NO802930L - Anvendelse av organiske forbindelser som stabilisatorer i polymerprodukter - Google Patents

Anvendelse av organiske forbindelser som stabilisatorer i polymerprodukter

Info

Publication number: NO802930L
Authority: NO; Norway
Prior art keywords: alkyl; residue; hydrogen; compounds; residues
Prior art date: 1979-02-05

Application number

NO802930A

Other languages

English (en)

Norwegian (no)

Inventor

Horst Mayerhoefer

Wolfgang Mueller

Hans Hinsken

Hermann Schneider

Original Assignee

Sandoz Ag

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.)

1979-02-05

Filing date

1980-10-03

Publication date

1980-10-03

1980-10-03 Application filed by Sandoz Ag filed Critical Sandoz Ag

1980-10-03 Publication of NO802930L publication Critical patent/NO802930L/no

Links

239000003381 stabilizer Substances 0.000 title claims description 27
229920000642 polymer Polymers 0.000 title description 12
150000002894 organic compounds Chemical class 0.000 title 1
125000000217 alkyl group Chemical group 0.000 claims description 152
150000001875 compounds Chemical class 0.000 claims description 148
239000001257 hydrogen Substances 0.000 claims description 101
229910052739 hydrogen Inorganic materials 0.000 claims description 101
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 88
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 62
ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical compound C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 claims description 58
-1 phenyl mercapto, aminocarbonyl Chemical group 0.000 claims description 46
125000000753 cycloalkyl group Chemical group 0.000 claims description 42
125000001424 substituent group Chemical group 0.000 claims description 40
150000002431 hydrogen Chemical group 0.000 claims description 38
125000004432 carbon atom Chemical group C* 0.000 claims description 32
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 32
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 31
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 29
229910052760 oxygen Inorganic materials 0.000 claims description 29
239000001301 oxygen Substances 0.000 claims description 29
239000000203 mixture Substances 0.000 claims description 25
229910052757 nitrogen Inorganic materials 0.000 claims description 17
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
125000004433 nitrogen atom Chemical group N* 0.000 claims description 15
239000011368 organic material Substances 0.000 claims description 14
239000000460 chlorine Substances 0.000 claims description 13
229910052801 chlorine Inorganic materials 0.000 claims description 13
JYGFTBXVXVMTGB-UHFFFAOYSA-N indolin-2-one Chemical compound C1=CC=C2NC(=O)CC2=C1 JYGFTBXVXVMTGB-UHFFFAOYSA-N 0.000 claims description 13
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
125000003545 alkoxy group Chemical group 0.000 claims description 12
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 11
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical group CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 9
125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 claims description 9
239000000463 material Substances 0.000 claims description 9
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 8
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 8
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
238000000034 method Methods 0.000 claims description 8
230000003287 optical effect Effects 0.000 claims description 8
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 8
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
125000001931 aliphatic group Chemical group 0.000 claims description 7
125000003710 aryl alkyl group Chemical group 0.000 claims description 7
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 claims description 6
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical group OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 6
239000005864 Sulphur Substances 0.000 claims description 6
239000002253 acid Substances 0.000 claims description 6
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
239000000155 melt Substances 0.000 claims description 6
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 6
238000002360 preparation method Methods 0.000 claims description 6
125000000547 substituted alkyl group Chemical group 0.000 claims description 6
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 6
238000004519 manufacturing process Methods 0.000 claims description 5
150000002989 phenols Chemical class 0.000 claims description 5
XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims description 4
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 4
125000002252 acyl group Chemical group 0.000 claims description 4
239000006078 metal deactivator Substances 0.000 claims description 4
125000003884 phenylalkyl group Chemical group 0.000 claims description 4
239000000047 product Substances 0.000 claims description 4
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 3
150000001412 amines Chemical class 0.000 claims description 3
239000003963 antioxidant agent Substances 0.000 claims description 3
125000001309 chloro group Chemical group Cl* 0.000 claims description 3
229910052736 halogen Inorganic materials 0.000 claims description 3
150000002367 halogens Chemical class 0.000 claims description 3
125000004430 oxygen atom Chemical group O* 0.000 claims description 3
229910052698 phosphorus Inorganic materials 0.000 claims description 3
239000011574 phosphorus Substances 0.000 claims description 3
239000011814 protection agent Substances 0.000 claims description 3
229920006395 saturated elastomer Polymers 0.000 claims description 3
125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
150000001299 aldehydes Chemical class 0.000 claims description 2
125000004103 aminoalkyl group Chemical group 0.000 claims description 2
125000005161 aryl oxy carbonyl group Chemical group 0.000 claims description 2
125000004104 aryloxy group Chemical group 0.000 claims description 2
125000004429 atom Chemical group 0.000 claims description 2
150000001555 benzenes Chemical group 0.000 claims description 2
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 2
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 2
230000008030 elimination Effects 0.000 claims description 2
238000003379 elimination reaction Methods 0.000 claims description 2
150000002430 hydrocarbons Chemical group 0.000 claims description 2
239000013067 intermediate product Substances 0.000 claims description 2
239000000314 lubricant Substances 0.000 claims description 2
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
150000002829 nitrogen Chemical class 0.000 claims description 2
239000002667 nucleating agent Substances 0.000 claims description 2
239000002530 phenolic antioxidant Substances 0.000 claims description 2
125000006678 phenoxycarbonyl group Chemical group 0.000 claims description 2
125000004076 pyridyl group Chemical group 0.000 claims description 2
150000003335 secondary amines Chemical group 0.000 claims description 2
229910014033 C-OH Inorganic materials 0.000 claims 1
229910014570 C—OH Inorganic materials 0.000 claims 1
239000012467 final product Substances 0.000 claims 1
HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 18
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 18
239000000654 additive Substances 0.000 description 14
239000000843 powder Substances 0.000 description 14
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
239000000243 solution Substances 0.000 description 12
230000000996 additive effect Effects 0.000 description 10
238000002844 melting Methods 0.000 description 9
230000008018 melting Effects 0.000 description 9
239000013078 crystal Substances 0.000 description 8
229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 7
239000002904 solvent Substances 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
239000004698 Polyethylene Substances 0.000 description 6
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
229920001577 copolymer Polymers 0.000 description 6
229920000573 polyethylene Polymers 0.000 description 6
238000012360 testing method Methods 0.000 description 6
239000004743 Polypropylene Substances 0.000 description 5
229920001155 polypropylene Polymers 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
230000006641 stabilisation Effects 0.000 description 5
238000011105 stabilization Methods 0.000 description 5
QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 4
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 description 4
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 4
238000001816 cooling Methods 0.000 description 4
238000001125 extrusion Methods 0.000 description 4
239000000835 fiber Substances 0.000 description 4
239000008187 granular material Substances 0.000 description 4
229960002510 mandelic acid Drugs 0.000 description 4
238000005259 measurement Methods 0.000 description 4
238000002156 mixing Methods 0.000 description 4
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 4
239000003208 petroleum Substances 0.000 description 4
239000002244 precipitate Substances 0.000 description 4
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
229920001059 synthetic polymer Polymers 0.000 description 4
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
230000015556 catabolic process Effects 0.000 description 3
229920001971 elastomer Polymers 0.000 description 3
HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 3
238000001704 evaporation Methods 0.000 description 3
230000008020 evaporation Effects 0.000 description 3
239000010408 film Substances 0.000 description 3
229920003023 plastic Polymers 0.000 description 3
239000004033 plastic Substances 0.000 description 3
239000004800 polyvinyl chloride Substances 0.000 description 3
229920000915 polyvinyl chloride Polymers 0.000 description 3
NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
238000001953 recrystallisation Methods 0.000 description 3
229960001755 resorcinol Drugs 0.000 description 3
239000005060 rubber Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
229920001897 terpolymer Polymers 0.000 description 3
TUAMRELNJMMDMT-UHFFFAOYSA-N 3,5-xylenol Chemical compound CC1=CC(C)=CC(O)=C1 TUAMRELNJMMDMT-UHFFFAOYSA-N 0.000 description 2
FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
239000004952 Polyamide Substances 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
125000005907 alkyl ester group Chemical group 0.000 description 2
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 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
238000000071 blow moulding Methods 0.000 description 2
CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 2
239000008116 calcium stearate Substances 0.000 description 2
235000013539 calcium stearate Nutrition 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
230000032050 esterification Effects 0.000 description 2
238000005886 esterification reaction Methods 0.000 description 2
238000001914 filtration Methods 0.000 description 2
BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 2
150000002476 indolines Chemical class 0.000 description 2
RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
229910052943 magnesium sulfate Inorganic materials 0.000 description 2
235000019341 magnesium sulphate Nutrition 0.000 description 2
239000012803 melt mixture Substances 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-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
NMHMNPHRMNGLLB-UHFFFAOYSA-N phloretic acid Chemical compound OC(=O)CCC1=CC=C(O)C=C1 NMHMNPHRMNGLLB-UHFFFAOYSA-N 0.000 description 2
QJIJQNUQORKBKY-UHFFFAOYSA-N piperidin-1-ium;benzoate Chemical compound C1CCNCC1.OC(=O)C1=CC=CC=C1 QJIJQNUQORKBKY-UHFFFAOYSA-N 0.000 description 2
229920002239 polyacrylonitrile Polymers 0.000 description 2
229920002647 polyamide Polymers 0.000 description 2
229920000728 polyester Polymers 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
229920002635 polyurethane Polymers 0.000 description 2
239000004814 polyurethane Substances 0.000 description 2
NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 2
238000012545 processing Methods 0.000 description 2
230000005855 radiation Effects 0.000 description 2
238000010992 reflux Methods 0.000 description 2
239000000741 silica gel Substances 0.000 description 2
229910002027 silica gel Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
239000007921 spray Substances 0.000 description 2
230000000087 stabilizing effect Effects 0.000 description 2
239000000126 substance Substances 0.000 description 2
230000000930 thermomechanical effect Effects 0.000 description 2
238000004383 yellowing Methods 0.000 description 2
HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 1
VQIRPKSLELOUKW-UHFFFAOYSA-N (3-hydroxyphenyl) octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC1=CC=CC(O)=C1 VQIRPKSLELOUKW-UHFFFAOYSA-N 0.000 description 1
XYXJKPCGSGVSBO-UHFFFAOYSA-N 1,3,5-tris[(4-tert-butyl-3-hydroxy-2,6-dimethylphenyl)methyl]-1,3,5-triazinane-2,4,6-trione Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C)=C1CN1C(=O)N(CC=2C(=C(O)C(=CC=2C)C(C)(C)C)C)C(=O)N(CC=2C(=C(O)C(=CC=2C)C(C)(C)C)C)C1=O XYXJKPCGSGVSBO-UHFFFAOYSA-N 0.000 description 1
MQQKTNDBASEZSD-UHFFFAOYSA-N 1-(octadecyldisulfanyl)octadecane Chemical compound CCCCCCCCCCCCCCCCCCSSCCCCCCCCCCCCCCCCCC MQQKTNDBASEZSD-UHFFFAOYSA-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
ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 1
KUFFULVDNCHOFZ-UHFFFAOYSA-N 2,4-xylenol Chemical compound CC1=CC=C(O)C(C)=C1 KUFFULVDNCHOFZ-UHFFFAOYSA-N 0.000 description 1
KDBZVULQVCUNNA-UHFFFAOYSA-N 2,5-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(C(C)(C)C)C(O)=C1 KDBZVULQVCUNNA-UHFFFAOYSA-N 0.000 description 1
SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
FJGQBLRYBUAASW-UHFFFAOYSA-N 2-(benzotriazol-2-yl)phenol Chemical compound OC1=CC=CC=C1N1N=C2C=CC=CC2=N1 FJGQBLRYBUAASW-UHFFFAOYSA-N 0.000 description 1
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
FGEAOSXMQZWHIQ-UHFFFAOYSA-N 2-chloro-2-phenylacetyl chloride Chemical compound ClC(=O)C(Cl)C1=CC=CC=C1 FGEAOSXMQZWHIQ-UHFFFAOYSA-N 0.000 description 1
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
229940061334 2-phenylphenol Drugs 0.000 description 1
WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
PFANXOISJYKQRP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCC)C1=CC(C(C)(C)C)=C(O)C=C1C PFANXOISJYKQRP-UHFFFAOYSA-N 0.000 description 1
CYEKUDPFXBLGHH-UHFFFAOYSA-N 3-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC(O)=C1 CYEKUDPFXBLGHH-UHFFFAOYSA-N 0.000 description 1
229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
MNVMYTVDDOXZLS-UHFFFAOYSA-N 4-methoxyguaiacol Natural products COC1=CC=C(O)C(OC)=C1 MNVMYTVDDOXZLS-UHFFFAOYSA-N 0.000 description 1
QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
OJJXZHYAPVFDRX-UHFFFAOYSA-N 6-tert-butyl-3-[[5-[(4-tert-butyl-3-hydroxy-2,6-dimethylphenyl)methyl]-3H-dithiol-3-yl]methyl]-2,4-dimethylphenol terephthalic acid Chemical compound C(C1=CC=C(C(=O)O)C=C1)(=O)O.C(C)(C)(C)C1=C(C(=C(CC2=CC(SS2)CC2=C(C(=C(C=C2C)C(C)(C)C)O)C)C(=C1)C)C)O OJJXZHYAPVFDRX-UHFFFAOYSA-N 0.000 description 1
XOUQAVYLRNOXDO-UHFFFAOYSA-N 6-tert-butyl-m-cresol Natural products CC1=CC=C(C(C)(C)C)C(O)=C1 XOUQAVYLRNOXDO-UHFFFAOYSA-N 0.000 description 1
239000005711 Benzoic acid Substances 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
239000004709 Chlorinated polyethylene Substances 0.000 description 1
GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 1
239000003508 Dilauryl thiodipropionate Substances 0.000 description 1
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
BJJXHLWLUDYTGC-ANULTFPQSA-N Gestrinone Chemical compound C1CC(=O)C=C2CC[C@@H]([C@H]3[C@@](CC)([C@](CC3)(O)C#C)C=C3)C3=C21 BJJXHLWLUDYTGC-ANULTFPQSA-N 0.000 description 1
239000004705 High-molecular-weight polyethylene Substances 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
239000004594 Masterbatch (MB) Substances 0.000 description 1
239000004677 Nylon Substances 0.000 description 1
YIKSCQDJHCMVMK-UHFFFAOYSA-N Oxamide Chemical class NC(=O)C(N)=O YIKSCQDJHCMVMK-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 1
239000004721 Polyphenylene oxide Substances 0.000 description 1
239000004793 Polystyrene Substances 0.000 description 1
XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
238000003723 Smelting Methods 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
SAMOITCGMRRXJU-UHFFFAOYSA-N [3-(2-hydroxybenzoyl)phenyl]-(2-hydroxyphenyl)methanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC(C(=O)C=2C(=CC=CC=2)O)=C1 SAMOITCGMRRXJU-UHFFFAOYSA-N 0.000 description 1
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
239000006096 absorbing agent Substances 0.000 description 1
229960000583 acetic acid Drugs 0.000 description 1
230000032683 aging Effects 0.000 description 1
238000007605 air drying Methods 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical group 0.000 description 1
239000003513 alkali Substances 0.000 description 1
125000005119 alkyl cycloalkyl group Chemical group 0.000 description 1
125000005001 aminoaryl group Chemical group 0.000 description 1
239000002216 antistatic agent Substances 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
150000001559 benzoic acids Chemical class 0.000 description 1
238000009835 boiling Methods 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
239000001273 butane Substances 0.000 description 1
235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
150000001851 cinnamic acid derivatives Chemical class 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
238000004440 column chromatography Methods 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
FNIATMYXUPOJRW-UHFFFAOYSA-N cyclohexylidene Chemical group [C]1CCCCC1 FNIATMYXUPOJRW-UHFFFAOYSA-N 0.000 description 1
150000005690 diesters Chemical class 0.000 description 1
HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
235000019304 dilauryl thiodipropionate Nutrition 0.000 description 1
238000009826 distribution Methods 0.000 description 1
239000003480 eluent Substances 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
239000003822 epoxy resin Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
230000001747 exhibiting effect Effects 0.000 description 1
239000002657 fibrous material Substances 0.000 description 1
239000003063 flame retardant Substances 0.000 description 1
239000012530 fluid Substances 0.000 description 1
239000011888 foil Substances 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
239000011521 glass 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
229920001903 high density polyethylene Polymers 0.000 description 1
239000004700 high-density polyethylene Substances 0.000 description 1
125000004464 hydroxyphenyl group Chemical group 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
238000004898 kneading Methods 0.000 description 1
239000010687 lubricating oil Substances 0.000 description 1
239000000320 mechanical mixture Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
KXZXLEYRSHQNCR-UHFFFAOYSA-N methane 2-methylidenenonanethioic S-acid Chemical compound C.CCCCCCCC(=C)C(O)=S.CCCCCCCC(=C)C(O)=S.CCCCCCCC(=C)C(O)=S.CCCCCCCC(=C)C(O)=S KXZXLEYRSHQNCR-UHFFFAOYSA-N 0.000 description 1
AOGLBNCAHFLQDZ-UHFFFAOYSA-N methane 2-methylidenepentadecanethioic S-acid Chemical compound C.CCCCCCCCCCCCCC(=C)C(O)=S.CCCCCCCCCCCCCC(=C)C(O)=S.CCCCCCCCCCCCCC(=C)C(O)=S.CCCCCCCCCCCCCC(=C)C(O)=S AOGLBNCAHFLQDZ-UHFFFAOYSA-N 0.000 description 1
238000004452 microanalysis Methods 0.000 description 1
239000010446 mirabilite Substances 0.000 description 1
239000000178 monomer Substances 0.000 description 1
238000000465 moulding Methods 0.000 description 1
GTIBACHAUHDNPH-WHYMJUELSA-N n,n'-bis[(z)-benzylideneamino]oxamide Chemical compound C=1C=CC=CC=1\C=N/NC(=O)C(=O)N\N=C/C1=CC=CC=C1 GTIBACHAUHDNPH-WHYMJUELSA-N 0.000 description 1
GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
239000005445 natural material Substances 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
229920001778 nylon Polymers 0.000 description 1
WTBAHSZERDXKKZ-UHFFFAOYSA-N octadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCCCC(Cl)=O WTBAHSZERDXKKZ-UHFFFAOYSA-N 0.000 description 1
OBYWBISWWBUSET-UHFFFAOYSA-N octadecyl 3-(4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC=C(O)C=C1 OBYWBISWWBUSET-UHFFFAOYSA-N 0.000 description 1
IIGMITQLXAGZTL-UHFFFAOYSA-N octyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCC IIGMITQLXAGZTL-UHFFFAOYSA-N 0.000 description 1
239000003921 oil Substances 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
235000010292 orthophenyl phenol Nutrition 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
230000020477 pH reduction Effects 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
229920001568 phenolic resin Polymers 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
229920001748 polybutylene Polymers 0.000 description 1
239000004417 polycarbonate Substances 0.000 description 1
229920000515 polycarbonate Polymers 0.000 description 1
229920000647 polyepoxide Polymers 0.000 description 1
229920000139 polyethylene terephthalate Polymers 0.000 description 1
239000005020 polyethylene terephthalate Substances 0.000 description 1
239000002861 polymer material Substances 0.000 description 1
229920000098 polyolefin Polymers 0.000 description 1
229920006380 polyphenylene oxide Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
239000003223 protective agent Substances 0.000 description 1
238000004064 recycling Methods 0.000 description 1
238000005096 rolling process Methods 0.000 description 1
238000001175 rotational moulding Methods 0.000 description 1
150000003873 salicylate salts Chemical class 0.000 description 1
125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
238000000926 separation method Methods 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
238000007711 solidification Methods 0.000 description 1
230000008023 solidification Effects 0.000 description 1
239000011877 solvent mixture Substances 0.000 description 1
238000001179 sorption measurement Methods 0.000 description 1
238000004611 spectroscopical analysis Methods 0.000 description 1
238000009987 spinning Methods 0.000 description 1
230000003068 static effect Effects 0.000 description 1
239000010959 steel Substances 0.000 description 1
230000035882 stress Effects 0.000 description 1
229920003048 styrene butadiene rubber Polymers 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000003826 tablet Substances 0.000 description 1
KUCOHFSKRZZVRO-UHFFFAOYSA-N terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1 KUCOHFSKRZZVRO-UHFFFAOYSA-N 0.000 description 1
KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 1
239000010409 thin film Substances 0.000 description 1
238000012546 transfer Methods 0.000 description 1
150000005691 triesters Chemical class 0.000 description 1
238000001291 vacuum drying Methods 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000002699 waste material Substances 0.000 description 1
238000005303 weighing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D307/83—Oxygen 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
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1535—Five-membered rings
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3415—Five-membered rings
- C08K5/3417—Five-membered rings condensed with carbocyclic rings

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Plural Heterocyclic Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Compositions Of Macromolecular Compounds (AREA)
Furan Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Indole Compounds (AREA)

NO802930A 1979-02-05 1980-10-03 Anvendelse av organiske forbindelser som stabilisatorer i polymerprodukter NO802930L (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CH110479		1979-02-05
CH879379		1979-09-28

Publications (1)

Publication Number	Publication Date
NO802930L true NO802930L (no)	1980-10-03

Family

ID=25686661

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO802930A NO802930L (no)	1979-02-05	1980-10-03	Anvendelse av organiske forbindelser som stabilisatorer i polymerprodukter

Country Status (14)

Country	Link
US (3)	US4325863A (fr)
JP (1)	JPS6326771B2 (fr)
BR (1)	BR8006453A (fr)
CA (2)	CA1134094A (fr)
CH (1)	CH645908A5 (fr)
DE (1)	DE3030673D2 (fr)
ES (1)	ES488290A0 (fr)
FR (4)	FR2464278A1 (fr)
GB (2)	GB2042562B (fr)
IT (1)	IT1188889B (fr)
NL (1)	NL8020018A (fr)
NO (1)	NO802930L (fr)
SE (1)	SE443570B (fr)
WO (1)	WO1980001566A1 (fr)

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* Cited by examiner, † Cited by third party
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GB2042562B (en) *	1979-02-05	1983-05-11	Sandoz Ltd	Stabilising polymers
JPS61138648A (ja) *	1984-12-10	1986-06-26	Mitsui Petrochem Ind Ltd	光学デイスク
US4665112A (en) *	1986-01-02	1987-05-12	General Electric Company	Ultraviolet radiation stabilized polyphenylene ether resins
DE3601900A1 (de) *	1986-01-23	1987-07-30	Bayer Ag	Verwendung von 3-benzalphthaliden als uv-stabilisatoren fuer thermoplastische, aromatische polyester, polycarbonate und polyestercarbonate
US4888205A (en) *	1986-10-02	1989-12-19	Ppg Industries, Inc.	Method of treating a polyolefin substrate with adhesion promoters containing optical brightener
US4741860A (en) *	1986-10-02	1988-05-03	Ppg Industries, Inc.	Adhesion promoters containing optical brightener
FR2611715B1 (fr) *	1987-02-27	1989-05-12	Adir	Nouveaux acetamides derives de la dihydro-2,3 phenyl-3 benzofurannone-2, leurs procedes de preparation et les compositions pharmaceutiques qui les contiennent
FR2611713B1 (fr) *	1987-02-27	1990-11-30	Adir	Nouveaux derives de l'acide (dihydro-2,3 oxo-2 benzofurannyl-3)-2 acetique, leurs procedes de preparation et les compositions pharmaceutiques qui les contiennent
US4849428A (en) *	1987-11-23	1989-07-18	The Procter & Gamble Company	Cyclic anti-inflammatory derivatives of di-tert-butylphenol compounds, compositions and use
US4982006A (en) *	1987-12-18	1991-01-01	Norwich Eaton Pharmaceuticals, Inc.	Process for the preparation of certain substituted aromatic compounds
US4954544A (en) *	1989-03-23	1990-09-04	Conros Corporation	Modified adhesive composition which undergoes color changes upon application
US5175312A (en) *	1989-08-31	1992-12-29	Ciba-Geigy Corporation	3-phenylbenzofuran-2-ones
EP0415887B1 (fr) *	1989-08-31	1994-10-05	Ciba-Geigy Ag	3-Phényl-benzofuran-3-ones
US5250592A (en) *	1990-04-12	1993-10-05	Ciba-Geigy Corporation	Isoindolinone compounds as stabilizers for organic materials
GB2252325A (en) *	1991-01-31	1992-08-05	Ciba Geigy Ag	Stabilised polyolefin
TW206220B (fr) *	1991-07-01	1993-05-21	Ciba Geigy Ag
US5252643A (en) *	1991-07-01	1993-10-12	Ciba-Geigy Corporation	Thiomethylated benzofuran-2-ones
MX9205504A (es) *	1991-11-01	1993-06-01	Ciba Geigy Ag	Composicion y proceso para la preparacion de articulos que tienen estabilidad de moldeo
EP0543778A1 (fr) *	1991-11-19	1993-05-26	Ciba-Geigy Ag	Compositions de polyéther-polyol et de polyuréthanne protégées contre l'oxidation et la décoloration de noyau
EP0545861B1 (fr) *	1991-11-29	1995-12-27	Ciba-Geigy Ag	Dérivés de l'acide diphénylacétique comme stabilisateurs pour matérial organique
MX9207621A (es) *	1992-01-21	1993-07-01	Ciba Geigy Ag	Nuevos bisfenolfosfitos de cicloalquilideno
ES2101994T3 (es) *	1992-04-08	1997-07-16	Ciba Geigy Ag	Antioxidantes liquidos como estabilizadores.
US5356546A (en) *	1992-04-16	1994-10-18	The Lubrizol Corporation	Metal salts useful as additives for fuels and lubricants
US5281346A (en) *	1992-04-16	1994-01-25	The Lubrizol Corporation	Two-cycle engine lubricant and method of using same comprising alkali or alkaline earth metal salts of carboxylic aromatic acids
GB2267490B (en) *	1992-05-22	1995-08-09	Ciba Geigy Ag	3-(Carboxymethoxyphenyl)benzofuran-2-one stabilisers
NL9300801A (nl) *	1992-05-22	1993-12-16	Ciba Geigy	3-(acyloxyfenyl)benzofuran-2-on als stabilisatoren.
TW260686B (fr) *	1992-05-22	1995-10-21	Ciba Geigy
TW255902B (fr)	1992-09-23	1995-09-01	Ciba Geigy
MX9305489A (es) *	1992-09-23	1994-03-31	Ciba Geigy Ag	3-(dihidrobenzofuran-5-il)benzofuran-2-onas, estabilizadores.
TW283148B (fr) *	1992-09-25	1996-08-11	Ciba Geigy Ag
EP0594539B1 (fr) *	1992-10-21	1997-05-02	Ciba SC Holding AG	Phosphites de phényle comme stabilisants pour matériaux organiques
TW252991B (fr) *	1992-12-04	1995-08-01	Ciba Geigy
EP0608198A1 (fr) *	1993-01-18	1994-07-27	Ciba-Geigy Ag	Diphénylacétonenitriles cyclique comme stabilisateurs
DE59402281D1 (de) *	1993-06-28	1997-05-07	Bayer Ag	Massefärben von Kunststoffen
TW270133B (fr) *	1993-09-17	1996-02-11	Ciba Geigy
CH686306A5 (de) *	1993-09-17	1996-02-29	Ciba Geigy Ag	3-Aryl-benzofuranone als Stabilisatoren.
TW284762B (fr) *	1993-09-17	1996-09-01	Ciba Geigy Ag
TW327185B (en) *	1993-09-20	1998-02-21	Ciba Sc Holding Ag	Liquid antioxidants
IT1269197B (it)	1994-01-24	1997-03-21	Ciba Geigy Spa	Composti 1-idrocarbilossi piperidinici contenenti gruppi silanici atti all'impiego come stabilizzanti per materiali organici
TW297822B (fr) *	1994-04-13	1997-02-11	Ciba Geigy Ag
TW317568B (fr) *	1994-04-13	1997-10-11	Ciba Sc Holding Ag
TW350859B (en) *	1994-04-13	1999-01-21	Ciba Sc Holding Ag	HALS phosphonites as stabilizers
US5556973A (en)	1994-07-27	1996-09-17	Ciba-Geigy Corporation	Red-shifted tris-aryl-s-triazines and compositions stabilized therewith
EP0698637A3 (fr)	1994-08-22	1996-07-10	Ciba Geigy Ag	Polyuréthanes stabilisés avec des absorbeurs d'UV sélectionnés de benzotriazole 5-substitués
JP3303546B2 (ja) *	1994-08-29	2002-07-22	住友化学工業株式会社	ビスラクトン系化合物及びその製造方法
EP0711804A3 (fr)	1994-11-14	1999-09-22	Ciba SC Holding AG	Stabilisateurs à la lumière latents
TW303381B (fr)	1994-12-05	1997-04-21	Ciba Sc Holding Ag
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1980
- 1980-02-01 GB GB8003483A patent/GB2042562B/en not_active Expired
- 1980-02-01 GB GB8003482A patent/GB2044272B/en not_active Expired
- 1980-02-04 CA CA345,017A patent/CA1134094A/fr not_active Expired
- 1980-02-04 US US06/118,054 patent/US4325863A/en not_active Expired - Lifetime
- 1980-02-04 US US06/118,011 patent/US4338244A/en not_active Expired - Lifetime
- 1980-02-04 CA CA000345018A patent/CA1150257A/fr not_active Expired
- 1980-02-05 NL NL8020018A patent/NL8020018A/nl not_active Application Discontinuation
- 1980-02-05 WO PCT/CH1980/000017 patent/WO1980001566A1/fr not_active Ceased
- 1980-02-05 JP JP55500338A patent/JPS6326771B2/ja not_active Expired
- 1980-02-05 FR FR8002417A patent/FR2464278A1/fr active Granted
- 1980-02-05 ES ES488290A patent/ES488290A0/es active Granted
- 1980-02-05 CH CH749580A patent/CH645908A5/de not_active IP Right Cessation
- 1980-02-05 DE DE80CH8000017D patent/DE3030673D2/de not_active Expired
- 1980-02-05 BR BR8006453A patent/BR8006453A/pt unknown
- 1980-02-05 IT IT47806/80A patent/IT1188889B/it active
- 1980-02-05 FR FR8002418A patent/FR2449106B1/fr not_active Expired
- 1980-09-22 FR FR8020309A patent/FR2460943A1/fr active Granted
- 1980-10-03 FR FR8021217A patent/FR2464261A1/fr active Granted
- 1980-10-03 SE SE8006932A patent/SE443570B/sv not_active IP Right Cessation
- 1980-10-03 NO NO802930A patent/NO802930L/no unknown
1981
- 1981-12-28 US US06/335,066 patent/US4611016A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
BR8006453A (pt)	1980-12-30
FR2460943B1 (fr)	1983-11-25
GB2044272B (en)	1983-03-16
GB2044272A (en)	1980-10-15
US4611016A (en)	1986-09-09
DE3030673D2 (en)	1981-02-26
FR2464278B1 (fr)	1983-11-18
CA1134094A (fr)	1982-10-19
CA1150257A (fr)	1983-07-19
ES8101628A1 (es)	1980-12-16
NL8020018A (nl)	1980-11-28
WO1980001566A1 (fr)	1980-08-07
JPS6326771B2 (fr)	1988-05-31
IT8047806A0 (it)	1980-02-05
ES488290A0 (es)	1980-12-16
JPS55501181A (fr)	1980-12-25
GB2042562A (en)	1980-09-24
FR2449106B1 (fr)	1986-09-05
GB2042562B (en)	1983-05-11
US4325863A (en)	1982-04-20
FR2464278A1 (fr)	1981-03-06
US4338244A (en)	1982-07-06
SE8006932L (sv)	1980-10-03
FR2449106A1 (fr)	1980-09-12
FR2460943A1 (fr)	1981-01-30
FR2464261B1 (fr)	1984-02-10
FR2464261A1 (fr)	1981-03-06
SE443570B (sv)	1986-03-03
IT8047806A1 (it)	1981-08-05
CH645908A5 (de)	1984-10-31
IT1188889B (it)	1988-01-28

Publication	Publication Date	Title
NO802930L (no)	1980-10-03	Anvendelse av organiske forbindelser som stabilisatorer i polymerprodukter
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US4127586A (en)	1978-11-28	Light protection agents
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JPS6191235A (ja)	1986-05-09	新規の有機スルフィド化合物
US5017633A (en)	1991-05-21	Filled polyolefins stabilized with a combination of a hindered phenol and a phenylphosphonite
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CA1171095A (fr)	1984-07-17	Derives de chromane
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AT383816B (de)	1987-08-25	Verwendung von benzofuranon(2)- und indolinon (2) verbindungen als stabilisatoren
DE2717087A1 (de)	1977-11-10	Neue stabilisatoren
US3312657A (en)	1967-04-04	Stabilized halogen-containing olefin polymer compositions and stabilizers therefor
EP0255097A2 (fr)	1988-02-03	Procédé de modification de la résistance de détérioration de résines de polyoléfines contre la radiation stérilisante
EP0128861B1 (fr)	1990-12-12	Polyaminamides contenant des restes polyalkylpipéridinyliques
US3248247A (en)	1966-04-26	Process for the stabilization of light sensitive resinous organic material and compositions prepared therefrom
EP0372323A2 (fr)	1990-06-13	Résine de réticulation à base de polycarbonate et composition ignifuge réalisée à partir de celle-ci