JPS6245607A - 改良されたフエノ−ル樹脂の製造方法 - Google Patents

Info

Publication number

JPS6245607A

JPS6245607A JP18543385A JP18543385A JPS6245607A JP S6245607 A JPS6245607 A JP S6245607A JP 18543385 A JP18543385 A JP 18543385A JP 18543385 A JP18543385 A JP 18543385A JP S6245607 A JPS6245607 A JP S6245607A

Authority

JP

Japan

Prior art keywords

oxide

phosphine oxide

hydroxypropyl

tris

phenolic resin

Prior art date

1985-08-23

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Granted

Links

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• 239000005011 phenolic resin Substances 0.000 title claims abstract description 15
• 238000004519 manufacturing process Methods 0.000 title claims abstract description 14
• 229920001568 phenolic resin Polymers 0.000 title claims abstract description 14
• KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 title claims abstract description 10
• SZTDSGCADFWGKM-UHFFFAOYSA-N 3-[bis(3-hydroxypropyl)phosphoryl]propan-1-ol Chemical compound OCCCP(=O)(CCCO)CCCO SZTDSGCADFWGKM-UHFFFAOYSA-N 0.000 claims abstract description 9
• IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 5
• GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 5
• AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 claims abstract description 5
• 150000001875 compounds Chemical class 0.000 claims abstract description 5
• MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 claims abstract description 3
• -1 oxyalkylene tris(hydroxypropyl)phosphine oxide Chemical compound 0.000 abstract description 8
• 230000000704 physical effect Effects 0.000 abstract description 7
• 125000002947 alkylene group Chemical group 0.000 abstract description 5
• XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract description 4
• XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 abstract description 4
• 239000011229 interlayer Substances 0.000 abstract description 4
• 238000004080 punching Methods 0.000 abstract description 4
• AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical compound P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 abstract description 3
• 230000001590 oxidative effect Effects 0.000 abstract description 2
• 229910000073 phosphorus hydride Inorganic materials 0.000 abstract description 2
• 230000003247 decreasing effect Effects 0.000 abstract 2
• 239000011541 reaction mixture Substances 0.000 abstract 2
• OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
• 229910052698 phosphorus Inorganic materials 0.000 abstract 1
• 239000011574 phosphorus Substances 0.000 abstract 1
• KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
• 239000003063 flame retardant Substances 0.000 description 7
• 239000000203 mixture Substances 0.000 description 7
• 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 description 6
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
• 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
• 239000002966 varnish Substances 0.000 description 4
• 238000006243 chemical reaction Methods 0.000 description 3
• 230000007423 decrease Effects 0.000 description 3
• 239000007788 liquid Substances 0.000 description 3
• 239000011347 resin Substances 0.000 description 3
• 229920005989 resin Polymers 0.000 description 3
• QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
• WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
• 229910019142 PO4 Inorganic materials 0.000 description 2
• 239000007983 Tris buffer Substances 0.000 description 2
• 238000004458 analytical method Methods 0.000 description 2
• 230000000052 comparative effect Effects 0.000 description 2
• 238000000034 method Methods 0.000 description 2
• 239000010452 phosphate Substances 0.000 description 2
• 239000007787 solid Substances 0.000 description 2
• 239000000243 solution Substances 0.000 description 2
• 229910001220 stainless steel Inorganic materials 0.000 description 2
• 239000010935 stainless steel Substances 0.000 description 2
• LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 2
• CMQUQOHNANGDOR-UHFFFAOYSA-N 2,3-dibromo-4-(2,4-dibromo-5-hydroxyphenyl)phenol Chemical compound BrC1=C(Br)C(O)=CC=C1C1=CC(O)=C(Br)C=C1Br CMQUQOHNANGDOR-UHFFFAOYSA-N 0.000 description 1
• 239000004254 Ammonium phosphate Substances 0.000 description 1
• GQTWGRZTDNHMPK-UHFFFAOYSA-N CP(O)(O)=O.C(C)C(CNCCO)(O)CC Chemical compound CP(O)(O)=O.C(C)C(CNCCO)(O)CC GQTWGRZTDNHMPK-UHFFFAOYSA-N 0.000 description 1
• RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
• 239000004721 Polyphenylene oxide Substances 0.000 description 1
• 229910000831 Steel Inorganic materials 0.000 description 1
• YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
• 239000003377 acid catalyst Substances 0.000 description 1
• 239000000654 additive Substances 0.000 description 1
• 230000000996 additive effect Effects 0.000 description 1
• 239000003463 adsorbent Substances 0.000 description 1
• 150000001299 aldehydes Chemical class 0.000 description 1
• 239000003513 alkali Substances 0.000 description 1
• 229910021529 ammonia Inorganic materials 0.000 description 1
• 229910000148 ammonium phosphate Inorganic materials 0.000 description 1
• 235000019289 ammonium phosphates Nutrition 0.000 description 1
• 239000012752 auxiliary agent Substances 0.000 description 1
• 239000011889 copper foil Substances 0.000 description 1
• 230000018044 dehydration Effects 0.000 description 1
• 238000006297 dehydration reaction Methods 0.000 description 1
• 230000006866 deterioration Effects 0.000 description 1
• MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
• 238000005516 engineering process Methods 0.000 description 1
• 238000001914 filtration Methods 0.000 description 1
• 238000009472 formulation Methods 0.000 description 1
• 229910052736 halogen Inorganic materials 0.000 description 1
• 150000002367 halogens Chemical class 0.000 description 1
• 239000002655 kraft paper Substances 0.000 description 1
• HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
• 239000000391 magnesium silicate Substances 0.000 description 1
• 229910052919 magnesium silicate Inorganic materials 0.000 description 1
• 235000019792 magnesium silicate Nutrition 0.000 description 1
• 238000002844 melting Methods 0.000 description 1
• 230000008018 melting Effects 0.000 description 1
• 229910052757 nitrogen Inorganic materials 0.000 description 1
• 150000002989 phenols Chemical class 0.000 description 1
• CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 1
• 150000003018 phosphorus compounds Chemical class 0.000 description 1
• 229920000570 polyether Polymers 0.000 description 1
• 229920005862 polyol Polymers 0.000 description 1
• 150000003077 polyols Chemical class 0.000 description 1
• 238000002360 preparation method Methods 0.000 description 1
• 239000002994 raw material Substances 0.000 description 1
• 238000010992 reflux Methods 0.000 description 1
• 239000010959 steel Substances 0.000 description 1
• MDDUHVRJJAFRAU-YZNNVMRBSA-N tert-butyl-[(1r,3s,5z)-3-[tert-butyl(dimethyl)silyl]oxy-5-(2-diphenylphosphorylethylidene)-4-methylidenecyclohexyl]oxy-dimethylsilane Chemical compound C1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)C(=C)\C1=C/CP(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MDDUHVRJJAFRAU-YZNNVMRBSA-N 0.000 description 1
• 238000005979 thermal decomposition reaction Methods 0.000 description 1

Cited By (2)