JP7531398B2 - 準不燃性フェノール樹脂組成物及びそれから得られた準不燃材料 - Google Patents
準不燃性フェノール樹脂組成物及びそれから得られた準不燃材料 Download PDFInfo
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- JP7531398B2 JP7531398B2 JP2020553068A JP2020553068A JP7531398B2 JP 7531398 B2 JP7531398 B2 JP 7531398B2 JP 2020553068 A JP2020553068 A JP 2020553068A JP 2020553068 A JP2020553068 A JP 2020553068A JP 7531398 B2 JP7531398 B2 JP 7531398B2
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- Prior art keywords
- phenolic resin
- resin composition
- nonflammable
- semi
- foam
- Prior art date
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- 239000005011 phenolic resin Substances 0.000 title claims description 139
- 229920001568 phenolic resin Polymers 0.000 title claims description 138
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 title claims description 137
- 239000000203 mixture Substances 0.000 title claims description 74
- 239000000463 material Substances 0.000 title claims description 39
- 239000006260 foam Substances 0.000 claims description 96
- 239000003063 flame retardant Substances 0.000 claims description 82
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 54
- 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 52
- 239000000843 powder Substances 0.000 claims description 44
- 239000011134 resol-type phenolic resin Substances 0.000 claims description 42
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 19
- 229920005989 resin Polymers 0.000 claims description 18
- 239000011347 resin Substances 0.000 claims description 18
- 229920001276 ammonium polyphosphate Polymers 0.000 claims description 17
- 230000020169 heat generation Effects 0.000 claims description 16
- 239000004114 Ammonium polyphosphate Substances 0.000 claims description 15
- 235000019826 ammonium polyphosphate Nutrition 0.000 claims description 15
- 238000005187 foaming Methods 0.000 claims description 15
- 239000002345 surface coating layer Substances 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 12
- 239000004604 Blowing Agent Substances 0.000 claims description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 11
- 150000001336 alkenes Chemical class 0.000 claims description 11
- 229910052736 halogen Inorganic materials 0.000 claims description 11
- 150000002367 halogens Chemical class 0.000 claims description 11
- 229910052698 phosphorus Inorganic materials 0.000 claims description 11
- 239000011574 phosphorus Substances 0.000 claims description 11
- 229910002804 graphite Inorganic materials 0.000 claims description 10
- 239000010439 graphite Substances 0.000 claims description 10
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 claims description 10
- 229920001187 thermosetting polymer Polymers 0.000 claims description 10
- 238000010438 heat treatment Methods 0.000 claims description 8
- 239000012796 inorganic flame retardant Substances 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 claims description 7
- ULYZAYCEDJDHCC-UHFFFAOYSA-N isopropyl chloride Chemical compound CC(C)Cl ULYZAYCEDJDHCC-UHFFFAOYSA-N 0.000 claims description 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 6
- 239000004202 carbamide Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 5
- 229910000000 metal hydroxide Inorganic materials 0.000 claims description 5
- 229910044991 metal oxide Inorganic materials 0.000 claims description 5
- 150000004706 metal oxides Chemical class 0.000 claims description 5
- 238000010998 test method Methods 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 2
- 239000004794 expanded polystyrene Substances 0.000 claims 1
- 229920005990 polystyrene resin Polymers 0.000 claims 1
- 239000012508 resin bead Substances 0.000 claims 1
- 239000004088 foaming agent Substances 0.000 description 16
- 238000012360 testing method Methods 0.000 description 15
- -1 phosphorus compound Chemical class 0.000 description 13
- 238000000034 method Methods 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000011342 resin composition Substances 0.000 description 11
- 239000002245 particle Substances 0.000 description 10
- 239000002244 precipitate Substances 0.000 description 9
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 8
- 238000005259 measurement Methods 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 8
- 238000002156 mixing Methods 0.000 description 7
- 239000004014 plasticizer Substances 0.000 description 7
- 239000004848 polyfunctional curative Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- JIRHAGAOHOYLNO-UHFFFAOYSA-N (3-cyclopentyloxy-4-methoxyphenyl)methanol Chemical compound COC1=CC=C(CO)C=C1OC1CCCC1 JIRHAGAOHOYLNO-UHFFFAOYSA-N 0.000 description 5
- 229920000877 Melamine resin Polymers 0.000 description 5
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 5
- 210000004027 cell Anatomy 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 230000001965 increasing effect Effects 0.000 description 5
- 239000010410 layer Substances 0.000 description 5
- 239000004745 nonwoven fabric Substances 0.000 description 5
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 239000011247 coating layer Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000006261 foam material Substances 0.000 description 4
- 239000004872 foam stabilizing agent Substances 0.000 description 4
- 238000009413 insulation Methods 0.000 description 4
- 230000007774 longterm Effects 0.000 description 4
- 150000002989 phenols Chemical class 0.000 description 4
- 230000002265 prevention Effects 0.000 description 4
- BNEMLSQAJOPTGK-UHFFFAOYSA-N zinc;dioxido(oxo)tin Chemical compound [Zn+2].[O-][Sn]([O-])=O BNEMLSQAJOPTGK-UHFFFAOYSA-N 0.000 description 4
- NLOLSXYRJFEOTA-OWOJBTEDSA-N (e)-1,1,1,4,4,4-hexafluorobut-2-ene Chemical compound FC(F)(F)\C=C\C(F)(F)F NLOLSXYRJFEOTA-OWOJBTEDSA-N 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 3
- 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 3
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000004568 cement Substances 0.000 description 3
- 239000007809 chemical reaction catalyst Substances 0.000 description 3
- 238000002485 combustion reaction Methods 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 239000003365 glass fiber Substances 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 3
- 239000001095 magnesium carbonate Substances 0.000 description 3
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 3
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 3
- 239000000347 magnesium hydroxide Substances 0.000 description 3
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 3
- 150000004692 metal hydroxides Chemical class 0.000 description 3
- 238000000465 moulding 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
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 description 3
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 3
- 229920005906 polyester polyol Polymers 0.000 description 3
- 239000004800 polyvinyl chloride Substances 0.000 description 3
- 229920000915 polyvinyl chloride Polymers 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical compound CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-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
- NDMMKOCNFSTXRU-UHFFFAOYSA-N 1,1,2,3,3-pentafluoroprop-1-ene Chemical compound FC(F)C(F)=C(F)F NDMMKOCNFSTXRU-UHFFFAOYSA-N 0.000 description 2
- SEXCLMKCCLUUKC-UHFFFAOYSA-N 1-chloro-1,3,3-trifluoroprop-1-ene Chemical compound FC(F)C=C(F)Cl SEXCLMKCCLUUKC-UHFFFAOYSA-N 0.000 description 2
- HNRMPXKDFBEGFZ-UHFFFAOYSA-N 2,2-dimethylbutane Chemical compound CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 description 2
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 2
- IEFKUHVUFVKRMJ-UHFFFAOYSA-N 2-chloro-1,3,3-trifluoroprop-1-ene Chemical compound ClC(=CF)C(F)F IEFKUHVUFVKRMJ-UHFFFAOYSA-N 0.000 description 2
- GXDHCNNESPLIKD-UHFFFAOYSA-N 2-methylhexane Natural products CCCCC(C)C GXDHCNNESPLIKD-UHFFFAOYSA-N 0.000 description 2
- FDMFUZHCIRHGRG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=C FDMFUZHCIRHGRG-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 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
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- 239000004640 Melamine resin Substances 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- LJCFOYOSGPHIOO-UHFFFAOYSA-N antimony pentoxide Chemical compound O=[Sb](=O)O[Sb](=O)=O LJCFOYOSGPHIOO-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- AYJRCSIUFZENHW-UHFFFAOYSA-L barium carbonate Chemical compound [Ba+2].[O-]C([O-])=O AYJRCSIUFZENHW-UHFFFAOYSA-L 0.000 description 2
- 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 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 2
- 239000000292 calcium oxide Substances 0.000 description 2
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 238000004079 fireproofing Methods 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
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- 239000007789 gas Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 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 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
- 239000000395 magnesium oxide Substances 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- 229940044654 phenolsulfonic acid Drugs 0.000 description 2
- 235000011007 phosphoric acid Nutrition 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
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- 150000003751 zinc Chemical class 0.000 description 2
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- 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
- FFTOUVYEKNGDCM-OWOJBTEDSA-N (e)-1,3,3-trifluoroprop-1-ene Chemical compound F\C=C\C(F)F FFTOUVYEKNGDCM-OWOJBTEDSA-N 0.000 description 1
- OWXJKYNZGFSVRC-NSCUHMNNSA-N (e)-1-chloroprop-1-ene Chemical compound C\C=C\Cl OWXJKYNZGFSVRC-NSCUHMNNSA-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
- 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
- BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 description 1
- NUPBXTZOBYEVIR-UHFFFAOYSA-N 1,1,2,3,3,4,4-heptafluorobut-1-ene Chemical class FC(F)C(F)(F)C(F)=C(F)F NUPBXTZOBYEVIR-UHFFFAOYSA-N 0.000 description 1
- PGJHURKAWUJHLJ-UHFFFAOYSA-N 1,1,2,3-tetrafluoroprop-1-ene Chemical compound FCC(F)=C(F)F PGJHURKAWUJHLJ-UHFFFAOYSA-N 0.000 description 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- ISCYUDAHBJMFNT-UHFFFAOYSA-N 1,1-dichloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=C(Cl)Cl ISCYUDAHBJMFNT-UHFFFAOYSA-N 0.000 description 1
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- BLEZTPDKUBSTII-UHFFFAOYSA-N 1-chloro-1-fluoroprop-1-ene Chemical compound CC=C(F)Cl BLEZTPDKUBSTII-UHFFFAOYSA-N 0.000 description 1
- USCSECLOSDIOTA-UHFFFAOYSA-N 1-chloro-2,3,3-trifluoroprop-1-ene Chemical compound FC(F)C(F)=CCl USCSECLOSDIOTA-UHFFFAOYSA-N 0.000 description 1
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Description
還流器、温度計及び撹拌機を備えた三つ口反応フラスコ内に、フェノール1600部、47%ホルマリン2282部及び50%水酸化ナトリウム水溶液41.6部を仕込み、80℃の温度下において70分間反応させた。次いで、40℃に冷却した後、50%パラトルエンスルホン酸水溶液で中和せしめ、その後、減圧・加熱下において、水分率:10%まで脱水濃縮することにより、液状のレゾール型フェノール樹脂を得た。この得られたフェノール樹脂は、粘度:10000mPa・s/25℃、数平均分子量:380、遊離フェノール含有量:4.0%の特性を有するものであった。
実施例1において、難燃剤の第一成分である表面コート赤リン粉末と、第二成分である表面コートポリリン酸アンモニウム(CBC株式会社販売のテラージュC80、平均粒径:19μm)とを、それぞれ下記表1に示される添加量としたこと以外は、実施例1と同様にして、各種のフェノール樹脂発泡体を、それぞれ、作製した。
実施例1において、難燃剤における第一成分である表面コート赤リン粉末の添加量と、第二成分であるホウ酸亜鉛、スズ酸亜鉛、水酸化アルミニウム、ポリ塩化ビニルパウダ、テトラブロモビスフェノールA、又は膨張性黒鉛の添加量とを、下記表1に示す割合としたこと以外は、実施例1と同様にして、各種のフェノール樹脂発泡体を、それぞれ作製した。
実施例2において、発泡剤を、ハイドロフルオロオレフィン(1,1,1,4,4,4-ヘキサフルオロ-2-ブテン:HFO-1336mzz、Chemours社製品)に変更し、その添加量を17.5部としたこと以外は、実施例2と同様にして、フェノール樹脂発泡体を作製した。
実施例1において、難燃剤としての第一成分及び第二成分を全く添加しなかったこと以外は、実施例1と同様にして、フェノール樹脂発泡体を得た。
実施例1において、難燃剤として、表面コート赤リン粉末のみを用いると共に、その添加量を下記表2に示される割合としたこと以外は、実施例1と同様にして、各種のフェノール樹脂発泡体を、それぞれ作製した。
実施例1において、難燃剤として、第一成分である表面コート赤リン粉末を添加することなく、第二成分であるFR CROS484、テラージュC80、ホウ酸亜鉛、スズ酸亜鉛、水酸化アルミニウム、ポリ塩化ビニルパウダ、テトラブロモビスフェノールA、又は膨張性黒鉛のみを用い、その添加量を、下記表2及び表3に示される割合としたこと以外は、実施例1と同様にして、各種のフェノール樹脂発泡体の作製を試みた。しかしながら、比較例6、8、10及び12においては、フェノール樹脂組成物の硬化反応が充分に進行せず、物性測定が可能な発泡体を得ることが出来なかった。
JIS-A-9511(2003)における「5.6密度」の記載に従って、それぞれの発泡体の密度を測定した。
JIS A9511:2006Rにおける「5.14(測定方法A)」に従い、測定した。
300mm角のフェノール樹脂発泡体サンプルを用い、それを200mm角にカット(厚みは50mm)した後、低温板温度:10℃、高温板温度:30℃に設定して、JIS-A-1412-2(1999)に規定の「熱流計法」に従い、熱伝導率測定装置:HC-074 304(英弘精機株式会社製)を使用して、測定する。なお、ここでは、フェノール樹脂発泡体サンプルを、70℃の雰囲気下で4日間放置した後の熱伝導率を、初期熱伝導率として、測定した。
ASTM-D2856の規定に従って、フェノール樹脂発泡体サンプルの独立気泡率を測定した。
JIS-A-9511(2003)における「5.9圧縮強さ」の記載に従って、フェノール樹脂発泡体サンプルの圧縮強さを測定した。
各フェノール樹脂発泡体から、縦×横のサイズがそれぞれ99±1mmとなるように、試験体を切り出して、それぞれの試験体を準備した。なお、かかる試験体の厚みは50mmとした。次いで、それら試験体について、コーンカロリーメーター(株式会社東洋精機製作所製CONE III)を用いて、ISO-5660の規定に準拠した、(財)日本建築総合試験所編「防耐火性能試験・評価業務方法書 4.12.1発熱性試験・評価方法」に従って、加熱時間:10分における総発熱量及び最大発熱速度を、それぞれ測定した。測定結果としては、それぞれの発泡体から切り出した試験体の3個について測定を行い、その得られた測定値の平均値を採用した。また、評価試験後の試験体について観察して、裏面まで貫通する亀裂や穴の有無を調べた。
実施例1と同様にして得られたレゾール型フェノール樹脂を用い、これに、水を適宜添加して、下記表7に示される粘度を有する各種のレゾール型フェノール樹脂を作製した。ここで、各レゾール型フェノール樹脂の粘度は、JIS-K-7117-1に従い、ブルックフィールド形回転粘度計を用いて、試験温度:25℃で測定した。次いで、それらレゾール型フェノール樹脂の各々の100部と、実施例で用いた難燃剤である赤リン粉末の5部及びホウ酸亜鉛の5部とを混合せしめた後、容量110ml、胴径40mmのガラス製スクリュー管瓶に収容して、1週間室温で静置し、かかるスクリュー管瓶に生じる沈殿物の有無及び沈殿層の高さを評価した。なお、その評価に際しては、沈殿物を観察できない場合を○、沈殿層の高さが5mm以下の場合を△、沈殿層の高さが5mmを超えた場合を×とし、その結果を、下記表7に示した。
Claims (11)
- 発泡、硬化によってフェノール樹脂発泡体を与える、スチレン系樹脂や予備発泡済ポリスチレン樹脂ビーズを含むことのないフェノール樹脂組成物であって、
液状のレゾール型フェノール樹脂、発泡剤及び酸硬化剤と共に、難燃剤として、赤リン粉末からなる第一成分と、赤リン以外のリン系難燃剤、無機系難燃剤及びハロゲン系難燃剤からなる群より選ばれた少なくとも一つからなる第二成分(黒鉛系難燃剤不含)とを組み合わせて、含有させ、更に尿素を含有せしめたことを特徴とする準不燃性フェノール樹脂組成物。 - 前記難燃剤が、前記第一成分と前記第二成分の合計量において、前記レゾール型フェノール樹脂の100質量部に対して、2~35質量部の割合となるように含有せしめられている請求項1に記載の準不燃性フェノール樹脂組成物。
- 前記難燃剤を構成する前記第一成分及び前記第二成分が、それぞれ、前記レゾール型フェノール樹脂の100質量部に対して、1~30質量部及び1~10質量部の割合となるように含有せしめられている請求項1又は請求項2に記載の準不燃性フェノール樹脂組成物。
- 前記赤リン粉末が、金属の酸化物乃至は水酸化物及び/又は熱硬化性樹脂により形成されている表面コーティング層を有していることを特徴とする請求項1乃至請求項3の何れか1項に記載の準不燃性フェノール樹脂組成物。
- 前記赤リン以外のリン系難燃剤が、表面コーティング層の形成されてなるポリリン酸アンモニウム粉末である請求項1乃至請求項4の何れか1項に記載の準不燃性フェノール樹脂組成物。
- 前記ポリリン酸アンモニウム粉末の表面コーティング層が、難溶性熱硬化性樹脂にて形成されている請求項5に記載の準不燃性フェノール樹脂組成物。
- 前記発泡剤として、ハロゲン化アルケン、或は塩素化脂肪族炭化水素及び/又は脂肪族炭化水素が、含有せしめられている請求項1乃至請求項6の何れか1項に記載の準不燃性フェノール樹脂組成物。
- 前記発泡剤が、イソペンタンとイソプロピルクロリドとの混合物である請求項1乃至請求項6の何れか1項に記載の準不燃性フェノール樹脂組成物。
- 前記レゾール型フェノール樹脂が、25℃において、2000mPa・s以上の粘度を有するように調整されていることを特徴とする請求項1乃至請求項8の何れか1項に記載の準不燃性フェノール樹脂組成物。
- 請求項1乃至請求項9の何れか1項に記載の準不燃性フェノール樹脂組成物を発泡、硬化させて得られる発泡体からなる準不燃材料。
- 前記発泡体が、ISO-5660に規定される発熱性試験方法に準拠して、放射熱強度:50kW/m2 にて加熱したときに、加熱開始から10分間の総発熱量が8.0MJ/m2 以下であることを特徴とする請求項10に記載の準不燃材料。
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CN112703225A (zh) | 2021-04-23 |
CN112703225B (zh) | 2024-05-07 |
EP3868826A1 (en) | 2021-08-25 |
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EP3868826A4 (en) | 2022-06-22 |
KR20220108829A (ko) | 2022-08-03 |
KR102605769B1 (ko) | 2023-11-24 |
KR20210076898A (ko) | 2021-06-24 |
KR102469128B1 (ko) | 2022-11-21 |
WO2020080148A1 (ja) | 2020-04-23 |
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