CA2159418C - Stabilization of pigmented fiber with a synergistic mixture of hindered amine and uv absorber - Google Patents
Stabilization of pigmented fiber with a synergistic mixture of hindered amine and uv absorber Download PDFInfo
- Publication number
- CA2159418C CA2159418C CA002159418A CA2159418A CA2159418C CA 2159418 C CA2159418 C CA 2159418C CA 002159418 A CA002159418 A CA 002159418A CA 2159418 A CA2159418 A CA 2159418A CA 2159418 C CA2159418 C CA 2159418C
- Authority
- CA
- Canada
- Prior art keywords
- hydroxy
- benzotriazole
- tert
- triazine
- bis
- Prior art date
- 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.)
- Expired - Lifetime
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- 239000000835 fiber Substances 0.000 title claims abstract description 159
- 239000006096 absorbing agent Substances 0.000 title claims abstract description 82
- 150000001412 amines Chemical class 0.000 title claims abstract description 66
- 239000000203 mixture Substances 0.000 title claims description 49
- 230000006641 stabilisation Effects 0.000 title description 23
- 238000011105 stabilization Methods 0.000 title description 23
- 230000002195 synergetic effect Effects 0.000 title description 10
- -1 polypropylene Polymers 0.000 claims abstract description 126
- 239000004743 Polypropylene Substances 0.000 claims abstract description 80
- 229920001155 polypropylene Polymers 0.000 claims abstract description 80
- 239000011885 synergistic combination Substances 0.000 claims abstract description 30
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 27
- 239000004416 thermosoftening plastic Substances 0.000 claims abstract description 12
- 239000000049 pigment Substances 0.000 claims description 141
- 239000003381 stabilizer Substances 0.000 claims description 50
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 claims description 47
- 239000000654 additive Substances 0.000 claims description 32
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 18
- 229920000642 polymer Polymers 0.000 claims description 18
- 238000006068 polycondensation reaction Methods 0.000 claims description 16
- 239000012860 organic pigment Substances 0.000 claims description 12
- YZXTWMQYSSMUFH-UHFFFAOYSA-N 4-[6-(1-amino-2,2,6,6-tetramethylpiperidin-4-yl)hexyl]-2,2,6,6-tetramethylpiperidin-1-amine Chemical compound C1C(C)(C)N(N)C(C)(C)CC1CCCCCCC1CC(C)(C)N(N)C(C)(C)C1 YZXTWMQYSSMUFH-UHFFFAOYSA-N 0.000 claims description 11
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 11
- VQMHSKWEJGIXGA-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-6-dodecyl-4-methylphenol Chemical compound CCCCCCCCCCCCC1=CC(C)=CC(N2N=C3C=CC=CC3=N2)=C1O VQMHSKWEJGIXGA-UHFFFAOYSA-N 0.000 claims description 10
- 239000004952 Polyamide Substances 0.000 claims description 9
- 239000001023 inorganic pigment Substances 0.000 claims description 9
- UJRDRFZCRQNLJM-UHFFFAOYSA-N methyl 3-[3-(benzotriazol-2-yl)-5-tert-butyl-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OC)=CC(N2N=C3C=CC=CC3=N2)=C1O UJRDRFZCRQNLJM-UHFFFAOYSA-N 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- 229920002647 polyamide Polymers 0.000 claims description 9
- ARVUDIQYNJVQIW-UHFFFAOYSA-N (4-dodecoxy-2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC(OCCCCCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 ARVUDIQYNJVQIW-UHFFFAOYSA-N 0.000 claims description 8
- LEVFXWNQQSSNAC-UHFFFAOYSA-N 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-hexoxyphenol Chemical compound OC1=CC(OCCCCCC)=CC=C1C1=NC(C=2C=CC=CC=2)=NC(C=2C=CC=CC=2)=N1 LEVFXWNQQSSNAC-UHFFFAOYSA-N 0.000 claims description 8
- ZSSVCEUEVMALRD-UHFFFAOYSA-N 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-(octyloxy)phenol Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C1=NC(C=2C(=CC(C)=CC=2)C)=NC(C=2C(=CC(C)=CC=2)C)=N1 ZSSVCEUEVMALRD-UHFFFAOYSA-N 0.000 claims description 8
- 229920000728 polyester Polymers 0.000 claims description 8
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 8
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 8
- MUSZAXSTSOKYKG-UHFFFAOYSA-N 2-[5-(benzenesulfonyl)benzotriazol-2-yl]-4,6-ditert-butylphenol Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC(N2N=C3C=C(C=CC3=N2)S(=O)(=O)C=2C=CC=CC=2)=C1O MUSZAXSTSOKYKG-UHFFFAOYSA-N 0.000 claims description 7
- HPFWYRKGZUGGPB-UHFFFAOYSA-N 4,6-dichloro-n-(2,4,4-trimethylpentan-2-yl)-1,3,5-triazin-2-amine Chemical compound CC(C)(C)CC(C)(C)NC1=NC(Cl)=NC(Cl)=N1 HPFWYRKGZUGGPB-UHFFFAOYSA-N 0.000 claims description 7
- 150000004056 anthraquinones Chemical class 0.000 claims description 7
- 229910017052 cobalt Inorganic materials 0.000 claims description 6
- 239000010941 cobalt Substances 0.000 claims description 6
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 6
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 claims description 6
- MOUPNEIJQCETIW-UHFFFAOYSA-N lead chromate Chemical compound [Pb+2].[O-][Cr]([O-])(=O)=O MOUPNEIJQCETIW-UHFFFAOYSA-N 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 claims description 6
- 229910003455 mixed metal oxide Inorganic materials 0.000 claims description 6
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 claims description 6
- 230000000087 stabilizing effect Effects 0.000 claims description 6
- RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidine Chemical compound CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 claims description 5
- ZMWRRFHBXARRRT-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4,6-bis(2-methylbutan-2-yl)phenol Chemical compound CCC(C)(C)C1=CC(C(C)(C)CC)=CC(N2N=C3C=CC=CC3=N2)=C1O ZMWRRFHBXARRRT-UHFFFAOYSA-N 0.000 claims description 5
- MMBYJYAFFGKUDC-UHFFFAOYSA-N 3-aminoisoindol-1-one Chemical compound C1=CC=C2C(N)=NC(=O)C2=C1 MMBYJYAFFGKUDC-UHFFFAOYSA-N 0.000 claims description 5
- UQAMDAUJTXFNAD-UHFFFAOYSA-N 4-(4,6-dichloro-1,3,5-triazin-2-yl)morpholine Chemical compound ClC1=NC(Cl)=NC(N2CCOCC2)=N1 UQAMDAUJTXFNAD-UHFFFAOYSA-N 0.000 claims description 5
- STEYNUVPFMIUOY-UHFFFAOYSA-N 4-Hydroxy-1-(2-hydroxyethyl)-2,2,6,6-tetramethylpiperidine Chemical compound CC1(C)CC(O)CC(C)(C)N1CCO STEYNUVPFMIUOY-UHFFFAOYSA-N 0.000 claims description 5
- 229920002292 Nylon 6 Polymers 0.000 claims description 5
- 229920002302 Nylon 6,6 Polymers 0.000 claims description 5
- 235000019239 indanthrene blue RS Nutrition 0.000 claims description 5
- 230000008569 process Effects 0.000 claims description 5
- 239000001384 succinic acid Substances 0.000 claims description 5
- LHPPDQUVECZQSW-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4,6-ditert-butylphenol Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC(N2N=C3C=CC=CC3=N2)=C1O LHPPDQUVECZQSW-UHFFFAOYSA-N 0.000 claims description 4
- MTKKGHVQPVOXIL-UHFFFAOYSA-N 3h-isoindol-1-amine Chemical compound C1=CC=C2C(N)=NCC2=C1 MTKKGHVQPVOXIL-UHFFFAOYSA-N 0.000 claims description 4
- DFHQAPGPWJFKQB-UHFFFAOYSA-N 4-[4-(4-chlorophenyl)-6-(2,4-dihydroxyphenyl)-1,3,5-triazin-2-yl]benzene-1,3-diol Chemical compound OC1=CC(O)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)=NC(C=2C(=CC(O)=CC=2)O)=N1 DFHQAPGPWJFKQB-UHFFFAOYSA-N 0.000 claims description 4
- GSQTYQNXLUAYRF-UHFFFAOYSA-N 6-(2,4-dimethylphenyl)-4-[2-hydroxy-4-(2-hydroxyethoxy)phenyl]-1H-1,3,5-triazin-2-one Chemical compound Cc1ccc(c(C)c1)-c1nc(nc(=O)[nH]1)-c1ccc(OCCO)cc1O GSQTYQNXLUAYRF-UHFFFAOYSA-N 0.000 claims description 4
- OQVOTPVKKOQNND-UHFFFAOYSA-N 6-(benzotriazol-2-yl)-2-tert-butyl-4-chloro-4-methylcyclohexa-1,5-dien-1-ol Chemical compound OC=1C(=CC(CC1C(C)(C)C)(C)Cl)N1N=C2C(=N1)C=CC=C2 OQVOTPVKKOQNND-UHFFFAOYSA-N 0.000 claims description 4
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 4
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 claims description 4
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 claims description 4
- 229910052748 manganese Inorganic materials 0.000 claims description 4
- 239000011572 manganese Substances 0.000 claims description 4
- 229910044991 metal oxide Inorganic materials 0.000 claims description 4
- 150000004706 metal oxides Chemical class 0.000 claims description 4
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 4
- 229920000098 polyolefin Polymers 0.000 claims description 4
- KSLLMGLKCVSKFF-UHFFFAOYSA-N 5,12-dihydroquinolino[2,3-b]acridine-6,7,13,14-tetrone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C(=O)C(C(=O)C1=CC=CC=C1N1)=C1C2=O KSLLMGLKCVSKFF-UHFFFAOYSA-N 0.000 claims description 3
- LBCPNJWSIOQOTD-UHFFFAOYSA-N 6-(benzotriazol-2-yl)-2,4-ditert-butyl-4-chlorocyclohexa-1,5-dien-1-ol Chemical compound OC=1C(=CC(CC1C(C)(C)C)(C(C)(C)C)Cl)N1N=C2C(=N1)C=CC=C2 LBCPNJWSIOQOTD-UHFFFAOYSA-N 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
- 229910052787 antimony Inorganic materials 0.000 claims description 3
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 3
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 claims description 3
- 229910052797 bismuth Inorganic materials 0.000 claims description 3
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims description 3
- ZYCAIJWJKAGBLN-UHFFFAOYSA-N cadmium(2+);mercury(2+);disulfide Chemical compound [S-2].[S-2].[Cd+2].[Hg+2] ZYCAIJWJKAGBLN-UHFFFAOYSA-N 0.000 claims description 3
- PGWFQHBXMJMAPN-UHFFFAOYSA-N ctk4b5078 Chemical compound [Cd].OS(=O)(=O)[Se]S(O)(=O)=O PGWFQHBXMJMAPN-UHFFFAOYSA-N 0.000 claims description 3
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 claims description 3
- XJUNRGGMKUAPAP-UHFFFAOYSA-N dioxido(dioxo)molybdenum;lead(2+) Chemical compound [Pb+2].[O-][Mo]([O-])(=O)=O XJUNRGGMKUAPAP-UHFFFAOYSA-N 0.000 claims description 3
- UHOKSCJSTAHBSO-UHFFFAOYSA-N indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052976 metal sulfide Inorganic materials 0.000 claims description 3
- OBJNZHVOCNPSCS-UHFFFAOYSA-N naphtho[2,3-f]quinazoline Chemical compound C1=NC=C2C3=CC4=CC=CC=C4C=C3C=CC2=N1 OBJNZHVOCNPSCS-UHFFFAOYSA-N 0.000 claims description 3
- DGBWPZSGHAXYGK-UHFFFAOYSA-N perinone Chemical compound C12=NC3=CC=CC=C3N2C(=O)C2=CC=C3C4=C2C1=CC=C4C(=O)N1C2=CC=CC=C2N=C13 DGBWPZSGHAXYGK-UHFFFAOYSA-N 0.000 claims description 3
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 claims description 3
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 claims description 3
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 claims description 3
- 235000013799 ultramarine blue Nutrition 0.000 claims description 3
- LSGOVYNHVSXFFJ-UHFFFAOYSA-N vanadate(3-) Chemical compound [O-][V]([O-])([O-])=O LSGOVYNHVSXFFJ-UHFFFAOYSA-N 0.000 claims description 3
- 229910001308 Zinc ferrite Inorganic materials 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- WGEATSXPYVGFCC-UHFFFAOYSA-N zinc ferrite Chemical compound O=[Zn].O=[Fe]O[Fe]=O WGEATSXPYVGFCC-UHFFFAOYSA-N 0.000 claims description 2
- WXHVQMGINBSVAY-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 WXHVQMGINBSVAY-UHFFFAOYSA-N 0.000 claims 3
- ITLDHFORLZTRJI-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-5-octoxyphenol Chemical compound OC1=CC(OCCCCCCCC)=CC=C1N1N=C2C=CC=CC2=N1 ITLDHFORLZTRJI-UHFFFAOYSA-N 0.000 claims 3
- JPGKCKOKTLQEOD-UHFFFAOYSA-N 2-[4-(4-bromophenyl)-6-[2-hydroxy-4-(2-hydroxyethoxy)phenyl]-1,3,5-triazin-2-yl]-5-(2-hydroxyethoxy)phenol Chemical compound OC1=CC(OCCO)=CC=C1C1=NC(C=2C=CC(Br)=CC=2)=NC(C=2C(=CC(OCCO)=CC=2)O)=N1 JPGKCKOKTLQEOD-UHFFFAOYSA-N 0.000 claims 3
- CWVUGNSYIROMGD-UHFFFAOYSA-N 2-[4-(4-chlorophenyl)-6-[2-hydroxy-4-(2-hydroxyethoxy)phenyl]-1,3,5-triazin-2-yl]-5-(2-hydroxyethoxy)phenol Chemical compound OC1=CC(OCCO)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)=NC(C=2C(=CC(OCCO)=CC=2)O)=N1 CWVUGNSYIROMGD-UHFFFAOYSA-N 0.000 claims 3
- POHXPVPPMDIIOA-UHFFFAOYSA-N 2-[4-[4-[4-(2-acetyloxyethoxy)-2-hydroxyphenyl]-6-(4-chlorophenyl)-1,3,5-triazin-2-yl]-3-hydroxyphenoxy]ethyl acetate Chemical compound OC1=CC(OCCOC(=O)C)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)=NC(C=2C(=CC(OCCOC(C)=O)=CC=2)O)=N1 POHXPVPPMDIIOA-UHFFFAOYSA-N 0.000 claims 3
- YKPDTZIJTQXUTG-UHFFFAOYSA-N 4-[4-(2,4-dihydroxyphenyl)-6-(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]benzene-1,3-diol Chemical compound CC1=CC(C)=CC=C1C1=NC(C=2C(=CC(O)=CC=2)O)=NC(C=2C(=CC(O)=CC=2)O)=N1 YKPDTZIJTQXUTG-UHFFFAOYSA-N 0.000 claims 3
- GAIDJJJFCKIGFD-UHFFFAOYSA-N octan-2-yl 3-[3-(benzotriazol-2-yl)-5-tert-butyl-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OC(C)CCCCCC)=CC(N2N=C3C=CC=CC3=N2)=C1O GAIDJJJFCKIGFD-UHFFFAOYSA-N 0.000 claims 3
- IYAZLDLPUNDVAG-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4-(2,4,4-trimethylpentan-2-yl)phenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 IYAZLDLPUNDVAG-UHFFFAOYSA-N 0.000 claims 2
- RTNVDKBRTXEWQE-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-6-butan-2-yl-4-tert-butylphenol Chemical compound CCC(C)C1=CC(C(C)(C)C)=CC(N2N=C3C=CC=CC3=N2)=C1O RTNVDKBRTXEWQE-UHFFFAOYSA-N 0.000 claims 2
- FROCQMFXPIROOK-UHFFFAOYSA-N 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]benzene-1,3-diol Chemical compound CC1=CC(C)=CC=C1C1=NC(C=2C(=CC(C)=CC=2)C)=NC(C=2C(=CC(O)=CC=2)O)=N1 FROCQMFXPIROOK-UHFFFAOYSA-N 0.000 claims 2
- SZCPFKFCMPRFQS-UHFFFAOYSA-N 1-[2-[[3,5-bis[cyclohexyl-[2-(3,3,5,5-tetramethyl-2-oxopiperazin-1-yl)ethyl]amino]-1,3,5-triazinan-1-yl]-cyclohexylamino]ethyl]-3,3,5,5-tetramethylpiperazin-2-one Chemical compound O=C1C(C)(C)NC(C)(C)CN1CCN(N1CN(CN(C1)N(CCN1C(C(C)(C)NC(C)(C)C1)=O)C1CCCCC1)N(CCN1C(C(C)(C)NC(C)(C)C1)=O)C1CCCCC1)C1CCCCC1 SZCPFKFCMPRFQS-UHFFFAOYSA-N 0.000 claims 1
- YFMCQEUURYBHFG-UHFFFAOYSA-N OC1=C(C=CC(=C1)OCCCCCC)C1=NC=NC=N1.C1=C(C=CC=C1)C1=CC=CC=C1 Chemical compound OC1=C(C=CC(=C1)OCCCCCC)C1=NC=NC=N1.C1=C(C=CC=C1)C1=CC=CC=C1 YFMCQEUURYBHFG-UHFFFAOYSA-N 0.000 claims 1
- NJCDRURWJZAMBM-UHFFFAOYSA-N 6-phenyl-1h-1,3,5-triazin-2-one Chemical compound OC1=NC=NC(C=2C=CC=CC=2)=N1 NJCDRURWJZAMBM-UHFFFAOYSA-N 0.000 abstract description 6
- 239000004611 light stabiliser Substances 0.000 abstract description 6
- YHCGGLXPGFJNCO-UHFFFAOYSA-N 2-(2H-benzotriazol-4-yl)phenol Chemical compound OC1=CC=CC=C1C1=CC=CC2=C1N=NN2 YHCGGLXPGFJNCO-UHFFFAOYSA-N 0.000 abstract description 5
- 230000005855 radiation Effects 0.000 abstract description 5
- 230000002939 deleterious effect Effects 0.000 abstract description 3
- XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 description 87
- 239000012964 benzotriazole Substances 0.000 description 17
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 14
- 239000000047 product Substances 0.000 description 14
- 229920005989 resin Polymers 0.000 description 12
- 239000011347 resin Substances 0.000 description 12
- 238000009987 spinning Methods 0.000 description 9
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 8
- 238000000576 coating method Methods 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- 150000002815 nickel Chemical class 0.000 description 6
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- XOFYZVNMUHMLCC-ZPOLXVRWSA-N prednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 XOFYZVNMUHMLCC-ZPOLXVRWSA-N 0.000 description 5
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- LRUUZFQPCUFYPV-UHFFFAOYSA-N n-dodecyldodecan-1-imine oxide Chemical compound CCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCC LRUUZFQPCUFYPV-UHFFFAOYSA-N 0.000 description 1
- GBMIPYGHTZRCRH-UHFFFAOYSA-N n-ethylethanimine oxide Chemical compound CC[N+]([O-])=CC GBMIPYGHTZRCRH-UHFFFAOYSA-N 0.000 description 1
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- DBCWENWKZARTGU-UHFFFAOYSA-N n-heptadecyloctadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCCCC=[N+]([O-])CCCCCCCCCCCCCCCCC DBCWENWKZARTGU-UHFFFAOYSA-N 0.000 description 1
- WGCBLWIBXXQTAW-UHFFFAOYSA-N n-hexadecyl-n-octadecylhydroxylamine Chemical compound CCCCCCCCCCCCCCCCCCN(O)CCCCCCCCCCCCCCCC WGCBLWIBXXQTAW-UHFFFAOYSA-N 0.000 description 1
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- FHAFFFSIDLDWQA-UHFFFAOYSA-N n-hexadecyloctadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCCCC=[N+]([O-])CCCCCCCCCCCCCCCC FHAFFFSIDLDWQA-UHFFFAOYSA-N 0.000 description 1
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- ZXGDIORKSOYRMQ-UHFFFAOYSA-N n-octadecylheptadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCCCCCCC ZXGDIORKSOYRMQ-UHFFFAOYSA-N 0.000 description 1
- MCMMSXFAWOGWQE-UHFFFAOYSA-N n-octadecylhexadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCCCCCC MCMMSXFAWOGWQE-UHFFFAOYSA-N 0.000 description 1
- HORBOHJHQGXXOR-UHFFFAOYSA-N n-octadecyloctadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCCCCCCCC HORBOHJHQGXXOR-UHFFFAOYSA-N 0.000 description 1
- QXJGVICBAANVMZ-UHFFFAOYSA-N n-octyloctan-1-imine oxide Chemical compound CCCCCCCC[N+]([O-])=CCCCCCCC QXJGVICBAANVMZ-UHFFFAOYSA-N 0.000 description 1
- SLYJXPKHTZCZOG-UHFFFAOYSA-N n-tetradecyltetradecan-1-imine oxide Chemical compound CCCCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCCCC SLYJXPKHTZCZOG-UHFFFAOYSA-N 0.000 description 1
- 125000004957 naphthylene group Chemical group 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- NTTIENRNNNJCHQ-UHFFFAOYSA-N octyl n-(3,5-ditert-butyl-4-hydroxyphenyl)carbamate Chemical compound CCCCCCCCOC(=O)NC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NTTIENRNNNJCHQ-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
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- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
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- 230000000149 penetrating effect Effects 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229960000969 phenyl salicylate Drugs 0.000 description 1
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 125000005936 piperidyl group Chemical group 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
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- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000012667 polymer degradation Methods 0.000 description 1
- 229920000307 polymer substrate Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
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- 238000003825 pressing Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical class OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
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- WBHHMMIMDMUBKC-QJWNTBNXSA-M ricinoleate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O WBHHMMIMDMUBKC-QJWNTBNXSA-M 0.000 description 1
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- 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 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010301 surface-oxidation reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 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
- 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
- 238000012360 testing method Methods 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
- 239000012815 thermoplastic material Substances 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- 125000002889 tridecyl 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])[H] 0.000 description 1
- OHRVKCZTBPSUIK-UHFFFAOYSA-N tridodecyl phosphate Chemical compound CCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCC)OCCCCCCCCCCCC OHRVKCZTBPSUIK-UHFFFAOYSA-N 0.000 description 1
- FDGZUBKNYGBWHI-UHFFFAOYSA-N trioctadecyl phosphate Chemical compound CCCCCCCCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC FDGZUBKNYGBWHI-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- AZSKHRTUXHLAHS-UHFFFAOYSA-N tris(2,4-di-tert-butylphenyl) phosphate Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(=O)(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 AZSKHRTUXHLAHS-UHFFFAOYSA-N 0.000 description 1
- OOZBTDPWFHJVEK-UHFFFAOYSA-N tris(2-nonylphenyl) phosphate Chemical compound CCCCCCCCCC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC OOZBTDPWFHJVEK-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 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
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/10—Other agents for modifying properties
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/005—Stabilisers against oxidation, heat, light, ozone
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/04—Pigments
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Manufacturing & Machinery (AREA)
- General Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Artificial Filaments (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Paper (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
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| US31631294A | 1994-09-30 | 1994-09-30 | |
| US08/316,312 | 1994-09-30 |
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| CA2159418A1 CA2159418A1 (en) | 1996-03-31 |
| CA2159418C true CA2159418C (en) | 2007-04-10 |
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| CA002159418A Expired - Lifetime CA2159418C (en) | 1994-09-30 | 1995-09-28 | Stabilization of pigmented fiber with a synergistic mixture of hindered amine and uv absorber |
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| JP (1) | JP3890451B2 (https=) |
| KR (1) | KR100387906B1 (https=) |
| CN (1) | CN1088477C (https=) |
| AT (1) | ATE175731T1 (https=) |
| BR (1) | BR9504234A (https=) |
| CA (1) | CA2159418C (https=) |
| DE (1) | DE69507235T2 (https=) |
| DK (1) | DK0704560T3 (https=) |
| ES (1) | ES2128024T3 (https=) |
| NO (1) | NO308709B1 (https=) |
| RU (1) | RU2150535C1 (https=) |
| SK (1) | SK282328B6 (https=) |
| TW (1) | TW304993B (https=) |
| ZA (1) | ZA958217B (https=) |
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| US6040255A (en) * | 1996-06-25 | 2000-03-21 | Kimberly-Clark Worldwide, Inc. | Photostabilization package usable in nonwoven fabrics and nonwoven fabrics containing same |
| US5882388A (en) * | 1996-10-16 | 1999-03-16 | Brady Usa, Inc. | Water resistant ink jet recording media topcoats |
| US6136433A (en) | 1997-05-01 | 2000-10-24 | Basf Corporation | Spinning and stability of solution-dyed nylon fibers |
| US6051164A (en) * | 1998-04-30 | 2000-04-18 | Cytec Technology Corp. | Methods and compositions for protecting polymers from UV light |
| JP4020348B2 (ja) * | 1998-12-22 | 2007-12-12 | 旭化成せんい株式会社 | 耐候性および耐熱性に優れた不織布 |
| US6406775B1 (en) | 1999-07-12 | 2002-06-18 | Brady Worldwide, Inc. | Modifiers for outdoor durable ink jet media |
| GB2361005B (en) * | 2000-04-04 | 2002-08-14 | Ciba Sc Holding Ag | Synergistic mixtures of uv-absorbers in polyolefins |
| CO5231248A1 (es) * | 2000-07-26 | 2002-12-27 | Ciba Sc Holding Ag | Articulos transparentes de polimero de baja consistencia |
| CN100398588C (zh) * | 2001-02-21 | 2008-07-02 | 东丽株式会社 | 聚苯硫醚构件 |
| US6846929B2 (en) | 2001-04-02 | 2005-01-25 | Ciba Specialty Chemicals Corporation | Benzotriazole/hals molecular combinations and compositions stabilized therewith |
| AU2002364397B2 (en) | 2001-12-20 | 2007-07-12 | Ami - Agrolinz Melamine International Gmbh | Additive for inhibiting photolytic degradation reactions in aminoplasts |
| AU2002348236A1 (en) * | 2001-12-27 | 2003-07-24 | Cytec Technology Corp. | Uv stabilized thermoplastic olefins |
| ZA200301683B (en) | 2002-03-04 | 2004-09-06 | Ciba Sc Holding Ag | Synergistic combinations of UV absorbers for pigmented polyolefins. |
| CO5410180A1 (es) * | 2002-10-22 | 2004-06-30 | Ciba Sc Holding Ag | Composicion y proceso para potenciar la produccion de bio-masa en invernaderos |
| PT1863973E (pt) * | 2005-03-18 | 2011-07-01 | Clariant Finance Bvi Ltd | Tingimentos resistentes à acção da luz de fibras bicomponente |
| CN100423762C (zh) * | 2005-10-11 | 2008-10-08 | 薛金福 | 一种治疗恶性肿瘤的中药 |
| DE102005062687A1 (de) | 2005-12-23 | 2007-07-05 | Röhm Gmbh | PMMA-Folie mit besonders hoher Witterungsbeständigkeit und hoher UV-Schutzwirkung |
| BRPI0707004A2 (pt) * | 2006-02-14 | 2011-04-12 | Rhodia Operations | cabo de polìmero termoplástico formado de uma pluralidade de filamentos contìnuos, artigo flocado e uso do artigo flocado |
| PL2104716T3 (pl) * | 2007-01-15 | 2018-07-31 | Basf Se | Podbarwione przezroczyste powłoki uv stabilizowane 2-hydroksyfenylotriazyną |
| US7789957B2 (en) * | 2007-06-06 | 2010-09-07 | Ciba Corporation | Low-dust additive and pigment blends with improved color |
| KR101028323B1 (ko) | 2007-12-28 | 2011-04-12 | 주식회사 삼양사 | 자외선에 대한 내광성이 우수한 폴리에틸렌테레프탈레이트섬유 |
| ES2463674T3 (es) | 2009-01-19 | 2014-05-28 | Basf Se | Pigmentos negros orgánicos y su preparación |
| US8133556B2 (en) | 2009-08-12 | 2012-03-13 | Brady Worldwide, Inc. | Durable multilayer inkjet recording media topcoat |
| WO2011137056A1 (en) | 2010-04-30 | 2011-11-03 | Brady Worldwide, Inc. | Full color, inkjet-printable, self-laminating lablel |
| EP2580053A1 (en) * | 2010-06-14 | 2013-04-17 | E.I. Du Pont De Nemours And Company | Long-term outdoor exposure resistant polyester composite structures and processes for their preparation |
| JP5437213B2 (ja) * | 2010-09-28 | 2014-03-12 | 日本ポリプロ株式会社 | 溶融紡糸型エレクトロスピニング用プロピレン系樹脂組成物及びそれによる極細繊維の溶融紡糸方法 |
| CN102464864A (zh) * | 2010-10-29 | 2012-05-23 | E.I.内穆尔杜邦公司 | 光稳定的共聚醚酯组合物 |
| CN103774272B (zh) * | 2014-01-22 | 2016-08-17 | 东华大学 | 一种超薄轻质面料用抗紫外尼龙6纤维及其制备方法 |
| BR112017010492B1 (pt) * | 2014-11-20 | 2022-04-26 | Cytec Industries Inc | Composição estabilizante, concentrado masterbatch,e, artigo de fabricação |
| CN105482100B (zh) * | 2015-12-28 | 2018-07-13 | 北京服装学院 | 一种耐光耐热聚酰胺及其制备方法 |
| MX2019010629A (es) | 2017-03-10 | 2019-12-02 | Advansix Resins & Chemicals Llc | Composicion de funda de alambre y cable de resina base de copolimero pa6/66 para capacidad de procesamiento mejorada y propiedades. |
| US11767616B2 (en) | 2017-08-18 | 2023-09-26 | Glen Raven, Inc. | Acrylic compositions including a hindered amine light stabilizer and methods of making and using the same |
| US10214836B1 (en) | 2017-08-18 | 2019-02-26 | Glen Raven, Inc. | Acrylic compositions including a hindered amine light stabilizer and methods of making and using the same |
| CN111979591B (zh) * | 2020-07-30 | 2023-01-24 | 神马实业股份有限公司 | 一种高强度高耐热细单纤尼龙66纤维及其制备方法 |
| EP4620671A4 (en) * | 2022-11-17 | 2026-03-25 | Toray Industries | FIBROUS LAMINATED STRUCTURE AND VAPOR-PERMEABLE AND WATER-RESISTANT GARMENT |
| CN115652466B (zh) * | 2022-12-12 | 2023-03-31 | 烟台新秀新材料有限公司 | 用于聚酰胺材料的协同复配酰胺化光稳定剂 |
| TWI850083B (zh) * | 2023-08-29 | 2024-07-21 | 財團法人紡織產業綜合研究所 | 紫外線防護纖維 |
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| JPS5058141A (https=) * | 1973-06-09 | 1975-05-20 | ||
| US4314933A (en) * | 1979-02-15 | 1982-02-09 | Ciba-Geigy Corporation | Method for light stabilization of two-layer uni-lacquer coatings |
| JPS58113236A (ja) * | 1981-12-28 | 1983-07-06 | Tounen Sekiyu Kagaku Kk | ポリオレフイン組成物 |
| JPS61113649A (ja) * | 1984-11-07 | 1986-05-31 | Adeka Argus Chem Co Ltd | 耐光性の改善された高分子材料組成物 |
| US4619956A (en) * | 1985-05-03 | 1986-10-28 | American Cyanamid Co. | Stabilization of high solids coatings with synergistic combinations |
| US4929653A (en) * | 1987-07-13 | 1990-05-29 | The Bf Goodrich Company | Stabilized pigmented polypropylene fiber resistant to gas fade |
| CN1010606B (zh) * | 1988-10-27 | 1990-11-28 | 能源部华北电力设计院 | 双向吊拉减震装置 |
| CN1040006C (zh) * | 1990-03-23 | 1998-09-30 | 中国科学院长春应用化学研究所 | 耐候性聚乙烯薄膜的制备方法 |
| DE69125095T2 (de) * | 1990-10-29 | 1997-08-21 | Cytec Tech Corp | Hydroxyaryltriazine und Tetraalkylpiperidine enthaltende synergistische UV-Absorbermischung |
| US5190710A (en) * | 1991-02-22 | 1993-03-02 | The B. F. Goodrich Company | Method for imparting improved discoloration resistance to articles |
| US5200443A (en) * | 1991-03-29 | 1993-04-06 | Kimberly-Clark Corporation | Radiation stabilized fabric having improved odor characteristics containing an hindered amine compound |
| US5244947A (en) * | 1991-12-31 | 1993-09-14 | Kimberly-Clark Corporation | Stabilization of polyolefin nonwoven webs against actinic radiation |
| EP0675160A3 (en) * | 1994-03-29 | 1995-11-29 | Gen Electric | Polyamide compositions stabilized against UV light. |
-
1995
- 1995-09-21 DE DE69507235T patent/DE69507235T2/de not_active Expired - Lifetime
- 1995-09-21 EP EP95810593A patent/EP0704560B1/en not_active Expired - Lifetime
- 1995-09-21 DK DK95810593T patent/DK0704560T3/da active
- 1995-09-21 AT AT95810593T patent/ATE175731T1/de active
- 1995-09-21 ES ES95810593T patent/ES2128024T3/es not_active Expired - Lifetime
- 1995-09-27 SK SK1209-95A patent/SK282328B6/sk not_active IP Right Cessation
- 1995-09-28 CA CA002159418A patent/CA2159418C/en not_active Expired - Lifetime
- 1995-09-28 RU RU95116656/04A patent/RU2150535C1/ru active
- 1995-09-28 CN CN95117295A patent/CN1088477C/zh not_active Expired - Lifetime
- 1995-09-29 NO NO953870A patent/NO308709B1/no not_active IP Right Cessation
- 1995-09-29 ZA ZA958217A patent/ZA958217B/xx unknown
- 1995-09-29 BR BR9504234A patent/BR9504234A/pt not_active IP Right Cessation
- 1995-09-29 KR KR1019950032680A patent/KR100387906B1/ko not_active Expired - Lifetime
- 1995-09-29 JP JP27707295A patent/JP3890451B2/ja not_active Expired - Lifetime
- 1995-09-29 TW TW084110185A patent/TW304993B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| KR100387906B1 (ko) | 2003-09-19 |
| SK282328B6 (sk) | 2002-01-07 |
| NO953870L (no) | 1996-04-01 |
| NO953870D0 (no) | 1995-09-29 |
| ES2128024T3 (es) | 1999-05-01 |
| ZA958217B (en) | 1996-04-01 |
| EP0704560A1 (en) | 1996-04-03 |
| JP3890451B2 (ja) | 2007-03-07 |
| CN1130217A (zh) | 1996-09-04 |
| DE69507235D1 (de) | 1999-02-25 |
| NO308709B1 (no) | 2000-10-16 |
| DK0704560T3 (da) | 1999-09-06 |
| ATE175731T1 (de) | 1999-01-15 |
| BR9504234A (pt) | 1996-08-06 |
| CN1088477C (zh) | 2002-07-31 |
| RU2150535C1 (ru) | 2000-06-10 |
| EP0704560B1 (en) | 1999-01-13 |
| SK120995A3 (en) | 1997-06-04 |
| JPH08226014A (ja) | 1996-09-03 |
| DE69507235T2 (de) | 1999-07-29 |
| TW304993B (https=) | 1997-05-11 |
| CA2159418A1 (en) | 1996-03-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |
Effective date: 20150928 |