DD294716A5 - Piperidin-triazinverbindungen zur verwendung als stabilisatoren fuer organische stoffe - Google Patents

Piperidin-triazinverbindungen zur verwendung als stabilisatoren fuer organische stoffe Download PDF

Info

Publication number: DD294716A5
Authority: DD; German Democratic Republic
Prior art keywords: alkyl; group; alkylene; formula; interrupted
Prior art date: 1989-05-25

Application number

DD90340961A

Other languages

German (de)

English (en)

Inventor

Valerio Borzatta

Graziano Vignali

Michela Bonora

Original Assignee

��`��@��k��

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.)

1989-05-25

Filing date

1990-05-23

Publication date

1991-10-10

1990-05-23 Application filed by ��`��@��k�� filed Critical ��`��@��k��

1991-10-10 Publication of DD294716A5 publication Critical patent/DD294716A5/de

Links

239000003381 stabilizer Substances 0.000 title abstract description 18
YPSLATCYOGSFDU-UHFFFAOYSA-N piperidine;triazine Chemical class C1CCNCC1.C1=CN=NN=C1 YPSLATCYOGSFDU-UHFFFAOYSA-N 0.000 title abstract description 3
239000000126 substance Substances 0.000 title description 4
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 41
239000001257 hydrogen Substances 0.000 claims abstract description 40
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 15
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 15
230000003647 oxidation Effects 0.000 claims abstract description 7
238000007254 oxidation reaction Methods 0.000 claims abstract description 7
-1 tetrahydrofurfuryl Chemical group 0.000 claims description 159
150000001875 compounds Chemical class 0.000 claims description 62
125000004430 oxygen atom Chemical group O* 0.000 claims description 36
239000000203 mixture Substances 0.000 claims description 31
XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims description 29
150000002431 hydrogen Chemical class 0.000 claims description 24
125000002947 alkylene group Chemical group 0.000 claims description 19
125000000217 alkyl group Chemical group 0.000 claims description 18
125000000623 heterocyclic group Chemical group 0.000 claims description 17
125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 15
229910052757 nitrogen Inorganic materials 0.000 claims description 15
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 14
239000004743 Polypropylene Substances 0.000 claims description 14
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 14
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 13
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 11
125000003342 alkenyl group Chemical group 0.000 claims description 10
229920001155 polypropylene Polymers 0.000 claims description 10
125000004956 cyclohexylene group Chemical group 0.000 claims description 9
239000011368 organic material Substances 0.000 claims description 9
125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 8
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 7
229920001059 synthetic polymer Polymers 0.000 claims description 7
239000004698 Polyethylene Substances 0.000 claims description 6
125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
229920000573 polyethylene Polymers 0.000 claims description 6
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 5
239000000654 additive Substances 0.000 claims description 5
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 5
125000006832 (C1-C10) alkylene group Chemical group 0.000 claims description 4
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 4
229910052799 carbon Inorganic materials 0.000 claims description 4
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 4
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
125000001117 oleyl 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])=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])[H] 0.000 claims description 4
230000015556 catabolic process Effects 0.000 claims description 3
238000006731 degradation reaction Methods 0.000 claims description 3
125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims description 3
125000003884 phenylalkyl group Chemical group 0.000 claims description 3
229920000098 polyolefin Polymers 0.000 claims description 3
125000004434 sulfur atom Chemical group 0.000 claims description 3
125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 0.000 claims description 3
125000006839 xylylene group Chemical group 0.000 claims description 3
125000000753 cycloalkyl group Chemical group 0.000 claims description 2
SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 2
230000007717 exclusion Effects 0.000 claims 1
ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims 1
230000000087 stabilizing effect Effects 0.000 claims 1
239000004611 light stabiliser Substances 0.000 abstract description 5
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 45
239000000463 material Substances 0.000 description 34
239000010410 layer Substances 0.000 description 28
238000010168 coupling process Methods 0.000 description 23
238000005859 coupling reaction Methods 0.000 description 23
230000008878 coupling Effects 0.000 description 22
238000000034 method Methods 0.000 description 22
229920001577 copolymer Polymers 0.000 description 20
239000000975 dye Substances 0.000 description 19
229920000642 polymer Polymers 0.000 description 19
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 14
239000000976 ink Substances 0.000 description 13
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 12
238000006243 chemical reaction Methods 0.000 description 11
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 10
239000005977 Ethylene Substances 0.000 description 10
239000004952 Polyamide Substances 0.000 description 10
150000003254 radicals Chemical class 0.000 description 10
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
150000002148 esters Chemical class 0.000 description 9
229920002647 polyamide Polymers 0.000 description 9
229920002857 polybutadiene Polymers 0.000 description 9
239000005062 Polybutadiene Substances 0.000 description 8
HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 8
239000001993 wax Substances 0.000 description 8
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 7
125000003118 aryl group Chemical group 0.000 description 7
239000004417 polycarbonate Substances 0.000 description 7
229920006324 polyoxymethylene Polymers 0.000 description 7
239000000047 product Substances 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
239000002253 acid Substances 0.000 description 6
150000001252 acrylic acid derivatives Chemical class 0.000 description 6
229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 6
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
150000001993 dienes Chemical class 0.000 description 6
229910052736 halogen Inorganic materials 0.000 description 6
150000002367 halogens Chemical class 0.000 description 6
229920001684 low density polyethylene Polymers 0.000 description 6
239000004702 low-density polyethylene Substances 0.000 description 6
238000002844 melting Methods 0.000 description 6
230000008018 melting Effects 0.000 description 6
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 6
229920000728 polyester Polymers 0.000 description 6
239000004800 polyvinyl chloride Substances 0.000 description 6
229920000915 polyvinyl chloride Polymers 0.000 description 6
239000000243 solution Substances 0.000 description 6
125000001424 substituent group Chemical group 0.000 description 6
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
239000004721 Polyphenylene oxide Substances 0.000 description 5
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 5
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 5
125000004432 carbon atom Chemical group C* 0.000 description 5
229920001903 high density polyethylene Polymers 0.000 description 5
239000004700 high-density polyethylene Substances 0.000 description 5
150000002815 nickel Chemical class 0.000 description 5
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
239000004814 polyurethane Substances 0.000 description 5
239000000843 powder Substances 0.000 description 5
229910052709 silver Inorganic materials 0.000 description 5
239000004332 silver Substances 0.000 description 5
239000002904 solvent Substances 0.000 description 5
229920002554 vinyl polymer Polymers 0.000 description 5
FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 4
VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
229920000877 Melamine resin Polymers 0.000 description 4
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
125000003545 alkoxy group Chemical group 0.000 description 4
KJCVRFUGPWSIIH-UHFFFAOYSA-N alpha-naphthol Natural products C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 4
150000001412 amines Chemical class 0.000 description 4
HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 4
239000000945 filler Substances 0.000 description 4
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
239000004014 plasticizer Substances 0.000 description 4
229920000647 polyepoxide Polymers 0.000 description 4
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
229920005989 resin Polymers 0.000 description 4
239000011347 resin Substances 0.000 description 4
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 description 4
229920001897 terpolymer Polymers 0.000 description 4
238000012546 transfer Methods 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
229920002943 EPDM rubber Polymers 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 3
229920002292 Nylon 6 Polymers 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
239000004793 Polystyrene Substances 0.000 description 3
229920002396 Polyurea Polymers 0.000 description 3
239000004372 Polyvinyl alcohol Substances 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
125000002252 acyl group Chemical group 0.000 description 3
125000004442 acylamino group Chemical group 0.000 description 3
150000001298 alcohols Chemical class 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 3
125000004453 alkoxycarbonyl group Chemical group 0.000 description 3
229920000180 alkyd Polymers 0.000 description 3
125000005250 alkyl acrylate group Chemical group 0.000 description 3
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 3
125000003368 amide group Chemical group 0.000 description 3
235000010233 benzoic acid Nutrition 0.000 description 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 description 3
MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 3
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 3
125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 3
229920002678 cellulose Polymers 0.000 description 3
239000001913 cellulose Substances 0.000 description 3
238000009792 diffusion process Methods 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
229920001971 elastomer Polymers 0.000 description 3
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 3
238000007641 inkjet printing Methods 0.000 description 3
150000003951 lactams Chemical class 0.000 description 3
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical group NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 3
ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 3
239000000178 monomer Substances 0.000 description 3
FPQJEXTVQZHURJ-UHFFFAOYSA-N n,n'-bis(2-hydroxyethyl)oxamide Chemical compound OCCNC(=O)C(=O)NCCO FPQJEXTVQZHURJ-UHFFFAOYSA-N 0.000 description 3
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 3
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
150000002989 phenols Chemical class 0.000 description 3
239000000049 pigment Substances 0.000 description 3
229920003023 plastic Polymers 0.000 description 3
229920000058 polyacrylate Polymers 0.000 description 3
229920001707 polybutylene terephthalate Polymers 0.000 description 3
229920000515 polycarbonate Polymers 0.000 description 3
229920000570 polyether Polymers 0.000 description 3
239000005056 polyisocyanate Substances 0.000 description 3
229920002451 polyvinyl alcohol Polymers 0.000 description 3
235000019422 polyvinyl alcohol Nutrition 0.000 description 3
239000002243 precursor Substances 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
MCSKRVKAXABJLX-UHFFFAOYSA-N pyrazolo[3,4-d]triazole Chemical compound N1=NN=C2N=NC=C21 MCSKRVKAXABJLX-UHFFFAOYSA-N 0.000 description 3
PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 3
238000006467 substitution reaction Methods 0.000 description 3
150000005846 sugar alcohols Polymers 0.000 description 3
KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 3
YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 3
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 3
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 2
BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 2
YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 description 2
BVUXDWXKPROUDO-UHFFFAOYSA-N 2,6-di-tert-butyl-4-ethylphenol Chemical compound CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 BVUXDWXKPROUDO-UHFFFAOYSA-N 0.000 description 2
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 2
WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 2
GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 2
JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
IKEHOXWJQXIQAG-UHFFFAOYSA-N 2-tert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1 IKEHOXWJQXIQAG-UHFFFAOYSA-N 0.000 description 2
AIBRSVLEQRWAEG-UHFFFAOYSA-N 3,9-bis(2,4-ditert-butylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP1OCC2(COP(OC=3C(=CC(=CC=3)C(C)(C)C)C(C)(C)C)OC2)CO1 AIBRSVLEQRWAEG-UHFFFAOYSA-N 0.000 description 2
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
239000005711 Benzoic acid Substances 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
229920000089 Cyclic olefin copolymer Polymers 0.000 description 2
239000004593 Epoxy Substances 0.000 description 2
108010010803 Gelatin Proteins 0.000 description 2
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
229920010126 Linear Low Density Polyethylene (LLDPE) Polymers 0.000 description 2
PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 2
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239000000377 silicon dioxide Substances 0.000 description 1
AQRYNYUOKMNDDV-UHFFFAOYSA-M silver behenate Chemical compound [Ag+].CCCCCCCCCCCCCCCCCCCCCC([O-])=O AQRYNYUOKMNDDV-UHFFFAOYSA-M 0.000 description 1
IJRHDFLHUATAOS-DPMBMXLASA-M sodium ricinoleate Chemical compound [Na+].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O IJRHDFLHUATAOS-DPMBMXLASA-M 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000000992 solvent dye Substances 0.000 description 1
239000004071 soot Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
150000003413 spiro compounds Chemical class 0.000 description 1
230000003068 static effect Effects 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
229920000638 styrene acrylonitrile Polymers 0.000 description 1
229920003048 styrene butadiene rubber Polymers 0.000 description 1
238000000859 sublimation Methods 0.000 description 1
230000008022 sublimation Effects 0.000 description 1
239000000758 substrate Substances 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
125000001174 sulfone group Chemical group 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
229920003051 synthetic elastomer Polymers 0.000 description 1
239000005061 synthetic rubber Substances 0.000 description 1
125000006488 t-butyl benzyl group Chemical group 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
NZNAAUDJKMURFU-UHFFFAOYSA-N tetrakis(2,2,6,6-tetramethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)NC(C)(C)C1)C(C(=O)OC1CC(C)(C)NC(C)(C)C1)CC(=O)OC1CC(C)(C)NC(C)(C)C1 NZNAAUDJKMURFU-UHFFFAOYSA-N 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
239000004753 textile Substances 0.000 description 1
229920002803 thermoplastic polyurethane Polymers 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
150000004897 thiazines Chemical class 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical group NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 1
150000003585 thioureas Chemical class 0.000 description 1
229960000790 thymol Drugs 0.000 description 1
125000005259 triarylamine group Chemical group 0.000 description 1
150000003918 triazines Chemical class 0.000 description 1
IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
125000005591 trimellitate group Chemical group 0.000 description 1
CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
125000002948 undecyl 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])[H] 0.000 description 1
229920006337 unsaturated polyester resin Polymers 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
235000019871 vegetable fat Nutrition 0.000 description 1
125000001834 xanthenyl group Chemical class C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 description 1
150000003751 zinc Chemical class 0.000 description 1
XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
239000004711 α-olefin Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero 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
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3492—Triazines
- C08K5/34926—Triazines also containing heterocyclic groups other than triazine groups

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)
Compositions Of Macromolecular Compounds (AREA)
Hydrogenated Pyridines (AREA)
Silver Salt Photography Or Processing Solution Therefor (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

DD90340961A 1989-05-25 1990-05-23 Piperidin-triazinverbindungen zur verwendung als stabilisatoren fuer organische stoffe DD294716A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
IT8920645A IT1230086B (it)	1989-05-25	1989-05-25	Composti piperidin-triazinici atti all'impiego come stabilizzanti per materiali organici.

Publications (1)

Publication Number	Publication Date
DD294716A5 true DD294716A5 (de)	1991-10-10

Family

ID=11169990

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD90340961A DD294716A5 (de)	1989-05-25	1990-05-23	Piperidin-triazinverbindungen zur verwendung als stabilisatoren fuer organische stoffe

Country Status (6)

Country	Link
EP (1)	EP0399953A3 (ja)
JP (1)	JPH0320272A (ja)
BR (1)	BR9002451A (ja)
CA (1)	CA2017341A1 (ja)
DD (1)	DD294716A5 (ja)
IT (1)	IT1230086B (ja)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP3183953B2 (ja) *	1992-07-07	2001-07-09	旭電化工業株式会社	安定化高分子材料組成物
IT1263993B (it) *	1993-04-05	1996-09-06	Ciba Geigy Spa	Composti piperidin-triazinici atti all'impiego come stabilizzanti per materiali organici
US5607988A (en) *	1993-11-18	1997-03-04	Asahi Denka Kogyo Kabushiki Kaisha	Stabilized polymeric material composition
EP2484677A1 (en) *	2005-01-21	2012-08-08	Basf Se	Polyamine derivative
EP2128142A1 (en) *	2008-05-30	2009-12-02	Basf Se	Amphiphilic molecules with a triazine core
IT201700078234A1 (it) *	2017-07-11	2019-01-11	3V Sigma Spa	Ammine impedite

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IT1060458B (it) *	1975-12-18	1982-08-20	Chimosa Chimica Organica Spa	Composti piperidil triazinici adatti per la stabilizzazione di polimeri sintetici e procedimento per la loro preparazione
EP0003542B1 (de) *	1978-02-08	1981-11-25	Ciba-Geigy Ag	Neue Polyalkylpiperidinderivate von s-Triazinen, ihre Verwendung als Stabilisatoren für Polymere und die so stabilisierten Polymere
DE2944729A1 (de) *	1979-11-06	1981-05-14	Hoechst Ag, 6000 Frankfurt	Neue triazinstabilisatoren
IT1169843B (it) *	1983-09-23	1987-06-03	Chimosa Chimica Organica Spa	Composti polimerici contenenti radicali piperidinici, processo per la loro preparazione e loro impiego quali stabilizzanti per polimeri sintetici
IT1197466B (it) *	1986-08-25	1988-11-30	Ciba Geigy Spa	Metodo per la stabilizzazione di polimeri oleofinici mediante composti triazinici
IT1205023B (it) *	1987-05-22	1989-03-10	Ciba Geigy Spa	Composti piperidin-triazinici utilizzabili come stabilizzanti di poliolefine
IT1222049B (it) *	1987-07-16	1990-08-31	Ciba Geygi Spa	Composti piperidin triazinici utilizzabili come stabilizzanti per polimeri sintetici

1989
- 1989-05-25 IT IT8920645A patent/IT1230086B/it active
1990
- 1990-05-16 EP EP19900810362 patent/EP0399953A3/en not_active Withdrawn
- 1990-05-23 CA CA002017341A patent/CA2017341A1/en not_active Abandoned
- 1990-05-23 DD DD90340961A patent/DD294716A5/de not_active IP Right Cessation
- 1990-05-24 BR BR909002451A patent/BR9002451A/pt not_active Application Discontinuation
- 1990-05-25 JP JP2136947A patent/JPH0320272A/ja active Pending

Also Published As

Publication number	Publication date
IT1230086B (it)	1991-10-05
JPH0320272A (ja)	1991-01-29
EP0399953A3 (en)	1992-01-08
EP0399953A2 (en)	1990-11-28
CA2017341A1 (en)	1990-11-25
IT8920645A0 (it)	1989-05-25
BR9002451A (pt)	1991-08-06

Legal Events

Date	Code	Title	Description
1999-02-04	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
DE19748658B4 (de)	2015-08-20	Benzotriazol-UV-Absorptionsmittel mit erhöhter Haltbarkeit
DE60107874T2 (de)	2005-05-19	Substituierte 5-aryl- und 5-heteroaryl-2-(2-hydroxyphenyl)-2h-benzotriazolderivate als uv-absorbierende substanzen
DE19615000A1 (de)	1996-10-24	Überzugs- und Registriermaterialien, die mit Benzotriazol-UV-Absorbern stabilisiert sind
DE10001832A1 (de)	2000-07-27	Benzotriazol-UV-Absorptionsmittel mit erhöhter Stabilität
DE3876324T2 (de)	1993-04-01	Piperidin-triazin-verbindungen zur verwendung als stabilisator fuer organisches material.
DD294716A5 (de)	1991-10-10	Piperidin-triazinverbindungen zur verwendung als stabilisatoren fuer organische stoffe
DE68927787T2 (de)	1997-08-28	Substituierte Piperidinverbindungen und ihrer Verwendung als Stabilisatoren für organische Materialien
JPH04288074A (ja)	1992-10-13	有機材料用の安定剤として使用するためのピペリジン−トリアジン化合物
DE69109937T2 (de)	1995-11-02	Neue Piperidintriazin-Cooligomere zur Verwendung als Stabilisatoren für organische Materialien.
DE60132194T2 (de)	2008-12-24	Thioimidazolidinderivate als lichtschutzmittel für polymere
DE69027556T2 (de)	1997-01-09	Piperidin-Triazin-Verbindungen zur Anwendung als Stabilisatoren in organischen Materialien
DE69926392T2 (de)	2006-04-27	Piperazinon-derivate
EP0232224A2 (de)	1987-08-12	Neue Piperidinverbindungen
DE69112899T2 (de)	1996-03-14	Piperidin-Triazin-Verbindungen zur Verwendung als Stabilisatoren für organische Materialien.
NL1013652C2 (nl)	2004-12-10	Piperazinonderivaten.
US5194466A (en)	1993-03-16	Piperidine-triazine compounds for use as stabilizers for organic materials
DE19903870A1 (de)	1999-08-05	Oxopiperazinyl-Derivate und Licht-stabilisierte Zusammensetzungen
DE68912873T2 (de)	1994-06-30	Piperidine-triazine Verbindungen zur Verwendung als Stabilisatoren für organische Kunststoffe.
US20030073835A1 (en)	2003-04-17	Imidazolidinone derivatives
GB2377441A (en)	2003-01-15	Piperazinone derivatives