JPS59212497A - ２，４，６−トリス（置換フエノキシ）−１，３，５，２，４，６−トリオキサトリホスホリナン - Google Patents

２，４，６−トリス（置換フエノキシ）−１，３，５，２，４，６−トリオキサトリホスホリナン

Info

Publication number: JPS59212497A
Authority: JP; Japan
Prior art keywords: butyl; carbon atoms; alkyl group; lis; tris
Prior art date: 1983-05-12
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

Application number

JP59093062A

Other languages

English (en)

Japanese (ja)

Other versions

JPH047754B2 (2

Inventor

ドワイト・ウイリアム・チヤ−サ−

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Goodrich Corp

Original Assignee

BF Goodrich Corp

Priority date (The priority date 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 date listed.)

1983-05-12

Filing date

1984-05-11

Publication date

1984-12-01

1984-05-11 Application filed by BF Goodrich Corp filed Critical BF Goodrich Corp

1984-12-01 Publication of JPS59212497A publication Critical patent/JPS59212497A/ja

1992-02-12 Publication of JPH047754B2 publication Critical patent/JPH047754B2/ja

Status Granted legal-status Critical Current

Links

239000007983 Tris buffer Substances 0.000 title claims description 55
125000004432 carbon atom Chemical group C* 0.000 claims description 85
125000000217 alkyl group Chemical group 0.000 claims description 62
239000000203 mixture Substances 0.000 claims description 32
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 28
-1 2,6-di-t-butyl-4-ethoxyphenoxy Chemical group 0.000 claims description 27
229910052739 hydrogen Inorganic materials 0.000 claims description 24
239000001257 hydrogen Substances 0.000 claims description 24
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
239000003381 stabilizer Substances 0.000 claims description 16
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 13
125000003545 alkoxy group Chemical group 0.000 claims description 11
239000011368 organic material Substances 0.000 claims description 10
150000001412 amines Chemical class 0.000 claims description 9
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 9
229920000642 polymer Polymers 0.000 claims description 8
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 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 claims description 6
241000555745 Sciuridae Species 0.000 claims description 5
230000006866 deterioration Effects 0.000 claims description 5
LXHWDUISRBUGRA-UHFFFAOYSA-N dichloro(phenoxy)phosphane Chemical class ClP(Cl)OC1=CC=CC=C1 LXHWDUISRBUGRA-UHFFFAOYSA-N 0.000 claims description 5
238000000034 method Methods 0.000 claims description 5
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
125000000753 cycloalkyl group Chemical group 0.000 claims description 4
150000002148 esters Chemical class 0.000 claims description 4
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
229910052736 halogen Inorganic materials 0.000 claims description 4
150000002367 halogens Chemical class 0.000 claims description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
239000000376 reactant Substances 0.000 claims description 4
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 3
125000004429 atom Chemical group 0.000 claims description 3
230000000087 stabilizing effect Effects 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
150000002431 hydrogen Chemical class 0.000 claims 15
ICKWICRCANNIBI-UHFFFAOYSA-N 2,4-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C(C(C)(C)C)=C1 ICKWICRCANNIBI-UHFFFAOYSA-N 0.000 claims 4
XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical compound CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 4
125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
125000004093 cyano group Chemical group *C#N 0.000 claims 3
150000002500 ions Chemical class 0.000 claims 3
FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 claims 2
ZDTQJPVEXIUREJ-UHFFFAOYSA-N dichlorophosphinous acid Chemical compound OP(Cl)Cl ZDTQJPVEXIUREJ-UHFFFAOYSA-N 0.000 claims 2
238000006467 substitution reaction Methods 0.000 claims 2
125000005270 trialkylamine group Chemical group 0.000 claims 2
241000283690 Bos taurus Species 0.000 claims 1
XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
125000005843 halogen group Chemical group 0.000 claims 1
239000012948 isocyanate Substances 0.000 claims 1
150000002513 isocyanates Chemical class 0.000 claims 1
SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 claims 1
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 27
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 24
150000001875 compounds Chemical class 0.000 description 22
239000000243 solution Substances 0.000 description 22
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 12
239000000463 material Substances 0.000 description 11
239000011541 reaction mixture Substances 0.000 description 10
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
239000002904 solvent Substances 0.000 description 9
239000007788 liquid Substances 0.000 description 8
239000007787 solid Substances 0.000 description 8
229920001577 copolymer Polymers 0.000 description 7
125000004435 hydrogen atom Chemical group [H]* 0.000 description 7
239000000047 product Substances 0.000 description 7
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
239000004743 Polypropylene Substances 0.000 description 6
239000011521 glass Substances 0.000 description 6
229920001155 polypropylene Polymers 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 5
238000005481 NMR spectroscopy Methods 0.000 description 4
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
230000032683 aging Effects 0.000 description 4
229910052698 phosphorus Inorganic materials 0.000 description 4
239000011574 phosphorus Substances 0.000 description 4
229920006395 saturated elastomer Polymers 0.000 description 4
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
230000015556 catabolic process Effects 0.000 description 3
238000006731 degradation reaction Methods 0.000 description 3
ZJIPHXXDPROMEF-UHFFFAOYSA-N dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O ZJIPHXXDPROMEF-UHFFFAOYSA-N 0.000 description 3
229920001519 homopolymer Polymers 0.000 description 3
239000004615 ingredient Substances 0.000 description 3
238000002844 melting Methods 0.000 description 3
230000008018 melting Effects 0.000 description 3
239000003921 oil Substances 0.000 description 3
235000019198 oils Nutrition 0.000 description 3
150000002989 phenols Chemical class 0.000 description 3
229920003023 plastic Polymers 0.000 description 3
239000004033 plastic Substances 0.000 description 3
239000012265 solid product Substances 0.000 description 3
238000005160 1H NMR spectroscopy Methods 0.000 description 2
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
230000003078 antioxidant effect Effects 0.000 description 2
239000000010 aprotic solvent Substances 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
229920001971 elastomer Polymers 0.000 description 2
238000001914 filtration Methods 0.000 description 2
NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N hexanedioic acid Natural products OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
238000002156 mixing Methods 0.000 description 2
239000000178 monomer Substances 0.000 description 2
230000001590 oxidative effect Effects 0.000 description 2
239000005060 rubber Substances 0.000 description 2
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
235000017557 sodium bicarbonate Nutrition 0.000 description 2
238000012360 testing method Methods 0.000 description 2
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 2
229920002554 vinyl polymer Polymers 0.000 description 2
238000005406 washing Methods 0.000 description 2
GMTLNONCWAHWJH-UHFFFAOYSA-N (2-tert-butylphenoxy)-dichlorophosphane Chemical compound CC(C)(C)C1=CC=CC=C1OP(Cl)Cl GMTLNONCWAHWJH-UHFFFAOYSA-N 0.000 description 1
PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 1
OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
SKDGWNHUETZZCS-UHFFFAOYSA-N 2,3-ditert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(O)=C1C(C)(C)C SKDGWNHUETZZCS-UHFFFAOYSA-N 0.000 description 1
LXWZXEJDKYWBOW-UHFFFAOYSA-N 2,4-ditert-butyl-6-[(3,5-ditert-butyl-2-hydroxyphenyl)methyl]phenol Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)C)C(C)(C)C)O)=C1O LXWZXEJDKYWBOW-UHFFFAOYSA-N 0.000 description 1
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
125000003229 2-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
PZRWFKGUFWPFID-UHFFFAOYSA-N 3,9-dioctadecoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C1OP(OCCCCCCCCCCCCCCCCCC)OCC21COP(OCCCCCCCCCCCCCCCCCC)OC2 PZRWFKGUFWPFID-UHFFFAOYSA-N 0.000 description 1
INYHZQLKOKTDAI-UHFFFAOYSA-N 5-ethenylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C=C)CC1C=C2 INYHZQLKOKTDAI-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
229930185605 Bisphenol Natural products 0.000 description 1
WATORNDMNXUPFI-UHFFFAOYSA-N CC(C)(C)C(C=C1C(C)(C)C)=CC(C(C)(C)C)=C1P(O)(Cl)Cl Chemical compound CC(C)(C)C(C=C1C(C)(C)C)=CC(C(C)(C)C)=C1P(O)(Cl)Cl WATORNDMNXUPFI-UHFFFAOYSA-N 0.000 description 1
RQWZDJREAFYRPO-UHFFFAOYSA-N CC(C)(C)C(C=CC=C1C(C)(C)C)=C1P(O)(Cl)Cl Chemical compound CC(C)(C)C(C=CC=C1C(C)(C)C)=C1P(O)(Cl)Cl RQWZDJREAFYRPO-UHFFFAOYSA-N 0.000 description 1
SOKGAHCUKQDEEE-UHFFFAOYSA-N CC(C)(C)C1=CC(C)=CC(C(C)(C)C)=C1P(O)(Cl)Cl Chemical compound CC(C)(C)C1=CC(C)=CC(C(C)(C)C)=C1P(O)(Cl)Cl SOKGAHCUKQDEEE-UHFFFAOYSA-N 0.000 description 1
IXFOKAICYYGDLU-UHFFFAOYSA-N CC(C)(C)C1=CC(OC)=CC(C(C)(C)C)=C1P(O)(Cl)Cl Chemical compound CC(C)(C)C1=CC(OC)=CC(C(C)(C)C)=C1P(O)(Cl)Cl IXFOKAICYYGDLU-UHFFFAOYSA-N 0.000 description 1
MSJOJHBBCXNNGI-UHFFFAOYSA-N CCOC(C=C1C(C)(C)C)=CC(C(C)(C)C)=C1P(O)(Cl)Cl Chemical compound CCOC(C=C1C(C)(C)C)=CC(C(C)(C)C)=C1P(O)(Cl)Cl MSJOJHBBCXNNGI-UHFFFAOYSA-N 0.000 description 1
YJGXWVAXLVUDPG-UHFFFAOYSA-N CCOC(CCC(C=C1C(C)(C)C)=CC(C(C)(C)C)=C1P(O)(Cl)Cl)=O Chemical compound CCOC(CCC(C=C1C(C)(C)C)=CC(C(C)(C)C)=C1P(O)(Cl)Cl)=O YJGXWVAXLVUDPG-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
241000238557 Decapoda Species 0.000 description 1
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
241001125281 Eubalaena glacialis Species 0.000 description 1
244000043261 Hevea brasiliensis Species 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 1
235000019482 Palm oil Nutrition 0.000 description 1
235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
244000046052 Phaseolus vulgaris Species 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
239000005062 Polybutadiene Substances 0.000 description 1
229920002367 Polyisobutene Polymers 0.000 description 1
229920001328 Polyvinylidene chloride Polymers 0.000 description 1
235000004443 Ricinus communis Nutrition 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
150000001241 acetals Chemical class 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
125000005250 alkyl acrylate group Chemical group 0.000 description 1
150000003973 alkyl amines Chemical class 0.000 description 1
125000001118 alkylidene group Chemical group 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000010775 animal oil Substances 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000006229 carbon black Substances 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
UOCJDOLVGGIYIQ-PBFPGSCMSA-N cefatrizine Chemical group S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)[C@H](N)C=2C=CC(O)=CC=2)CC=1CSC=1C=NNN=1 UOCJDOLVGGIYIQ-PBFPGSCMSA-N 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 description 1
239000003086 colorant Substances 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
235000009508 confectionery Nutrition 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
235000012343 cottonseed oil Nutrition 0.000 description 1
239000002385 cottonseed oil Substances 0.000 description 1
239000012043 crude product Substances 0.000 description 1
239000013078 crystal Substances 0.000 description 1
230000006378 damage Effects 0.000 description 1
238000003795 desorption Methods 0.000 description 1
150000001993 dienes Chemical class 0.000 description 1
239000002283 diesel fuel Substances 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000003822 epoxy resin Substances 0.000 description 1
HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
238000010265 fast atom bombardment Methods 0.000 description 1
239000003925 fat Substances 0.000 description 1
235000011194 food seasoning agent Nutrition 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000000295 fuel oil Substances 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
239000003502 gasoline Substances 0.000 description 1
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229920001903 high density polyethylene Polymers 0.000 description 1
239000004700 high-density polyethylene Substances 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
125000006289 hydroxybenzyl group Chemical group 0.000 description 1
238000002329 infrared spectrum Methods 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
238000004898 kneading Methods 0.000 description 1
235000021388 linseed oil Nutrition 0.000 description 1
239000000944 linseed oil Substances 0.000 description 1
229920001684 low density polyethylene Polymers 0.000 description 1
239000004702 low-density polyethylene Substances 0.000 description 1
239000010687 lubricating oil Substances 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
238000005259 measurement Methods 0.000 description 1
150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229920003052 natural elastomer Polymers 0.000 description 1
229920005615 natural polymer Polymers 0.000 description 1
229920001194 natural rubber Polymers 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
238000002103 osmometry Methods 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
239000002540 palm oil Substances 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000012071 phase Substances 0.000 description 1
VXTFGYMINLXJPW-UHFFFAOYSA-N phosphinane Chemical compound C1CCPCC1 VXTFGYMINLXJPW-UHFFFAOYSA-N 0.000 description 1
239000006069 physical mixture Substances 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920001084 poly(chloroprene) 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
229920000647 polyepoxide Polymers 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920000139 polyethylene terephthalate Polymers 0.000 description 1
239000005020 polyethylene terephthalate Substances 0.000 description 1
229920001195 polyisoprene Polymers 0.000 description 1
229920002959 polymer blend Polymers 0.000 description 1
229920000306 polymethylpentene Polymers 0.000 description 1
239000011116 polymethylpentene Substances 0.000 description 1
229920005862 polyol Polymers 0.000 description 1
229920000098 polyolefin Polymers 0.000 description 1
150000003077 polyols Chemical class 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
239000000843 powder Substances 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
238000011160 research Methods 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
230000006641 stabilisation Effects 0.000 description 1
238000011105 stabilization Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
229920001059 synthetic polymer Polymers 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
239000003760 tallow Substances 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
229920001567 vinyl ester resin Polymers 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
238000004073 vulcanization Methods 0.000 description 1
239000001993 wax Substances 0.000 description 1
239000010698 whale oil Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/527—Cyclic esters
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/32—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing two or more of boron, silicon, phosphorus, selenium, tellurium or a metal
- C09K15/322—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing two or more of boron, silicon, phosphorus, selenium, tellurium or a metal containing only phosphorus

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Biochemistry (AREA)
Materials Engineering (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Compositions Of Macromolecular Compounds (AREA)
Anti-Oxidant Or Stabilizer Compositions (AREA)

JP59093062A 1983-05-12 1984-05-11 ２，４，６−トリス（置換フエノキシ）−１，３，５，２，４，６−トリオキサトリホスホリナン Granted JPS59212497A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US06/493,894 US4507416A (en)	1983-05-12	1983-05-12	2,4,6-Tris(substituted phenoxy)-1,3,5,2,4,6-trioxatriphosphorinanes as stabilizers
US493894		1983-05-12

Publications (2)

Publication Number	Publication Date
JPS59212497A true JPS59212497A (ja)	1984-12-01
JPH047754B2 JPH047754B2 (2)	1992-02-12

Family

ID=23962145

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP59093062A Granted JPS59212497A (ja)	1983-05-12	1984-05-11	２，４，６−トリス（置換フエノキシ）−１，３，５，２，４，６−トリオキサトリホスホリナン

Country Status (7)

Country	Link
US (1)	US4507416A (2)
EP (1)	EP0128368B1 (2)
JP (1)	JPS59212497A (2)
BR (1)	BR8402189A (2)
CA (1)	CA1219276A (2)
DE (1)	DE3465311D1 (2)
ZA (1)	ZA843290B (2)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH02163148A (ja) *	1988-09-15	1990-06-22	Ausimont Usa Inc	改良した安定化したハロ重合体組成物
WO2026070840A1 (ja) *	2024-09-27	2026-04-02	富士フイルム株式会社	無水環状ホスホン酸の製造方法及びホスホン酸モノエステルの製造方法

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4590017A (en) *	1985-02-19	1986-05-20	The B. F. Goodrich Company	2,4-bis-(2,6-di-t-alkyl-4-substituted-phenoxy)-1,3,2,4-dioxadiphosphetanes
US5000917A (en) *	1988-02-29	1991-03-19	Phillips Petroleum Company	Corrosion inhibition of polymethylphenthene
US5066460A (en) *	1988-02-29	1991-11-19	Phillips Petroleum Company	Corrosion inhibition of polymethylpentene
US4968736A (en) *	1988-02-29	1990-11-06	Willcox Kenneth W	Corrosion inhibition of polymethylpentene
ES2079626T3 (es) *	1990-06-26	1996-01-16	Ciba Geigy Ag	Compuestos dioxafosforinano como estabilizadores de materiales organicos.
US5454193A (en) *	1993-04-15	1995-10-03	Hrifko; Harold H.	Window glass for automobiles, recreation vehicles or buildings
DE102011077927A1 (de) *	2011-06-21	2012-12-27	Tesa Se	Verfahren zur reversiblen kovalenten Vernetzung von Klebemassen

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3531483A (en) *	1968-10-25	1970-09-29	Goodrich Co B F	Hydroxyphenylalkyleneyl isocyanurates
US4025486A (en) *	1973-10-15	1977-05-24	The B. F. Goodrich Company	Hydroxyphenylalkyleneyl isocyanurate/pentaerythritol phosphite combinations as ultraviolet light stabilizers for polyolefins

1983
- 1983-05-12 US US06/493,894 patent/US4507416A/en not_active Expired - Lifetime
1984
- 1984-05-03 ZA ZA843290A patent/ZA843290B/xx unknown
- 1984-05-07 CA CA000453721A patent/CA1219276A/en not_active Expired
- 1984-05-09 BR BR8402189A patent/BR8402189A/pt unknown
- 1984-05-10 DE DE8484105314T patent/DE3465311D1/de not_active Expired
- 1984-05-10 EP EP84105314A patent/EP0128368B1/en not_active Expired
- 1984-05-11 JP JP59093062A patent/JPS59212497A/ja active Granted

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH02163148A (ja) *	1988-09-15	1990-06-22	Ausimont Usa Inc	改良した安定化したハロ重合体組成物
WO2026070840A1 (ja) *	2024-09-27	2026-04-02	富士フイルム株式会社	無水環状ホスホン酸の製造方法及びホスホン酸モノエステルの製造方法

Also Published As

Publication number	Publication date
EP0128368B1 (en)	1987-08-12
ZA843290B (en)	1985-07-31
JPH047754B2 (2)	1992-02-12
CA1219276A (en)	1987-03-17
US4507416A (en)	1985-03-26
EP0128368A1 (en)	1984-12-19
BR8402189A (pt)	1984-12-18
DE3465311D1 (en)	1987-09-17

Publication	Publication Date	Title
US4529533A (en)	1985-07-16	Substituted 2-(2,6-di-t-butly-4-alkylphenoxy) 4H-1,3,2-benzodioxaphosphorins and compositions thereof
US4507416A (en)	1985-03-26	2,4,6-Tris(substituted phenoxy)-1,3,5,2,4,6-trioxatriphosphorinanes as stabilizers
US3506716A (en)	1970-04-14	Phenolic containing alkyl sulfides
JPH0350247A (ja)	1991-03-04	２，４―ジメチル―６―ｓ―アルキルフェノール
US4584146A (en)	1986-04-22	Tetrakis(2,6-di-t-butyl-4-substituted phenyl)4,4'-bisphenyl diphosphites
JPH01135891A (ja)	1989-05-29	１，３，２−オキサザホスホリジンの脂肪族エステルおよび該化合物により安定化された有機材料組成物
US4415686A (en)	1983-11-15	Sterically hindered phenyl bis(naphthyl)phosphites and compositions thereof
US4205176A (en)	1980-05-27	Ester substituted oxazolines
US5169885A (en)	1992-12-08	Bis[2-tert-butyl-4-(2-octadecyloxycarbonylethyl)-6-methylphenyl]phosphite useful as a stabilizing agent
KR100406620B1 (ko)	2004-04-14	아인산염,이의제조방법및용도
US4288361A (en)	1981-09-08	Substituted oxazolines as stabilizers
JPH01163158A (ja)	1989-06-27	ヒドロキシルアミンエステル及びそれらの安定剤としての使用法
US3925518A (en)	1975-12-09	Bis(phenyl)amidotriophosphates
US4448915A (en)	1984-05-15	Acetylene carbamide derivatives, processes for their production, and antioxidants for organic substances which comprise such derivatives as active ingredients
US4439564A (en)	1984-03-27	5-Membered cyclic phosphonates and compositions thereof
JPS61155366A (ja)	1986-07-15	置換（４−ヒドロキシフエニルチオアルキル）誘導体
US4920228A (en)	1990-04-24	N,N-disubstituted, α-(3,5-dialkyl-4-hydroxyphenyl)-α,α-disubstituted acetamides and composition stabilized therewith
JPH04244092A (ja)	1992-09-01	置換３，７，９−トリオキサ−１−アザ−２，８−ジホスファスピロ〔４．５〕デカン及び安定化組成物
US5077424A (en)	1991-12-31	Phosphite compounds
US4122270A (en)	1978-10-24	Phenoxy-s-triazines
US4147659A (en)	1979-04-03	Novel antioxidant composition and process for making the same
JPS62273967A (ja)	1987-11-28	イソシアヌル酸誘導体及び該化合物からなる安定剤
JP3823348B2 (ja)	2006-09-20	亜リン酸エステル類、その製法及びその用途
US6075159A (en)	2000-06-13	Phosphite, a process for producing the same and a use thereof
US3639538A (en)	1972-02-01	Hindered phenolic derivatives of certain phosphinodithioic acids or an o o-diester of phosphorothiolothionic acid

JPS59212497A - ２，４，６−トリス（置換フエノキシ）−１，３，５，２，４，６−トリオキサトリホスホリナン - Google Patents

Info

Links

Classifications

Landscapes

Applications Claiming Priority (2)

Publications (2)

Family

ID=23962145

Family Applications (1)

Country Status (7)

Cited By (2)

Families Citing this family (7)

Family Cites Families (2)

Cited By (2)

Also Published As

Similar Documents