyoxyethylene-propylene glycol. The mixing amount of the foam stabilizer is preferably 0.1 parts by weight or more and 40 parts by weight or less, more preferably 0.5 parts by weight or more and 30 parts by weight or less, based on 100 parts by weight of the polyol compound.
また本発明の硬化性組成物は、上述の成分に加え、エチレン性不飽和二重結合含有化合物を含むことができる。エチレン性不飽和二重結合としては、例えば、（メタ）アクリロイル基、アリル基、プロペニル基等が挙げられる。本発明では、このようなエチレン性不飽和二重結合含有化合物の使用により、耐熱性、貯蔵安定性等を一層高めることができる。
特に本発明では、エチレン性不飽和二重結合含有化合物とともに、有機リン化合物としてアルキルホスフィン酸塩化合物を含む場合、難燃効果が高まり、より優れた耐熱性を付与することができる。また、エチレン性不飽和二重結合含有化合物とともに、有機リン化合物として環状ホスホロアミダートを含む場合、難燃効果が高まり、より優れた耐熱性を付与することができる。
Further, the curable composition of the present invention can contain an ethylenically unsaturated double bond-containing compound in addition to the above-mentioned components. Examples of the ethylenically unsaturated double bond include a (meth)acryloyl group, an allyl group, and a propenyl group. In the present invention, by using such an ethylenically unsaturated double bond-containing compound, heat resistance, storage stability, etc. can be further improved.
In particular, in the present invention, when an alkyl phosphinate compound is included as an organic phosphorus compound together with an ethylenically unsaturated double bond-containing compound, the flame retardant effect is enhanced and more excellent heat resistance can be imparted. Further, when a cyclic phosphoramidate is included as an organic phosphorus compound together with the ethylenically unsaturated double bond-containing compound, the flame retardant effect is enhanced and more excellent heat resistance can be imparted.
エチレン性不飽和二重結合含有化合物としては、上述の効果等の点から、１分子中のエチレン性不飽和二重結合濃度が０．５ｍｍｏｌ／ｇ以上２０ｍｍｏｌ／ｇ以下であるものが好ましく、５ｍｍｏｌ／ｇ以上１５ｍｍｏｌ／ｇ以下であるものがより好ましい。なお、分子中のエチレン性不飽和二重結合濃度は、分子内のエチレン性不飽和二重結合のモル数で表されるものであり、分子内のエチレン性不飽和二重結合の数を分子量で除した数値の１０００倍（ｍｍｏｌ／ｇ）で表わされるものである。 The ethylenically unsaturated double bond-containing compound is preferably one in which the concentration of ethylenically unsaturated double bonds in one molecule is 0.5 mmol/g or more and 20 mmol/g or less, from the viewpoint of the above-mentioned effects, etc., and 5 mmol More preferably, the amount is 15 mmol/g or more and 15 mmol/g or less. The concentration of ethylenically unsaturated double bonds in a molecule is expressed by the number of moles of ethylenically unsaturated double bonds in the molecule, and the number of ethylenically unsaturated double bonds in the molecule is expressed as the molecular weight. It is expressed as 1000 times the value divided by (mmol/g).
エチレン性不飽和二重結合含有化合物の具体例としては、例えば、多価アルコール（例えば２価以上のアルコール類及びその誘導体、２価以上のフェノール類、ポリオール類等）と不飽和カルボン酸（（メタ）アクリル酸等）との反応物、アミン（例えば、２価以上のアミン類、アルカノールアミン類等）と不飽和カルボン酸との反応物、チオールの不飽和カルボン酸チオエステルまたは不飽和アルキルチオエーテル、ビスフェノールＡ系（メタ）アクリレート化合物、グリシジル基含有化合物と不飽和カルボン酸との反応物、分子内にウレタン結合を有する（メタ）アクリレート化合物、ノニルフェノキシポリエチレンオキシアクリレート等が挙げられる。これらは１種または２種以上で使用できる。 Specific examples of ethylenically unsaturated double bond-containing compounds include polyhydric alcohols (e.g., divalent or higher alcohols and their derivatives, divalent or higher phenols, polyols, etc.) and unsaturated carboxylic acids (( (meth)acrylic acid, etc.), reaction products of amines (e.g., divalent or higher amines, alkanolamines, etc.) and unsaturated carboxylic acids, unsaturated carboxylic acid thioesters or unsaturated alkyl thioethers of thiols, Examples include bisphenol A-based (meth)acrylate compounds, reaction products of glycidyl group-containing compounds and unsaturated carboxylic acids, (meth)acrylate compounds having a urethane bond in the molecule, nonylphenoxy polyethylene oxyacrylate, and the like. These can be used alone or in combination of two or more.
このうち、多価アルコールと不飽和カルボン酸との反応物としては、例えば、ペンタエリスリトールテトラ（メタ）アクリレート、ペンタエリスリトールトリ（メタ）アクリレート、ジペンタエリスリトールヘキサ（メタ）アクリレート、ジペンタエリスリトールペンタ（メタ）アクリレート、テトラメチロールメタントリ（メタ）アクリレート、テトラメチロールメタンテトラ（メタ）アクリレート、トリメチロールエタントリ（メタ）アクリレート、トリメチロールプロパントリ（メタ）アクリレート、トリメチロールプロパンジ（メタ）アクリレート、ジトリメチロールプロパンテトラ（メタ）アクリレート、ポリエチレングリコールジ（メタ）アクリレート、ポリプロピレングリコールジ（メタ）アクリレート、ポリエチレン・ポリプロピレングリコールジ（メタ）アクリレート、アルキレンオキシド変性トリメチロールプロパントリ（メタ）アクリレート等が挙げられる。 Among these, examples of reactants of polyhydric alcohols and unsaturated carboxylic acids include pentaerythritol tetra(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol hexa(meth)acrylate, dipentaerythritol penta( meth)acrylate, tetramethylolmethanetri(meth)acrylate, tetramethylolmethanetetra(meth)acrylate, trimethylolethanetri(meth)acrylate, trimethylolpropane tri(meth)acrylate, trimethylolpropane di(meth)acrylate, ditri Examples include methylolpropane tetra(meth)acrylate, polyethylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate, polyethylene polypropylene glycol di(meth)acrylate, alkylene oxide-modified trimethylolpropane tri(meth)acrylate, and the like.
上記ビスフェノールＡ系（メタ）アクリレート化合物としては、例えば、２，２－ビス（４－（（メタ）アクリロキシポリエトキシ）フェニル）プロパン、２，２－ビス（４－（（メタ）アクリロキシポリプロポキシ）フェニル）プロパン、２，２－ビス（４－（（メタ）アクリロキシポリブトキシ）フェニル）プロパン、２，２－ビス（４－（（メタ）アクリロキシポリエトキシポリプロポキシ）フェニル）プロパン等が挙げられる。 Examples of the bisphenol A-based (meth)acrylate compounds include 2,2-bis(4-((meth)acryloxypolyethoxy)phenyl)propane, 2,2-bis(4-((meth)acryloxypolyethoxy)phenyl), propoxy)phenyl)propane, 2,2-bis(4-((meth)acryloxypolybutoxy)phenyl)propane, 2,2-bis(4-((meth)acryloxypolyethoxypolypropoxy)phenyl)propane, etc. can be mentioned.
上記分子内にウレタン結合を有する（メタ）アクリレート化合物としては、水酸基含有（メタ）アクリルモノマーとジイソシアネート化合物との付加反応物、トリス（（メタ）アクリロキシテトラエチレングリコールイソシアネート）ヘキサメチレンイソシアヌレート、アルキレンオキシド変性ウレタンジ（メタ）アクリレート等が挙げられる。 Examples of the (meth)acrylate compound having a urethane bond in the molecule include addition reaction products of a hydroxyl group-containing (meth)acrylic monomer and a diisocyanate compound, tris((meth)acryloxytetraethylene glycol isocyanate) hexamethylene isocyanurate, alkylene Examples include oxide-modified urethane di(meth)acrylate.
エチレン性不飽和二重結合含有化合物の混合量は、ポリオール化合物１００重量部に対して、好ましくは１重量部以上１００重量部以下、より好ましくは５重量部以上９０重量部以下、さらに好ましくは１０重量部以上８０重量部以下である。なおエチレン性不飽和二重結合含有化合物に複数の水酸基が含まれる場合は、ポリオール化合物とみなす。またエチレン性不飽和二重結合含有化合物に含まれる活性水素含有成分も考慮してイソシアネート指数を算出する。 The amount of the ethylenically unsaturated double bond-containing compound to be mixed is preferably 1 part by weight or more and 100 parts by weight or less, more preferably 5 parts by weight or more and 90 parts by weight or less, even more preferably 10 parts by weight or less, based on 100 parts by weight of the polyol compound. It is not less than 80 parts by weight and not more than 80 parts by weight. In addition, when a plurality of hydroxyl groups are contained in the ethylenically unsaturated double bond-containing compound, it is regarded as a polyol compound. The isocyanate index is also calculated by taking into consideration the active hydrogen-containing component contained in the ethylenically unsaturated double bond-containing compound.
本発明の硬化性組成物には、上記成分の他に、例えば、着色剤、界面活性剤、重合禁止剤、繊維等を混合することができる。
着色剤としては、例えば、顔料、染料等が挙げられる。
界面活性剤としては、例えば、ノニオン系界面活性剤、アニオン系界面活性剤、カチオン系界面活性剤等が挙げられる。このような界面活性剤は、貯蔵安定性、分散安定性を付与することができる。
重合禁止剤としては、例えば、ヒドロキノン系重合禁止剤、ベンゾキノン系重合禁止剤、カテコール系重合禁止剤、ピペリジン系重合禁止剤等が挙げられる。このような重合禁止剤は、後述する２液型の形態において、長期貯蔵安定性を付与するとともに、ポリオール製造過程で添加した場合は、製造安定性にも寄与する。
繊維としては、例えば、セルロース繊維、ポリエステル繊維、ポリエチレン繊維、ポリプロピレン繊維、木材繊維、ポリアミド繊維等の有機繊維、ガラス繊維、セラミックス繊維等の無機繊維等が挙げられる。このような繊維は、施工性、フォーム形成性、寸法安定性等を付与することができる。本発明では、繊維を用いなくてもよいが、繊維を混合した場合は、少量の繊維で効果を発揮することができる。
In addition to the above-mentioned components, the curable composition of the present invention may contain, for example, a colorant, a surfactant, a polymerization inhibitor, a fiber, and the like.
Examples of the colorant include pigments, dyes, and the like.
Examples of the surfactant include nonionic surfactants, anionic surfactants, and cationic surfactants. Such surfactants can impart storage stability and dispersion stability.
Examples of the polymerization inhibitor include hydroquinone polymerization inhibitors, benzoquinone polymerization inhibitors, catechol polymerization inhibitors, piperidine polymerization inhibitors, and the like. Such a polymerization inhibitor provides long-term storage stability in the two-part type described below, and also contributes to production stability when added during the polyol production process.
Examples of the fibers include organic fibers such as cellulose fibers, polyester fibers, polyethylene fibers, polypropylene fibers, wood fibers, and polyamide fibers, and inorganic fibers such as glass fibers and ceramic fibers. Such fibers can provide workability, foam forming properties, dimensional stability, and the like. In the present invention, it is not necessary to use fibers, but if fibers are mixed, the effect can be achieved with a small amount of fibers.
本発明の硬化性組成物は、流通時に２液型の形態としておき、使用時（フォーム形成時）に混合して使用することが好ましい。このような２液型の形態においては、例えば、第１液が、ポリオール化合物、発泡剤、触媒、及び難燃剤を含む形態、第２液がポリイソシアネート化合物を含む形態とすることができる。 It is preferable that the curable composition of the present invention is in a two-component form during distribution and mixed at the time of use (forming foam). In such a two-part type, for example, the first part may contain a polyol compound, a blowing agent, a catalyst, and a flame retardant, and the second part may contain a polyisocyanate compound.
本発明は、上記２枚の面材の間に、上記硬化性組成物から形成された断熱層が積層されたもので、製造方法としては、予め断熱層を製造しておき２枚の面材を貼り合わせる方法、一つの面材に硬化性組成物を塗付して発泡させ断熱層を形成させた後、もう一つの面材を貼り合わせる方法、２枚の面材の間に硬化性組成物を注入して発泡させ断熱層を形成させる方法等が挙げられる。
本発明では、特に２枚の面材の間に硬化性組成物を注入して発泡させ断熱層を形成させる方法が好ましく、注入型の硬化性組成物として好適なものである。
In the present invention, a heat insulating layer formed from the above-mentioned curable composition is laminated between the two face materials.As for the manufacturing method, the heat insulating layer is manufactured in advance and then the two face materials are laminated. A method in which a curable composition is applied to one face material and foamed to form a heat insulating layer, and then another face material is pasted; a curable composition is applied between the two face materials. Examples include a method in which a material is injected and foamed to form a heat insulating layer.
In the present invention, a method in which a curable composition is injected between two face materials and foamed to form a heat insulating layer is particularly preferred, and is suitable as an injection-type curable composition.
断熱サンドイッチパネルの厚みは、使用用途によって適宜選定することができるが、面材は、０．１ｍｍ以上７ｍｍ以下、さらには０．２ｍｍ以上５ｍｍ以下、断熱層は、１０ｍｍ以上２５０ｍｍ以下、さらには１５ｍｍ以上２００ｍｍ以下であることが好ましい。 The thickness of the heat insulating sandwich panel can be selected as appropriate depending on the intended use, but the thickness of the face material is 0.1 mm or more and 7 mm or less, more preferably 0.2 mm or more and 5 mm or less, and the thickness of the heat insulating layer is 10 mm or more and 250 mm or less, and even 15 mm. It is preferable that the distance is not less than 200 mm.
以下に実施例を示し、本発明の特徴をより明確にする。 Examples are shown below to clarify the features of the present invention.
第１液として、表１に示す重量割合にて下記原料を均一に混合したものを用意した。第２液としては、ポリメリックＭＤＩからなるものを用意した。
・ポリオール化合物：芳香族ポリエステルポリオール（テレフタル酸系ポリエステルポリオール、粘度１９００ｍＰａ・ｓ、酸価：０ｍｇＫＯＨ／ｇ、水酸基価：２５０ｍｇＫＯＨ／ｇ）
・発泡剤１：ハイドロクロロフルオロオレフィン
・発泡剤２：水（水酸基価：６２３３ｍｇＫＯＨ／ｇ）
・触媒１：ヌレート化触媒（２－エチルヘキサン酸テトラアルキルアンモニウムのグリコール溶液）
・触媒２：樹脂化触媒（オクチル酸ビスマスのオクチル酸溶液）
・難燃剤１：トリス（ジエチルホスフィン酸）アルミニウム
・難燃剤２：トリス（クロロプロピル）ホスフェート
・難燃剤３：環状ホスホロアミダート（式４におけるＲ１：すべてメチレン基、Ｒ２：すべてメチル基、Ｒ３：すべて水素原子、Ｒ４：ブチレン基の環状ホスホロアミダート）
・難燃剤４：環状ホスホロアミダート（式４におけるＲ１：すべてメチレン基、Ｒ２：すべてメチル基、Ｎ（Ｒ３）－Ｒ４－（Ｒ３）Ｎ：含窒素６員環構造（ピペリジン構造）の環状ホスホロアミダート）
・二重結合化合物：エチレン性不飽和二重結合含有化合物（トリメチロールプロパントリアクリレート、エチレン性不飽和二重結合濃度１０ｍｍｏｌ／ｇ、水酸基価：０ｍｇＫＯＨ／ｇ）
・整泡剤：シリコーン系整泡剤
As the first liquid, a uniform mixture of the following raw materials in the weight proportions shown in Table 1 was prepared. As the second liquid, one made of polymeric MDI was prepared.
・Polyol compound: aromatic polyester polyol (terephthalic acid polyester polyol, viscosity 1900 mPa・s, acid value: 0 mgKOH/g, hydroxyl value: 250 mgKOH/g)
・Blowing agent 1: Hydrochlorofluoroolefin ・Blowing agent 2: Water (hydroxyl value: 6233mgKOH/g)
・Catalyst 1: Nurate catalyst (glycol solution of tetraalkylammonium 2-ethylhexanoate)
・Catalyst 2: Resinization catalyst (octylic acid solution of bismuth octylate)
・Flame retardant 1: Tris(diethylphosphinic acid) aluminum ・Flame retardant 2: Tris(chloropropyl) phosphate ・Flame retardant 3: cyclic phosphoramidate (R1 in formula 4: all methylene groups, R2: all methyl groups, R3 : all hydrogen atoms, R4: cyclic phosphoramidate of butylene group)
・Flame retardant 4: cyclic phosphoramidate (R1 in formula 4: all methylene groups, R2: all methyl groups, N(R3)-R4-(R3)N: cyclic nitrogen-containing 6-membered ring structure (piperidine structure) Phosphoramidate)
・Double bond compound: Ethylenically unsaturated double bond-containing compound (trimethylolpropane triacrylate, ethylenically unsaturated double bond concentration 10 mmol/g, hydroxyl value: 0 mgKOH/g)
・Foam stabilizer: Silicone foam stabilizer
（実施例１～１０、比較例１）
第１液、第２液をそれぞれ２０℃に保ち、これらを表１に示すイソシアネート指数となるように混合し、２枚のガルバリウム鋼板（登録商標）（３００ｍｍ×３００ｍｍ、厚み０．５ｍｍ）の間（鋼板間距離：５０ｍｍ）に、得られた混合液を注入し６０℃にて発泡させて、ウレタンフォームを断熱層とする断熱サンドイッチパネルを得た。得られた断熱サンドイッチパネルについて、下記の方法で各試験を実施した。結果は表１に示す。
(Examples 1 to 10, Comparative Example 1)
The first and second liquids were each maintained at 20°C, mixed to give the isocyanate index shown in Table 1, and placed between two galvalume steel plates (registered trademark) (300 mm x 300 mm, thickness 0.5 mm). (distance between steel plates: 50 mm) and foamed at 60° C. to obtain a heat insulating sandwich panel having urethane foam as a heat insulating layer. Each test was conducted on the obtained heat insulating sandwich panel using the following methods. The results are shown in Table 1.
（１）熱伝導率
得られた断熱サンドイッチパネルのウレタンフォーム部分を切り出し、熱伝導率計を用いて、熱伝導率を測定した。評価基準は以下のとおりである。
○：熱伝導率が０．０３Ｗ／（ｍ・Ｋ）以下
×：熱伝導率が０．０３Ｗ／（ｍ・Ｋ）超
(1) Thermal conductivity The urethane foam portion of the obtained heat insulating sandwich panel was cut out, and the thermal conductivity was measured using a thermal conductivity meter. The evaluation criteria are as follows.
○: Thermal conductivity is 0.03 W/(m・K) or less ×: Thermal conductivity exceeds 0.03 W/(m・K)
（２）耐熱性
得られた断熱サンドイッチパネルを１０ｃｍ×１０ｃｍに切り出し、ＩＳＯ ５６６０に規定されるコーンカロリーメーターを用いて耐熱性試験を実施した。なお、加熱強度は５０ｋＷ／ｍ２、加熱時間は２０分でそれぞれ行った。次の評価項目ついて評価を行った。評価基準は、以下のとおりである。
（２－１）耐熱性１（寸法変化）
Ａ：試験後の厚み方向の寸法変化が５ｍｍ以下
Ｂ：試験後の厚み方向の寸法変化が５ｍｍ超１０ｍｍ以下
Ｃ：試験後の厚み方向の寸法変化が１０ｍｍ超
（２－２）耐熱性２（総発熱量）
Ａ：総発熱量が５ＭＪ／ｍ２以下
Ｂ：総発熱量が５ＭＪ／ｍ２超８ＭＪ／ｍ２以下
Ｃ：総発熱量が８ＭＪ／ｍ２超
（２－３）耐熱性３（最大発熱速度）
Ａ：最大発熱速度が８０ｋＷ／ｍ２以下
Ｂ：最大発熱速度が８０ｋＷ／ｍ２超１２０ｋＷ／ｍ２以下
Ｃ：最大発熱速度が１２０ｋＷ／ｍ２超
(2) Heat Resistance The resulting heat-insulating sandwich panel was cut into 10 cm x 10 cm pieces, and a heat resistance test was conducted using a cone calorimeter specified in ISO 5660. The heating intensity was 50 kW/m 2 and the heating time was 20 minutes. The following evaluation items were evaluated. The evaluation criteria are as follows.
(2-1) Heat resistance 1 (dimensional change)
A: The dimensional change in the thickness direction after the test is 5 mm or less B: The dimensional change in the thickness direction after the test is more than 5 mm and 10 mm or less C: The dimensional change in the thickness direction after the test is more than 10 mm (2-2) Heat resistance 2 ( total calorific value)
A: Total calorific value is 5 MJ/m 2 or less B: Total calorific value is more than 5 MJ/m 2 and 8 MJ/m 2 or less C: Total calorific value is more than 8 MJ/m 2 (2-3) Heat resistance 3 (maximum heat generation rate )
A: Maximum heat generation rate is 80kW/ m2 or less B: Maximum heat generation rate is more than 80kW/ m2 and 120kW/m2 or less C: Maximum heat generation rate is more than 120kW/ m2
（実施例１１～１２）
２枚のガルバリウム鋼板（登録商標）（３００ｍｍ×３００ｍｍ、厚み０．５ｍｍ）の間（鋼板間距離）を３０ｍｍに変更した以外は、実施例１と同様の方法で断熱サンドイッチパネルを得、実施例１と同様の方法で、熱伝導率、耐熱性を評価した。
(Examples 11-12)
A heat insulating sandwich panel was obtained in the same manner as in Example 1, except that the distance between two Galvalume steel plates (registered trademark) (300 mm x 300 mm, thickness 0.5 mm) (distance between steel plates) was changed to 30 mm. Thermal conductivity and heat resistance were evaluated in the same manner as in Example 1.
Claims (2)
該断熱層が、ポリオール化合物、発泡剤、触媒、難燃剤、及びポリイソシアネート化合物を含む硬化性組成物から形成されるものであり、
該難燃剤が、ホスフィン酸塩化合物とリン酸エステル、及び／またはホスホロアミダート化合物を含むこと特徴とする断熱サンドイッチパネル。 A heat insulating sandwich panel in which a heat insulating layer is laminated between two face materials,
The heat insulating layer is formed from a curable composition containing a polyol compound, a blowing agent, a catalyst, a flame retardant, and a polyisocyanate compound,
A heat-insulating sandwich panel characterized in that the flame retardant contains a phosphinate compound , a phosphate ester, and/or a phosphoramidate compound.
ポリオール化合物、発泡剤、触媒、難燃剤、及びポリイソシアネート化合物を含み、
該難燃剤が、ホスフィン酸塩化合物とリン酸エステル、及び／またはホスホロアミダート化合物を含むことを特徴とする断熱サンドイッチパネル用の硬化性組成物。
A curable composition for a heat insulating layer used in a heat insulating sandwich panel, the composition comprising:
Contains polyol compounds, blowing agents, catalysts, flame retardants, and polyisocyanate compounds,
A curable composition for a heat insulating sandwich panel, wherein the flame retardant contains a phosphinate compound , a phosphate ester, and/or a phosphoramidate compound.
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| JP2015059321A (en) | 2013-09-17 | 2015-03-30 | 積水化学工業株式会社 | Fireproof acoustical panel |
| JP2015078594A (en) | 2013-09-13 | 2015-04-23 | 積水化学工業株式会社 | Flame-retardant heat insulation panel |
| WO2015064018A1 (en) | 2013-10-31 | 2015-05-07 | 大八化学工業株式会社 | Flame retardant and flame retardant polyurethane resin composition |
| JP2017105188A (en) | 2015-12-01 | 2017-06-15 | 積水化学工業株式会社 | Method for manufacturing frame-retardant heat insulation panel |
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| JP2015078594A (en) | 2013-09-13 | 2015-04-23 | 積水化学工業株式会社 | Flame-retardant heat insulation panel |
| JP2015059321A (en) | 2013-09-17 | 2015-03-30 | 積水化学工業株式会社 | Fireproof acoustical panel |
| WO2015064018A1 (en) | 2013-10-31 | 2015-05-07 | 大八化学工業株式会社 | Flame retardant and flame retardant polyurethane resin composition |
| JP2017105188A (en) | 2015-12-01 | 2017-06-15 | 積水化学工業株式会社 | Method for manufacturing frame-retardant heat insulation panel |
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