CN1084650A - 彩色照相记录材料 - Google Patents
彩色照相记录材料 Download PDFInfo
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- CN1084650A CN1084650A CN93117090A CN93117090A CN1084650A CN 1084650 A CN1084650 A CN 1084650A CN 93117090 A CN93117090 A CN 93117090A CN 93117090 A CN93117090 A CN 93117090A CN 1084650 A CN1084650 A CN 1084650A
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- CN
- China
- Prior art keywords
- alkyl
- hydrogen
- phenyl
- general formula
- group
- 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.)
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- 239000000463 material Substances 0.000 title claims abstract description 41
- 150000001875 compounds Chemical class 0.000 claims abstract description 67
- 239000007822 coupling agent Substances 0.000 claims abstract description 41
- 239000003381 stabilizer Substances 0.000 claims abstract description 35
- AXDJCCTWPBKUKL-UHFFFAOYSA-N 4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydron;chloride Chemical compound Cl.C1=CC(=N)C(C)=CC1=C(C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 AXDJCCTWPBKUKL-UHFFFAOYSA-N 0.000 claims abstract description 28
- 229910052739 hydrogen Inorganic materials 0.000 claims description 138
- 239000001257 hydrogen Substances 0.000 claims description 137
- -1 optical brightener Substances 0.000 claims description 112
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 75
- 125000000217 alkyl group Chemical group 0.000 claims description 64
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 62
- 125000003545 alkoxy group Chemical group 0.000 claims description 28
- 125000003118 aryl group Chemical group 0.000 claims description 28
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 26
- 229910052736 halogen Inorganic materials 0.000 claims description 21
- 150000002367 halogens Chemical class 0.000 claims description 21
- 125000002252 acyl group Chemical group 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 14
- 125000004104 aryloxy group Chemical group 0.000 claims description 12
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
- 239000004611 light stabiliser Substances 0.000 claims description 12
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 claims description 10
- 125000004423 acyloxy group Chemical group 0.000 claims description 9
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 9
- 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 9
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 9
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 8
- 125000002425 furfuryl group Chemical group C(C1=CC=CO1)* 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 239000003112 inhibitor Substances 0.000 claims description 7
- 125000003944 tolyl group Chemical group 0.000 claims description 7
- 125000004414 alkyl thio group Chemical group 0.000 claims description 6
- 230000011514 reflex Effects 0.000 claims description 6
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 6
- 125000004442 acylamino group Chemical group 0.000 claims description 5
- 125000005110 aryl thio group Chemical group 0.000 claims description 5
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 5
- 125000004429 atom Chemical group 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 125000001118 alkylidene group Chemical group 0.000 claims description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 230000003287 optical effect Effects 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 20
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- 125000003147 glycosyl group Chemical group 0.000 claims 1
- 238000003780 insertion Methods 0.000 claims 1
- 230000037431 insertion Effects 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 40
- 239000000975 dye Substances 0.000 description 20
- 239000003921 oil Substances 0.000 description 20
- 238000012360 testing method Methods 0.000 description 19
- 239000000839 emulsion Substances 0.000 description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- 229910052760 oxygen Inorganic materials 0.000 description 12
- 239000005864 Sulphur Substances 0.000 description 10
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 10
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 10
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 10
- 239000001301 oxygen Substances 0.000 description 10
- 239000004332 silver Substances 0.000 description 10
- 229910052709 silver Inorganic materials 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- 229910019142 PO4 Inorganic materials 0.000 description 9
- 125000000623 heterocyclic group Chemical group 0.000 description 9
- 239000010452 phosphate Substances 0.000 description 9
- 108010010803 Gelatin Proteins 0.000 description 8
- 238000009835 boiling Methods 0.000 description 8
- 239000008273 gelatin Substances 0.000 description 8
- 229920000159 gelatin Polymers 0.000 description 8
- 235000019322 gelatine Nutrition 0.000 description 8
- 235000011852 gelatine desserts Nutrition 0.000 description 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 8
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 8
- 0 C*(c1ccc(C)cc1)c1ccc(*c([n]2nc3C)n[n-]c2c3Cl)cc1 Chemical compound C*(c1ccc(C)cc1)c1ccc(*c([n]2nc3C)n[n-]c2c3Cl)cc1 0.000 description 7
- 125000001841 imino group Chemical group [H]N=* 0.000 description 7
- 239000000049 pigment Substances 0.000 description 7
- 238000011160 research Methods 0.000 description 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 7
- 239000000654 additive Substances 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 230000003647 oxidation Effects 0.000 description 6
- 238000007254 oxidation reaction Methods 0.000 description 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 125000002947 alkylene group Chemical group 0.000 description 5
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 5
- 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 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical class [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- 241001671621 Hemarthria altissima Species 0.000 description 4
- 241001597008 Nomeidae Species 0.000 description 4
- 229910021607 Silver chloride Inorganic materials 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 4
- 230000002040 relaxant effect Effects 0.000 description 4
- ZXKXJHAOUFHNAS-FVGYRXGTSA-N (S)-fenfluramine hydrochloride Chemical compound [Cl-].CC[NH2+][C@@H](C)CC1=CC=CC(C(F)(F)F)=C1 ZXKXJHAOUFHNAS-FVGYRXGTSA-N 0.000 description 3
- JKFYKCYQEWQPTM-UHFFFAOYSA-N 2-azaniumyl-2-(4-fluorophenyl)acetate Chemical compound OC(=O)C(N)C1=CC=C(F)C=C1 JKFYKCYQEWQPTM-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- BZORFPDSXLZWJF-UHFFFAOYSA-N N,N-dimethyl-1,4-phenylenediamine Chemical group CN(C)C1=CC=C(N)C=C1 BZORFPDSXLZWJF-UHFFFAOYSA-N 0.000 description 3
- 241000209094 Oryza Species 0.000 description 3
- 235000007164 Oryza sativa Nutrition 0.000 description 3
- 206010070834 Sensitisation Diseases 0.000 description 3
- 229910021612 Silver iodide Inorganic materials 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000007767 bonding agent Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000008878 coupling Effects 0.000 description 3
- 238000010168 coupling process Methods 0.000 description 3
- 238000005859 coupling reaction Methods 0.000 description 3
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 150000003217 pyrazoles Chemical class 0.000 description 3
- 125000003226 pyrazolyl group Chemical group 0.000 description 3
- 235000009566 rice Nutrition 0.000 description 3
- 230000008313 sensitization Effects 0.000 description 3
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 3
- 229940045105 silver iodide Drugs 0.000 description 3
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 3
- BNJMRELGMDUDDB-UHFFFAOYSA-N $l^{1}-sulfanylbenzene Chemical compound [S]C1=CC=CC=C1 BNJMRELGMDUDDB-UHFFFAOYSA-N 0.000 description 2
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N 1,4-Benzenediol Natural products OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- FJGQBLRYBUAASW-UHFFFAOYSA-N 2-(benzotriazol-2-yl)phenol Chemical compound OC1=CC=CC=C1N1N=C2C=CC=CC2=N1 FJGQBLRYBUAASW-UHFFFAOYSA-N 0.000 description 2
- OOMLOTQQQVXPLN-UHFFFAOYSA-N 4-n-ethyl-2-methylbenzene-1,4-diamine Chemical compound CCNC1=CC=C(N)C(C)=C1 OOMLOTQQQVXPLN-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- AHGBWFVSNLNWOJ-UHFFFAOYSA-N CCCCCCCCC1=CC([S])=CC=C1 Chemical compound CCCCCCCCC1=CC([S])=CC=C1 AHGBWFVSNLNWOJ-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 description 2
- 125000005162 aryl oxy carbonyl amino group Chemical group 0.000 description 2
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- LFGREXWGYUGZLY-UHFFFAOYSA-N phosphoryl Chemical group [P]=O LFGREXWGYUGZLY-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- MCSKRVKAXABJLX-UHFFFAOYSA-N pyrazolo[3,4-d]triazole Chemical compound N1=NN=C2N=NC=C21 MCSKRVKAXABJLX-UHFFFAOYSA-N 0.000 description 2
- VNAUDIIOSMNXBA-UHFFFAOYSA-N pyrazolo[4,3-c]pyrazole Chemical class N1=NC=C2N=NC=C21 VNAUDIIOSMNXBA-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 150000003233 pyrroles Chemical class 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 2
- 125000003831 tetrazolyl group Chemical group 0.000 description 2
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- WYRSGXAIHNMKOL-UHFFFAOYSA-N $l^{1}-sulfanylethane Chemical compound CC[S] WYRSGXAIHNMKOL-UHFFFAOYSA-N 0.000 description 1
- QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 description 1
- NHNUFAASKXPOQA-UHFFFAOYSA-N (3-acetamido-2-hydroxyphenyl)arsonic acid Chemical compound C(C)(=O)NC=1C(=C(C=CC1)[As](O)(=O)O)O NHNUFAASKXPOQA-UHFFFAOYSA-N 0.000 description 1
- PCKKNFLLFBDNPA-UHFFFAOYSA-N 1,1-dibutylurea Chemical compound CCCCN(C(N)=O)CCCC PCKKNFLLFBDNPA-UHFFFAOYSA-N 0.000 description 1
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 1
- ZRHUHDUEXWHZMA-UHFFFAOYSA-N 1,4-dihydropyrazol-5-one Chemical compound O=C1CC=NN1 ZRHUHDUEXWHZMA-UHFFFAOYSA-N 0.000 description 1
- 150000004782 1-naphthols Chemical class 0.000 description 1
- KAESVJOAVNADME-UHFFFAOYSA-N 1H-pyrrole Natural products C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 1
- JZODKRWQWUWGCD-UHFFFAOYSA-N 2,5-di-tert-butylbenzene-1,4-diol Chemical compound CC(C)(C)C1=CC(O)=C(C(C)(C)C)C=C1O JZODKRWQWUWGCD-UHFFFAOYSA-N 0.000 description 1
- HWRLEEPNFJNTOP-UHFFFAOYSA-N 2-(1,3,5-triazin-2-yl)phenol Chemical class OC1=CC=CC=C1C1=NC=NC=N1 HWRLEEPNFJNTOP-UHFFFAOYSA-N 0.000 description 1
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical class CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-M 2-methylbenzenesulfonate Chemical compound CC1=CC=CC=C1S([O-])(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
- RCEOJUGNXLGFBF-UHFFFAOYSA-N 4-n-ethyl-2-methoxy-4-n-(1-methoxyethyl)benzene-1,4-diamine Chemical compound COC(C)N(CC)C1=CC=C(N)C(OC)=C1 RCEOJUGNXLGFBF-UHFFFAOYSA-N 0.000 description 1
- USDIUFZYHWLGRL-UHFFFAOYSA-N 4-n-ethyl-4-n-(1-methoxyethyl)-2-methylbenzene-1,4-diamine Chemical compound COC(C)N(CC)C1=CC=C(N)C(C)=C1 USDIUFZYHWLGRL-UHFFFAOYSA-N 0.000 description 1
- MFGQIJCMHXZHHP-UHFFFAOYSA-N 5h-imidazo[1,2-b]pyrazole Chemical compound N1C=CC2=NC=CN21 MFGQIJCMHXZHHP-UHFFFAOYSA-N 0.000 description 1
- GDYKZVAMZXUMBG-UHFFFAOYSA-N 6-chloro-1h-triazin-4-one Chemical class ClC1=CC(=O)N=NN1 GDYKZVAMZXUMBG-UHFFFAOYSA-N 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical group C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- SJUKNQVWHYECAE-UHFFFAOYSA-N C1(=CC=CC=C1)[P](CC)(C1=CC=CC=C1)C1=CC=CC=C1 Chemical compound C1(=CC=CC=C1)[P](CC)(C1=CC=CC=C1)C1=CC=CC=C1 SJUKNQVWHYECAE-UHFFFAOYSA-N 0.000 description 1
- MOMAZSKVDQQNQX-UHFFFAOYSA-N CCCCCCCCCCCCCCCc1cccc([S])c1 Chemical compound CCCCCCCCCCCCCCCc1cccc([S])c1 MOMAZSKVDQQNQX-UHFFFAOYSA-N 0.000 description 1
- SJWFJTPFDYSYPD-UHFFFAOYSA-N CCCCCCCCCCCCCC[S] Chemical compound CCCCCCCCCCCCCC[S] SJWFJTPFDYSYPD-UHFFFAOYSA-N 0.000 description 1
- RZYKUPXRYIOEME-UHFFFAOYSA-N CCCCCCCCCCCC[S] Chemical compound CCCCCCCCCCCC[S] RZYKUPXRYIOEME-UHFFFAOYSA-N 0.000 description 1
- XQCKXOKBWVXUJH-UHFFFAOYSA-N CCOC([O])=O Chemical compound CCOC([O])=O XQCKXOKBWVXUJH-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241000406668 Loxodonta cyclotis Species 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
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- 125000004646 sulfenyl group Chemical group S(*)* 0.000 description 1
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- CBDKQYKMCICBOF-UHFFFAOYSA-N thiazoline Chemical compound C1CN=CS1 CBDKQYKMCICBOF-UHFFFAOYSA-N 0.000 description 1
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 1
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- 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
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/205—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring the aromatic ring being a non-condensed ring
- C07C43/2055—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring the aromatic ring being a non-condensed ring containing more than one ether bond
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- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/007—Esters of unsaturated alcohols having the esterified hydroxy group bound to an acyclic carbon atom
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
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- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/70—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with two hydrocarbon radicals attached in position 2 and elements other than carbon and hydrogen in position 6
- C07D311/72—3,4-Dihydro derivatives having in position 2 at least one methyl radical and in position 6 one oxygen atom, e.g. tocopherols
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- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
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Abstract
讨论了一种彩色照相记录材料,其中含有洋红偶
合剂,和作为稳定剂的至少下列通式中的一种化合
物。式中各基团在权利要求1中定义。
此处各基团在权利要求1中定义。
Description
本发明涉及一种新的彩色照相材料,这种材料含洋红偶合剂,以及用作光稳定剂的羟烷基氢醌醚。
迄今在照相材料中用作稳定剂的烷基化氢醌醚或二醚的活性不足,特别是1-H-吡唑并〔5,1-C〕〔1,2,4〕,三唑洋红偶合剂(参见结构式C-5)。洋红染料的光稳定性是不足的。此外,迄今彩色偶合剂在能分散在明胶中之前,要予先溶解于高沸点油中。虽然某些稳定剂原则上适宜用作偶合油,但它们有副作用,例如感光效应、染料吸收波长的转移、或在老化或在阿拉拉斯试验机上变黄,因此不是令人满意的。
现已发现,一类羟烷基氢醌醚基本上没有这些缺点。此外,它们也适宜作为偶合剂油,因而简化了偶合剂的掺入。特别是,这类氢醌适用于增加彩色照相材料中洋红染色的稳定性。
这种新型的稳定剂可用于各种类型的光敏材料。例如,可以用于彩色照相纸、彩色反转纸、直接成象彩色材料、彩色负片、彩色正片、彩色反转片等。它们特别优选用于光敏彩色材料,这些材料含一反转底片或形成正片。
彩色照相材料在支持物上一般含兰敏和/或绿敏和/或红敏卤化银乳液层,如果需要,还有一保护层,洋红染料稳定剂在绿敏层。
因此本申请,涉及一种彩色照相材料,这种材料含洋红偶合剂,以及用作稳定剂的下列各通式中至少一种化合物。此处,R1和R3相互无关,各为氢、C1-C12烷基、C5-C7环烷基(是未取代的或由一或两个烷基取代的)或者R1和R3是苯基-C1-C4烷基、苯基、C1-C8烷氧基或通式V的基团
其中,R8和R9相互无关,各为C1-C8烷基;n是1-10,
和R10是氢、C1-C24烷基(是未取代的,或被一个或多个-O-
原子插入和或未被-OH基团取代或为一-OH基取代)或是C2
-C18烯烃基、C5-C12环烷基、(被1-3个C1-C4烷基
取代或未取代),或是-苯基,此苯基为一或两个C1-C4烷基取
代或未取代,或是苯基-C1-C4烷基或糠基;R2和R4相互无关,各为氢或C1-C13烷基;R5是氢、-CO-R11,-CO-OR12或-Si(R13)(R14)(R15),其中
R11是C1-C18烷基、C2-C18烯烃基或苯基;
R12是C1-C4烷基和
R13、R14和R15相互无关,各为C1-C6烷基或苯基;R6
独立为-OR16或C1-C15烷基,其中,
R16是氢,C1-C18烷基、C2-C18烯烃基、苯基-C1-C4烷基、C3-C24烷基或C2-C14羟烷基(其中每个被一个或多O原子插入),或是苯基(其未被取代或被C1-4烷基,C1-C4烷氧基或卤素取代),甲苯基、C5-C6环烷基(其可被
1-3个C1-C8烷基取代或未取代)或是-CO-R11,其中
R11是C1-C18烷基、C2-C18烯烃基或苯基;R7是氢、C1-C12烷基(其可被一个或多个-O-、-S-或-SO2-基团插入),C5-C12环烷基(其可被1-3个C1-C4烷基取代或未取代),或是苯基-C1-C4烷基,通式VI的基团
-CH2CH(OR5)CH2R6 VII,
其中,R5和R6如通式I定义的,
R17是氢或C1-C18烷基,和
R18是C1-C12烷基(其可被一个或多少-O-原子插入或未
插入)、或是C2-C18烯烃基、苄基或苯基(后者为1-3个
C1-C4烷基取代或未取代)。R19是C2-C10亚烷基、亚苯基、或-亚苯基-R20-亚苯基,其中,R20是-O-、-S-、-SO2、-CH2-或C(CH3)2,m是1-100;A1是氢、-CH2CH(OR5)CH2OR19OCH(OR5)CH2OR5或和A2是-OH或或通式I中的R3和R7,同它们结合的原子一起形成C5-C6环(此环为1-3个C1-C8烷基取代或未取代)。
本发明化合物的任何C1-C24-烷基取代基为基团,如甲基、乙基、丙基、丁基、戊基、己基、庚基、辛基、壬基、癸基、十一烷基、十二烷基、十四烷基、十六烷基和十八烷基以及相应的支链异构体。C5-C12环烷基是,如环戊基、环己基、环辛基或环十二烷基。为氧插入的含3-24个碳原子的烷基是,如和
具有2-18个碳原子烯烃基可以是含一个双键的,或,从4个碳原子开始,含多个双键。具有2-10个碳原子的亚烷基可以由相应的烷基衍生得到。C1-C8烷氧基是,如甲氧基、乙氧基、丙氧基、丁氧基或己氧基和相应的支链异构体。优选的稳定剂的通式如下:
其中,R8和R9是甲基;
n为3,和
R10是氢、C1-C12烷基(此基是未取代的或为一个或多个-O-原子插入和是为一个-OH取代或未取代),或是C2-C18烯烃基或苄基;R2是氢;R4是氢或C1-C8烷基;R5是氢,-CO-R11、-CO-OR12或-Si(R13)(R14)(R15);其中,R11是C1-C18烷基、C2-C18烯烃基或苯基,
R12是C1-C4烷基,和
R13、R14和R15相互无关,可以是C1-C6烷基或苯基;R6独立是-OR16,其中
R16是氢、C1-C18烷基、C2-C18烯烃基、苯基-C1-
C4烷基、C3-C24烷基或C2-C14羟烷基(这些基团的每
个被一个或多个O原子插入),或是苯基、甲苯基、C5-C6
环烷基(被1-3个C1-C8烷基取代或未取代),或是
-CO-R11,其中,
R11是C1-C18烯烃基或苯基;R7是C1-C4烷基,通式VI的基团
-CH2CH(OR5)CH2R6 VII,
其中,R5和R6如通式I定义的,
R17是氢或C1-C12烷基,和
R18是C1-C8烷基;R19是C2-C8亚烷基、亚苯基或-亚苯基-R20-亚苯基-,其中,R20是-SO2-、-CH2-或-C(CH3)2-;m是1-50;A1是氢、-CH2CH(OR5)CH2OR19OCH(OR5)CH2OR5或和A2是-OH或
特别优选的稳定剂为通式
其中R8和R9是甲基,
n是3,和
R10是C1-C4烷基;R2是氢;R4是氢或C1-C8烷基;R5是氢、-COR11、-COOR12或-Si(R13)(R14)(R15),其中,
R11是C1-C4烷基或C2-C3烯烃基,
R12是C1-C4烷基,和
R13、R14和R15相互无关,是C1-C6烷基;R6独立是-OR16,其中,
R16是C1-C18烷基、烯丙基、苄基、苯基、C3-C12烷基(被-个或多个O原子插入)、或是环己基或-CO-R11,其中,
R11是C1-C4烷基或C2-C3烯烃基;R7是通式VII的基团
-CH2CH(OR5)CH2R6 VII,
其中,R5和R6如对通式I中的定义;R19是C2-C8亚烷基或亚苯基-R20-亚苯基,其中,
R20是-C(CH3)2-;m是1-25;A1是氢、
R1、R3和R4相互无关,是氢或C1-C8烷基;R2是氢;R5是氢或-CO-CH3;R6独立地,是-OR16,其中,
R16是C1-C12烷基、烯丙基或C3-C7烷基(被1-3个O原
子插入);R7是通式VII的基团。
-CH2CH(OR5)CH2R6 VII,
其中,R5和R6如通式I的定义。下面通式的稳定剂是特别优选的。其中,R1、R3和R4相互无关,是氢或C1-C8烷基;R2是氢;R5是氢;R6独立地,是-OR16,其中,
R16是C1-C12烷基,和R7是通式VII的基团。
-CH2CH(OR5)CH2R6 VII,
其中,R5和R6如通式I定义的。
此种新材料优选在卤化银乳液层之间含明胶间层。在兰敏和/或绿敏和/或红敏层中卤化银是氯化溴化银,至少含90摩尔%氯化银,这种照象材料是优选的。
在兰敏、绿敏和红敏层的顺序中含卤化银乳液层的照相材料也是优选的。
根据本发明,典型和优选的稳定剂如下:
实施例
No. | R1 | R3 | R4 | R7 |
1.2.3.4.5.6.7.8.9.10.11.12.13.14.15.16.17.18.19.20. | C(CH3)3C(CH3)3OC4H9OC4H9C(CH3)2(CH2)3CO-OCH3C(CH3)2(CH2)3CO-OCH3C(CH3)2CH2C(CH3)3HC(CH3)2CH2C(CH3)3C(CH3)2CH2C(CH3)3C(CH3)3HCH3CH3HCH3HCH3HC(CH3)3 | C(CH3)3C(CH3)3OC4H9OC4H9C(CH3)2(CH2)3CO-OCH3C(CH3)2(CH2)3CO-OCH3HC(CH3)2CH2C(CH3)3C(CH3)2CH2C(CH3)3C(CH3)2CH2C(CH3)3HHCH3CH3C(CH3)3HHCH3CH3H | HHHHHHHHHHHHCH3HHHHHCH3H | CH2CH(OH)CH2OC4H9HCH2CH(OH)CH2OC4H9HCH2CH(OH)CH2OC4H9HCH2CH(OH)CH2OC4H9HCH2CH(OH)CH2OC4H9HCH2(C12H25)CO-OC2H5CH2CH(OH)CH2OC4H9CH2CH(OH)CH2OC4H9CH2CH(OH)CH2OC4H9HCH2CH(OH)CH2OC4H9C12H25C12H25CH2CH(OH)CH2OC4H9CH2CH(OH)CH2OC4H9 |
No. | R1 | R3 | R5 | R16=R16’ |
212223242526272829303132 | C(CH3)3C(CH3)3C(CH3)3C(CH3)3C(CH3)3C(CH3)3C(CH3)3C(CH3)3CH3CH3C(CH3)3C(CH3)3 | C(CH3)3C(CH3)3C(CH3)3C(CH3)3C(CH3)3C(CH3)3C(CH3)3HHCH3C(CH3)3C(CH3)3 | HCO-CH3CO-CH3CO-CH3CO-C4H9CO-CH3Si(CH3)2[(CH3)2CH(CH3)2]HHHHH | CH2CH2OCH3CH2CH2O-CO-CH3CH2CH2OCH3C4H9C4H9CO-CH3C4H9HHHCH2CH(OH)CH2OCH2CH(C2H5)-C4H9CH2CH2OH |
No. | R1 | R3 | R5 | R16/R16’ |
333435363738394041 | CH3CH3C(CH3)3C(CH3)3CH3CH3CH3CH3C(CH3)3 | CH3CH3C(CH3)3C(CH3)3CH3CHHHH | HHHHHHHHH | C4H9/CH2(C2H5)C4H9C(CH3)3/C4H9CH2CH(C2H5)C4H9/C(CH3)3CH2CH(CH3)2/C(CH3)3CH2CH(CH3)2/C(CH3)3CH2CH(CH3)2/C4H9CH2CH(CH3)2/C4H9CH2CH(CH3)2/CH2CH2CH(CH3)2CH2CH(CH3)2/C6H5 |
No. | R1 | R3 | R5 | R16/R16’ |
41/a41/b41/c41/d41/e41/f41/g41/h41/i41/j41/k41/l41/m | C(CH3)2C2H5CH3CH3CH3CH3CH3C(CH3)3C(CH3)3CH3HC(CH3)3C(CH3)3C(CH3)3 | C(CH3)2C2H5CH3CH3CH3HCH3HC(CH3)3HHC(CH3)3HH | HHHHHHHHHHHHH | C(CH3)3/C4H9(CH2CH2O)CH3/(CH2CH2O)2C2H5C(CH3)3/C4H9C5H11/CH2CH2CH(CH3)2C(CH3)3/C4H9C12H25/C13H27/C14H29C6H4-OCH3(para)C6H4-OCH3(para)C6H4-OCH3(para)C6H4-OCH3(para)C6H5C6H5C6H5 |
No. | R |
444546 | -CH2CH(OH)CH2OC4H9-CH2CH(OH)CH2OCH2CH(C2-H5)C4H9-CH2CH(OH)CH2OC13H27(C15H31) |
根据本发明,稳定剂用量一般为连同使用的彩色偶合剂的0.1-4倍,优选为0.2-2倍。
彩色照相材料中的洋红偶合剂可以是,如简单的1-芳基-5-吡唑啉酮或吡唑衍生物,这些稠合于5员杂环上,例如,咪唑并吡唑、吡唑并吡唑、吡唑并三唑或吡唑并四唑。一类洋红偶合剂含通式C的5-吡唑啉酮,这曾在英国专利2,003,473号讨论过。在此通式中,R16是氢、烷基、芳基、烯烃基、或-杂环基,R17是氢、烷基、芳基、-杂环基、-酯基、-烷氧基、-烷硫基、-羧基、-芳氨基、-酰氨基、-(硫)脲基、-(硫)氨基甲酰基、-胍基或-亚磺酰氨基。R17优选是-
基,其中,R18是亚氨基、酰氨基或脲基,R19是氢、卤素、烷基或烷氧基,R20是氢、烷基、酰氨基、氨基甲酰基、氨磺酰基、亚磺酰氨基、烷氧基羰基、酰氧基或尿烷基。如果Q′是氢,洋红偶合剂相对卤化银是四价的。优选的这种洋红偶合剂是下面通式的化合物。
其中,R20如上定义,Q′如上讨论的,是一离去基团。按照本发明,这些化合物优选存在于彩色照相材料中。
这种四价洋红偶合剂的另一些实施例可参见US-A 2 983 608,3 061 432,3 062 653,3 127 269,3 152 896,3 311 476,3 419 391,3 519 429,3 558 319,3 582 322,3 615 506,3 684 514,3 834 908,3 888 680,3 891 445,3 907 571,3 928 044,3 930 861,3 930 866和3 933 500和JP-A89/309 058.如果在通式C中Q′不是氢,而是一个在同氧化的显影剂反应时要消除的基团,则洋红偶合剂是二价的。在此情况下,Q可以是,例如,卤素或-通过O、S、或N结合于吡唑环上的基团。这种二价偶合剂与相应的四价洋红偶合剂相比,可得较大的颜色密度,对氧化的显影剂显示出更强活性。二价洋红偶合剂的实施例在下述专利中讨论过:US-A 3 006 579,3 419 391,3 311 476,3 432 521,3 214 437,4 032 346,3 701 783,4 351 897,3 227 554,EP-A 133 503,DE-A 2 944 601,JP-A 78/34 044,74/53 435,74/53 436,75/53 372和75/122 935.
两个吡唑啉酮环通过二价Q′连结起来,得到所谓的双偶合剂。这些在,如US-A 2 632 702,US-A 2 618 864,GB-A 968 461,GB-A 786 859,JP-A 76/37 646,59/4086,69/16 110,69/26 589,74/37 854和74/29 638。讨论过Y优选是-O-烷氧基芳基硫基团。如上面提到的,所用的洋红偶合剂也可以是稠合于5员杂环的吡唑,如吡唑并吡咯。比起简单的吡唑来,其优点是,得到的染料抗福尔马林,并且有更纯的吸收光谱。吡唑并吡咯型洋红偶合剂也是优选的,可用下式表示其中,R1是氢或-取代基,Z代表为完成含2或3个氮原子的5员环所必须的非金属原子,此环可能被取代,Q是氢或-离去基团,这些化合物中,优选的是下列通式的洋红偶合剂。
R11、R12和R13相互无关,可是,如氢、卤素,-CR3其中R独立地,是氢或烷基、芳基、杂环基、氰基、羟基、硝基、羧基、氨基、烷氧基、芳氧基、酰氨基、烷基氨基、苯胺基、脲基、亚磺酰氨基、烷硫基、芳硫基、烷氧基羰基氨基、亚磺酰氨基、氨基甲酰基、氨磺酰基、磺酰基、烷氧基羰基、杂环氧基、偶氮基、酰氧基、氨基甲酰氧基、甲硅烷氧基、芳氧基羰基氨基、亚氨基、杂环硫基、亚磺酰基、磷酰基、芳氧基羰基、酰基或吡咯基,优选是氢、卤素(例如氯或溴),-CR3,其中,R3独立地,是氢或烷基、芳烷基、烯烃基、炔烃基、环烷基或环烯烃基,特别优选的是甲基、乙基、丙基、异丙基、叔丁基、十三烷基、2-甲磺酰乙基、3-(3-十五烷基苯氧基)丙基、3-(4-(2-(4-(4-羟基苯基磺酰基)苯氧基)十二烷酰氨基)苯基)丙基、2-乙氧基十三烷基、三氟甲基、环戊基、3-(2,4-二-叔戊基-苯氧基)丙基;芳基(例如苯基、4-叔丁基苯基、2,4-二-叔戊基苯基或4-十四烷酰胺基苯基);杂环基(例如2-呋喃甲酰、2-噻吩基、2-吡啶基或2-苯并噻唑基);氰基;羟基、硝基;羧基;氨基;烷氧基(例如甲氧基、乙氧基、2-甲氧乙氧基);2-十二烷基乙氧基、2-甲磺酰基乙氧基);芳氧基(例如苯氧基、2-甲基苯氧基、4-叔丁基苯氧基、3-硝基苯氧基、3-叔丁氧基氨基甲酰基苯氧基或3-甲氧基氨基甲酰基);酰氨基(例如乙酰氨基、苯甲酰氨基、十四烷酰氨基、2-(2,4-二-叔戊基苯氧基)丁酰氨基、4-(3-叔丁基-4-羟基苯氧基)丁酰氨基、2-(4-(4-羟基苯基磺酰基)苯氧基)癸酰氨基或甲基丁基氨基);苯胺基(例如苯氨基、2-氯代苯胺基、2-氯-5-十四烷基氨基苯胺基、2-氯-5-十二烷氧基羰基苯胺基、N-乙酰基苯胺基、2-氯-5-(α-(3-叔丁基-4-羟基苯氧基)十二烷酰氨基苯胺基);脲基(例如苯脲基、甲脲基或N,N-二丁基脲基);氨磺酰基氨基(例如N,N-二丙基氨磺酰基氨基或N-甲基-N-癸基氨磺酰基氨基);烷基硫(例如甲基硫、辛基硫、十四烷基硫、2-苯氧基乙基硫、3-苯氧基丙基硫或3-(4-叔丁基苯氧基)丙基硫);芳基硫(例如苯基硫、2-丁氧基-5-叔-辛基苯基硫、3-十五烷基苯基硫、2-羧基苯基硫或十四烷酰氨基苯基硫);烷氧基羰基氨基(例如甲氧基羰基氨基或十四烷氧基羰基氨基);亚磺酰氨基(例如,甲亚磺酰氨基、十六烷亚磺酰氨基、苯亚磺酰氨基、对-甲苯亚磺酰氨基、十八烷亚磺酰氨基或2-甲氧基-5-叔丁基苯亚磺酰氨基);氨基甲酰基(例如N-乙基氨基甲酰基、N,N-二丁基氨基甲酰基、N-(2-十二烷氧基乙基)氨基甲酰基、N-甲基-N-十二烷基氨基甲酰基或N-(3-(2,4-二-叔戊基苯氧基)丙基)氨基甲酰基);氨磺酰基(例如N-乙基氨磺酰基、N,N-二丙基氨磺酰基、N-α-(十二烷氧基乙基)氨磺酰基、N-乙基-N-十二烷基氨磺酰基或N,N-二乙基氨磺酰基);磺酰基(例如甲磺酰基、辛磺酰基、苯磺酰基或甲苯磺酰基);烷氧基羰基(例如甲氧基羰基、丁氧基羰基、十二烷氧基羰基或十八烷氧基羰基);杂环氧基(例如1-苯基四唑-5-氧或2-四氢吡喃氧);偶氮基(例如苯基偶氮基、4-甲氧基苯基偶氮基、4-新戊酰氨基苯基偶氮基或2-羟基-4-丙酰苯基偶氮基);酰氧基(例如乙酰氧基);氨基甲酰氧基(例如N-甲基氨基甲酰氧基或N-苯基氨基甲酰氧基);甲硅烷氧基(例如三甲基甲硅烷氧基或二丁基甲基甲硅烷氧基);芳氧基羰基氨基(例如苯氧基羰基氨基);亚氨基(例如N-琥珀酰亚胺基、N-邻苯二酰亚氨基或3-十八烷基琥珀酰亚胺基);杂环硫基(例如α-苯并噻唑基硫、2,4-二苯氧基1,3,5-三唑-6-硫或α-吡啶基硫);亚磺酰基(例如十二烷亚磺酰基、3-十五烷基苯基亚磺酰基或3-苯氧基丙基亚磺酰基);磷酰基(例如苯氧基磷酰基、辛氧基磷酰基或苯基磷酰基);芳氧基羰基(例如苯氧基羰基);酰基(例如乙酰基、3-苯基丙酰基、苯甲酰基或4-十二烷氧基苯甲酰基);或唑基(例如咪唑基、吡唑基或3-氯代吡唑基-1)。
这些取代基可以进一步被取代,例如被卤素或通过C、O、N或S原子结合的有机基团取代。优选的R11是烷基、芳基、烷氧基、芳氧基、烷硫基、脲基、氨基甲酸酯和酰氨基。R12可以如R11那样的定义,优选是氢、烷基、芳基、杂环、烷氧基羰基、氨基甲酰基、氨磺酰基、亚磺酰基、酰基或氰基。R13可以如R11那样定义,优选是氢、烷基、芳基、杂环、烷氧基、芳氧基、烷硫基、芳硫基、烷氧基羰基、氨基甲酰基或酰基,特别是烷基、芳基、杂环、烷硫基或芳硫基。Q是氢或-离去基团,如卤素、烷氧基、芳氧基、酰氧基、烷基或芳基磺酰氧基、酰氨基、烷基或芳基亚磺酰氮基、烷氧基羰氧基、芳氧基羰氧基、烷基-、芳基-或杂环基-S-氨基甲酰氨基、5或6员含氮杂环基、亚氨基或芳基偶氮基。这些基团还可被取代,如对R11所指出的。Q优选是卤素(例如氟、氯或溴);烷氧基(例如乙氧基、十二烷氧基、甲氧基乙基氨基甲酰基甲氧基、羧基丙氧基、甲基磺酰基乙氧基或乙氧基羰基甲氧基);芳氧基(例如4-甲基苯氧基、4-氯代苯氧基、4-甲氧基苯氧基、4-羧基苯氧基、3-乙氧基羧基苯氧基、3-乙酰氨基苯氧基或2-羧基苯氧基);酰氧基(例如乙酰氧基、十四酰氧基或苯甲酰氧基);烷基-或芳基磺酰氧基(例如甲磺酰氧基或甲苯磺酰氧基);酰氨基(例如二氯乙酰氨基或七氟丁酰氨基);烷基-或芳基亚磺酰氨基(例如甲亚磺酰氨基、三氟甲亚磺酰氨基或对-甲苯亚磺酰氨基);烷氧基羰基氧(例如乙氧基羰基氧或苄氧基羰基氧);芳氧基羰基氧(例如苯氧基羰基氧);烷基-、芳基、或杂环基-S-(例如十二烷基硫、1-羧基十二烷基硫、苯基硫、2-丁氧基-5-叔辛基苯基硫或四唑基硫);氨基甲酰氨基(例如N-甲基氨基甲酰氨基或N-苯基氨基甲酰氨基);5或6员含氮杂环基(例如咪唑基、吡唑基、三唑基、四唑基或1,2-二氢-2-氧-1-吡啶基);亚氨基(例如琥珀酰亚氨基或乙内酰脲基);或芳基偶氮基(例如苯基偶氮基或4-甲氧基苯基偶氮基)。另外,通过4价偶合剂同醛或酮的缩合,Q可形成相应的双-化合物。而且,Q可含照相活性基团,例如显影阻抑剂或显影加速剂。Q优选是卤素、烷氧基、芳氧基、烷基-或芳基硫、或通过氮原子结合于偶合位置的5或6员含氮杂环基。在JP-A85/33552中讨论了吡唑并四唑;在JP-A85/43695中讨论了吡唑并吡唑;在JA-A85/35732、JP-A86/18989和US-A-4500630中讨论了吡唑并咪唑;在JP-A-85/186567、JP-A86/47957、JP-A85/215687、JP-A85/197688、JP-A85/172982、EP-A119860、EP-A173256、EP-A178789、EP-A178788和在Research&isclosure 84/24624中讨论了吡唑并三唑。在下述文献中还讨论了吡唑并吡咯:JP-A86/28947、JP-A85/140241、JP-A85/262160、JP-A85/213937、JP-A278552、JP-A87/279340、JP-A88/100457、EP-A177765、EP-A176804、EP-A170164、EP-A164130、EP-A178794、DE-A3516996、DE-A3508766和Research Disclosure 81/20919,84/24531和85/25758。这种类型的适宜的偶合剂实施例是: 根据本发明,可用于材料中的黄色偶合剂,优选的是具有通式A的化合物其中,R1是烷基或芳基,R2是芳基,Q是氢或通过同氧化的显影剂反应可消除的基团。一类黄色偶合剂含通式A的化合物,其中R1是叔丁基,R2是下列通式的基团其中,R3是氢、卤素、烷基或芳基、R4、R5和R6是氢、卤素、烷基、烯烃基、烷氧基、芳基、羧基、烷氧基羰基、氨基甲酰基、磺酰基、氨磺酰基、烷基砜亚磺醚氨基、酰氨基脲基或氨基。优选的是:R3是氯,R4和R5是氢,R6是酰氨基。这类也包括下列通式的化合物其中,X是0-4,R7是氢或烷基,R8和R9是烷基。另一类黄色偶合剂具有通式B其中,R10是氢、卤素或烷氧基,R11、R12和R13是氢、卤素、烷基、烯烃基、烷氧基、芳基、羧基、烷氧基羰基、氨基甲酰基、磺酰基、氨磺酰基、亚磺酰氨基、脲基或氨基,R1和Q定义同上。这类包括通式B的化合物,其中R1是叔丁基、R10是卤素,R11和R13是氢,R12是烷氧基羰基。在通式A和B的化合物中,离去基团Q可是氢或-杂环基团其中,R14是两价的有机基团,它使环得到补充而构成4-7员环,或Q是-OR15基团,其中R15是烷基、芳基、酰基或杂环基。
下列文献给出其他的黄色偶合剂实施例:US-A 2 407 210,2 778 658,2 875 057,2 908 513,2 908 573,3 227 155,3 227 550,3 253 924,3 265 506,3 277 155,3 408 194,3 341 331,3 369 895,3 384 657,3 415 652,3 447 928,3 551 155,3 582 322,3 725 072,3 891 445,3 933 501,4 115 121,4 401 752 and 4 022 620,in DE-A 1 547 868,2 057 941,2 162 899,2 163 813,2 213 461,2 219 917,2 261 361,2 261 362,2 263 875,2 329 587,2 414 006 and 2 422 812,GB-A 1 425 020和1 077 874和JP-A 88/123 047和EP-A 447 969.
典型的和优选的黄色偶合剂符合下列通式: 青蓝偶合剂可以是例如,苯酚的、1-萘酚或吡唑并喹唑啉酮的衍生物。优选的是具有通式E的结构其中,R21、R22、R23和R24是氢、卤素、烷基、氨基甲酰基、氨基、亚磺酰氨基、磷酰亚氨基或脲基。R21优选是H或Cl,R22优选是烷基或氨基,R23优选是氨基,R24优选是氢。Q"是氢或离去基团,此基团在同氧化的显影剂反应时将消除。青蓝偶合剂的详细系列可参见US-A4456681。下列文献中有青蓝偶合剂的其它实施例:US-A 2 369 929,2 423 730,2 434 272,2 474 293,2 521 293,2 521 908,2 698 794,2 706 684,2 772 162,2 801 171,2 895 826,2 908 573,3 034 892,3 046 129,3 227 550,3 253 294,3 311 476,3 386 301,3 419 390,3 458 315,3 476 560,3 476 563,3 516 831,3 560 212,3 582 322,3 583 971,3 591 383,3 619 196,3 632 347,3 652 286,3 737 326,3 758 308,3 839 044,3 880 661,4004 929,4 124 396,4 333 999,4463 086,4 456 681,4 873 183 and 4 923 791 and inEP-A 354 549 and EP-A 398 664.
本发明材料的红敏卤化银乳液层优选含下列通式的青蓝偶合剂:和/或下列通式其中,Z1是烷基或芳基,Z2是烷基、环烷基、芳基、杂环基或-残基,Z3是氢或卤素,Z1和Z3可一起成环,Z4是氢或-离去基团,Z5是一残余基团,Z6是氢或-离去基团,Z7是烷基。常用的青蓝偶合剂的实施例如下: 一般用于彩色照相材料的彩色显影剂是对-二烷基氨基苯胺类。这些的例子是4-氨基-N,N-二乙基苯胺、3-甲基-4-氨基-N,N-二乙基苯胺、4-氨基-N-乙基-N-α-羟乙基苯胺、3-甲基-4-氨基-N-乙基-N-α-羟乙基苯胺、3-甲基-4-氨基-N-乙基-N-α-羟乙基苯胺,3-甲基-4-氨基-N-乙基-N-α-甲亚磺酰氨基乙基苯胺、3-甲基-4-氨基-N-乙基-N-α-甲氧基乙基苯胺、3-α-甲亚磺酰氨基乙基-4-氨基N,N-二乙基苯胺、3-甲氧基-4-氨基-N-乙基-N-α-羟乙基苯胺、3-甲氧基-4-氨基-N-乙基-N-α-甲氧基乙基苯胺、3-乙酰氨基-4-氨基-N,N-二乙基苯胺、4-氨基-N,N-二甲基苯胺、N-乙基-N-α-〔α′-(α"-甲氧基乙氧基)乙氧基〕乙基-3-甲基-4-氨基苯胺、N-乙基-N-α-(α′-甲氧基乙氧基)乙基-3-甲基-4-氨基苯胺和这些化合物的盐类,例如硫酸盐、盐酸盐或甲苯磺酸盐。根据本发明,通式(I)、(II)、(III)和(IV)的化合物,洋红偶合剂和其它彩色偶合剂可以用已知方法加入到彩色照相材料,例如加进含明胶和/或其它粘合剂的卤化银乳液中。例如,它们用在溴化银、氯化银或碘化银乳液中或含卤化银、如溴化银/碘化银或氯化银/溴化银乳液的混合物中。本发明的通式(I)、(II)、(III)和(IV)化合物可同洋红偶合剂一起加入到彩色照相材料中,如果需要可以通过将它们予先溶解在高沸点有机溶剂中然后添加。优选的是沸点高于160℃的溶剂。这些溶剂的典型实施例是邻苯二酸酯、磷酸酯、柠檬酸酯、苯甲酸酯或脂肪酸酯和烷基酰胺和酚类。在添加中使用低沸点溶剂是为了简化将添加物加入彩色照相材料中。这些溶剂的实施例是酯类,例如,醋酸乙酯,醇类,例如丁醇,酮类,例如甲基异丁基酮,氯代烃类,例如二氯甲烷,和酰胺类,例如二甲基甲酰胺。如果添加物本身是液体,则不用溶剂帮助,它们也可加到照相材料中。本发明的化合物,如果需要,也可以象油一样分散在明胶层中。可以使用的高沸点溶剂的进一步细节可参见下列文献:磷酸酯:GB-A791219,BE-A755248,JP-A76/76739,78/27449,78/218252,78/97573,79/148133,82/216177,82/93323和83/216177和EP-A265296.邻苯二酸酯:GB-A791219,JP-A77/98050,82/93322,82/216176,82/218251,83/24321,83/45699和84/79888.酰胺:GB-A791129,JP-A76/105043,77/13600,77/61089,84/189556,87/239149,EP-A270341和WO88/00723.酚类:GB-A820329,FR-A1220657,JP-A69/69946,70/3818,75/12302,75/82078,78/17914,78/21166,82/212114和83/45699.其它含氧化合物
US-A 3 748 141,3 779 765,JP-A 73/75 126,74/101 114,74/10 115,75/101 625,76/76 740,77/61 089,EP-A 304 810和BE-A 826039.其它化合物:
JP-A 72/115 369,72/130 258,73/127 521,73/76 592,77/13 193,77/36 294,79/95 233,91/2748,83/105 147和Research Disclosure 82/21 918.高沸点溶剂的用量,例如可在50毫克-2克/米2底片范围之间,优选是200毫克-1克/米2。照相层还可含彩色反翘阻抑剂。这些可阻抑由于偶合剂同非故意氧化显影剂或彩色形成过程的副产品反应形成的彩色反翘。这种彩色反翘阻抑剂一般为氢化奎宁衍生物,但也可以是氨基酚的衍生物、五倍子酸衍生物或抗坏血酸衍生物。这些阻抑剂的典型实施例可参见下列文献:US-A 2 360 290,2 336 327,2 403 721,2 418 613,2 675 314,2 701 197,2 704 713,2 728 659,2 732 300,2 735 365;EP-A 124 877,EP-A277 589,EP-A 338 785;JP-A 75/92 988,75/92 989,75/93 928,75/110 337,84/5 247和77/146 235.照相层也含DIR偶合剂(DIR是英文DevelopmentInhibition Release的缩写,意思是显影阻抑解除),它们同氧化的显影剂形成无色化合物。加入它们是为了提高彩色印相的清晰度和粒度。本发明材料中的照相层还含紫外吸收剂。这些紫外吸收剂滤掉紫外线,从而保护了染料、偶合剂和其它化合物以免光降解,这些紫外吸收剂的实施例是2-(2-羟基苯基)苯并三唑、2-羟基苯基-1,3,5-三嗪、2-羟基二苯酮、水杨酸酯、丙烯腈衍生物或噻唑啉。这类紫外吸收剂在下列文献中进行了详尽讨论:US-A 3314794、3352681、3705805、3707375、4045229、3700455、3533794、3698907、3705805、3738837和JP-A 71/2784。优选的紫外吸收是下面通式的2-(2-羟苯基)苯并三唑(HBTs)。其中,T1、T2和T3相互无关,是氢、卤素、烷基、后者为羧酸基、烷氧基、芳氧基、羟基或酰氧基取代,T4是氢、烷氧基、芳氧基或酰氧基。特别优选的是在室温下是液体的HBT化合物。优选的HBT化合物的实施例是:HBTNo. T1 T4 T3HBT-1 H CH3 HHBT-2 H C(CH3)3 HHBT-3 C(CH3)3 CH3 ClHBT-4 C(CH3)3 C(CH3)4 ClHBT-5 C(CH3)2C2H5 C(CH3)2C2H5 HHBT-6 CH(CH3)C2H5 C(CH3)3 HHBT-7
HHBT-8 C(CH3)3 CH2CH2COOC8H17 Cl
(异构体)HBT-9 C(CH3)3 CH2CH2COOC8H17 H
(异构体)HBT-10 C12H25(异构体)* CH3 H
其中,R1是通式
的基团,此处R4、R5和R6相互无关,是氢、C1-C12烷基或卤素,或R1是通式
的基团,R2、R3和R7相互无关,是-价的有机基,R2、R3和R7相互无关,优选是CH2CH(OR8)CH2OR9,此处R8是氢或乙酰基,R9是C1-C18烷基。照相层还含酚类化合物,用作彩象的光稳定剂和作为彩色反翘阻抑剂。它们可以单独或同其它添加物一起存在于光敏层(彩色层)或存在于一中间层。下列文献详细讨论了这些化合物
US-A 3 700 455,3 591 381,3 573 052,4 030 931,4 174 220,4 178 184,4 228 235,4 279 990,4 346 165,4 366 226,4 447 523,4 528 264,4 581 326,4 562 146,4 559 297,GB-A 1 309 277,1 547 302,2 023 862,2 135 788,2 139 370,2 156 091;DE-A 2 301 060,2 347 708,2 526 468,2 621 203,3 323 448;DD-A 200 691,214 468;EP-A 106 799,113 124,125 522,159 912,161 577,164 030,167 762,176 845,246 766,320 776;JP-A 74/134 326,76/127 730,76/30 462,77/3 822,77/154 632,78/10 842,79/48 535,79/70 830,79/73 032,79/147 038,79/154 325,79/155 836,82/142638,83/224 353,84/5246,84/72 443,84/87 456,84/192 246,84/192 247,84/204 039,84/204 040,84/212 837,84/220 733,84/222 836,84/228 249,86/2540,86/8843,86/18 835,86/18 836,87/11 456,87/42 245,87/62 157,86/6652,89/137 258和在Research Disclosure 79/17 804.
照相层还可含某些三价磷化合物,特别是亚磷酸盐和亚膦酸盐。这些
用作彩相的光稳定剂,和洋红偶合剂的暗室贮放稳定剂。它们同偶合
剂一起优选加到高沸点溶剂中。在下列文献中较详细地讨论了这类三
价磷化合物:US-A 4407935、US-A4436811、US-A4956406、EP-A181289、JP-A 73/32728、JP-A 76/1420和JP-A 55/66741。照相层还含有机金属络合物,用作彩相,特别是洋红染料的光稳定剂。在下列文献中较详细地讨论了这些化合物和它们同其它添加物的结合。
US-A 4 050 938,4 239 843,4 241 154,4 242 429,4 241 155,4 242 430,4 273 854,4 246 329,4 271 253,4 242 431,4 248 949,4 245 195,4 268 605,4 246 330,4 269 926,4 245 018,4 301 223,4 343 886,4 346 165,4 590 153;JP-A 81/167 138,81/168 652,82/30 834,82/161 744;EP-A 137 271,161 577,185 506;DE-A 2 853 865.
照相层还可含氢醌化合物,用作彩色偶合剂和彩相的光稳定剂,和中间层氧化显影剂的净化剂。它们特别用于洋红层。下列文献中较详细地讨论了这种氢醌化合物和它们与其它添加物的结合:
US-A 2 360 290,2 336 327,2 403 721,2 418 613,2 675 314,2 701 197,2 710 801,2 732 300,2 728 659,2 735 765,2 704 713,2 937 086,2 816 028,3 582 333,3 637 393,3 700 453,3 960 570,3 935 016,3 930 866,4 065 435,3 982 944,4 232 114,4 121 939,4 175 968,4 179 293,3 591 381,3 573 052,4 279 990,4 429 031,4 346 165,4 360 589,4 346 167,4 385 111,4 416 978,4 430 425,4 277 558,4 489 155,4 504 572,4 559 297,FR-A 885 982;GB-A891 158,1 156 167,1 363 921,2 022 274,2 066 975,2 071 348,2 081 463,2 117 526,2 156 091;DE-A 2 408 168,2 726 283,2 639 930,2 901 520,3 308 766,3 320 483,3 323 699;DD-A 216 476,214 468,214 469,EP-A 84 290,110 214,115 305,124 915,124 877,144 288,147 747,178 165,161 577;JP-A 75/33 733,75/21 249,77/128 130,77/146 234,79/70 036,79/133 131,81/83 742,81/87 040,81/109 345,83/134 628,82/22 237,82/112 749,83/17 431,83/21 249,84/75 249,84/149 348,84/182 785,84/180 557,84/189 342,84/228 249,84/101 650,79/24 019,79/25 823,86/48 856,86/48 857,86/27 539,86/6652,86/72 040,87/11 455,87/62 157,和Research Disclosure 79/17 901,79/17 905,79/18 813,83/22 827和84/24 014.
照相层还含氢醌醚的衍生物。这些化合物用作光稳定剂,特别适用示稳定洋红染料。下列文献较详细地讨论了这些化合物以及它们与其它添加物的结合: US-A 3 285 937,3 432300,3 519 429,3 476 772,3 591 381,3 573 052,3 574 627,3 573 050,3 698 909,3 764 337,3 930 866,4 113 488,4 015 990,4 113 495,4 120 723,4 155 765,4 159 910,4 178 184,4 138 259,4 174 220,4 148 656,4 207 111,4 254 216,4 134 011,4 273 864,4 264 720,4 279 990,4 332 886,4 436 165,4 360 589,4 416 978,4 385 111,4 459 015,4 559 297,4 631 252,4 616 082;GB-A 1 347 556,1 366 441,1 547 392,1 557 237,2 135 788;DE-A 3 214 567,4 008 785,4 012 305;DD-214 469,EP-A 161 577,167 762,164 130,176 845;JP-A 76/123 642,77/35 633,77/147 433,78/126,78/10 430,78/53 321,79/24 019,79/25 823,79/48 537,79/44 521,79/56 833,79/70 036,79/70 830,79/73 032,79/95 233,79/145 530,80/21 004,80/50 244,80/52 057,80/70 840,80/139 383,81/30 125,81/151 936,82/34 552,82/68 833,82/204 306,82/204 037,83/134 634,83/207 039,84/60 434,84/101 650,84/87 450,84/149 348,84/1 82 785,86/72 040,87/11 455,87/62 157,87/63 149,86/2151,86/6652,86/48 855,89/309 058和Research Disclosure 78/17 051.优选的共稳定剂具有下列通式P、SA、SB、HQ、RE、KA和KB 。通式P的化合物此处,R1和R2相互无关,是氢、酰基或烷基;Ra、Rb和Rc相互无关,是氢、烷基、环烷基、芳基、卤素、烷氧基、芳氧基、酰氧基、烷硫基、芳硫基、酰基、磺酰基、氨磺酰基、酰氨基、磺酰氨基或硝基;A是一键,
亚烷基或NRd;Rd是烷基或酰基;和m是0.1或2。通式P化合物的实施例:
R3-S-(CpH2p)-Z-R4此处R3是烷基、芳基或(CpH2p)-Z-R4;P是1-12;Z是-CO-O-或-O-CO-;R4是一-、二-、三或四价基团。通式SB化合物的实施例C12H25-S-CH2CH2CO-O-C4H9 SB1S(CH2CH2CO-OC4H9)2 SB2
通式RE的化合物此处Rl和Rm相互无关,是氢、酰基或烷基;或Rl和Rm连结在一起成P-O-芳基;和Rh、Ri、Rj和Rk相互无关,如Ra、Rb、Rc一样,条件是至少Ri或Rj基之一不是烷基。通式RE化合物的实施例
可以使用的卤化银乳液是通常的氯化银、溴化银或碘化银乳液或它们的混合物,如氯溴化银和氯碘化银,其中卤化银可有任何已知晶体形式。在本发明的材料中使用氯化银乳液是特别重要的。在RESEA RCH DISCLOSURE,1989年11月307期105页中讨论了这些乳液的制备和它们的敏化。这一刊物还提到许多用于所说乳液的粘合剂,这些粘合剂也能用于本发明的材料中。在此刊物中还提到对底片的相同的施加。可以用来进行本发明的卤化银乳液可以借助敏化颜料对所有希望的波长进行敏化。为此,可利用花青颜料、部花青颜料、全极颜料、半花青颜料、苯乙烯基颜料或半噁颜料。照相层还可含传统的增塑剂。如甘油。此乳液也可借助对明胶常用的固化剂固化。最后,乳液还可含常用的涂层助剂。因此。本发明还涉及到权利要求1的彩色照相记录材料,其中含有机稳定剂、紫外吸收剂、光学增亮剂、光稳定剂、彩色反翘阻抑剂和/或增塑剂。本发明还涉及下面通式的化合物其中,R1和R3相互无关,是氢、C1-C12烷基、C5-C7环烷基(未取代或被一或两个C1-C4烷基取代)、苯基-C1-C4烷基、苯基、C1-C8烷氧基或通式V的基团其中,R8和R9相互无关,是C1-C8烷基,n是1-10和R10是氢、C1-C24烷基(未取代或被一个或多个O原子插入和未取代或被一个-OH取代)、或是C2-C18烯烃基、C5-C12环烷基(未取代或为1-3个C1-C4烷基取代)、或是苯基(未取代或被1或2个C1-C4烷基取代)或是苯基-C1-C4烷基或糠基;R2和R4相互无关,是氢或C1-C12烷基;R5是氢、-CO-R11、-CO-OR12或Si(R13)(R14)(R15),其中
R11是C1-C18烷基或苯基,
R12是C1-C4烷基,和
R13、R14和R15相互无关,是C1-C6烷基或苯基;R7是氢、C1-C12烷基(被一个或多个-O-、-S-、或-SO2-插入或未插入),或是C5-C12环烷基(未取代或被1-3个C1-C4烷基取代),或是苯基-C1-C4烷基、通式VI的基团或通式VIIa的基团
-CH2CH(OR5)CH2OR16 VIIa,
其中,R5和R16如对通式(Ia)定义的,
R17是氢或C1-C18烷基,和
R18是C1-C12烷基(未取代或被一个或多个O原子插入),或是C2-C18烯烃基、苄基或苯基(未取代或被1-3个C1-C4烷基取代);和R16独立地,是氢、C1-C18烷基、C2-C18烯烃基、苯-C1-C4烷基、C3-C24烷基或C2-C14羟烷基(其中每个被一个或多个O原子插入),或是苯基、甲苯基、C5-C6环烷基(未取代或被1-3个C1-C8烷基取代)、或-CO-R11,其中
R11是C1-C18烷基或苯基。优选的化合物具有下面通式的那些化合物其中,R1和R3相互无关,是氢、C1-C12烷基、C5-C6环烷基(未取代或被一个或两个烷基取代)、苯基-C1-C4烷基、苯基、C1-C8烷氧基或通式V的基团
其中,R8和R9相互无关,是C1-C8烷基;
n是1-10,和
R10是氢、C1-C29烷基(未取代或被一个或多个O原子插入,
和未取代或被一个-OH取代)、或是C2-C18烯烃基、C5-C12环烷基(未取代或被1-3个C1-C4烷基取代)、或是苯基(未取代或被一个或两个C1-C4烷基取代)、或是苯基-C1-C4烷基或糠基;R2和R4相互无关,是氢或C1-C12烷基;R5是氢、-CO-R11、-CO-OR12或-Si(R13)(R14)(R 15 ),其中
R11是C1-C12烷基,
R12是C1-C4烷基,和
R13、R14和R15相互无关,是C1-C6烷基或苯基;R16独立地,是C1-C18烷基、C2-C10烯烃基、苄基、C3-C18烷基(被一个或多个氧插入)、环己基或-CO-R11,其中
R11是C1-C12烷基下列通式化合物是特别优选的,其中R1和R3相互无关,是氢、C1-C12烷基、C5-C6环烷基(未取代或被一个或两个C1-C4烷基取代)、苯基-C1-C4烷基、苯基、C1-C8烷氧基或通式V的基团
其中,R8和R9相互无关,是C1-C8烷基;
n是1-10,和
R10是氢、C1-C24烷基(未插入或被一个或多个O原子插入,并且是未取代或被一个-OH取代)、或是C2-C18烯烃基、C5-C12环烷基(未取代或被1-3个C1-C4烷基取代)、或是苯基(未取代或被一个或两个C1-C4烷基取代)、或是苯基-C1-C4烷基或糠基;R2和R4相互无关,是氢或C1-C12烷基;R5是氢、-CO-R11、-CO-OR12、或-Si(R13)(R14)(R15)、其中,
R11是C1-C4烷基,
R12是C1-C4烷基,和
R13、R14和R15、相互无关,是C1-C6烷基或苯基;和R16独立地,是C1-C18烷基、烯丙基、苄基、C3-C2烷基(被一个或多个O原子插入)、环己基或-CO-R11,其中。
R11是C1-C4烷基。下列通式化合物是特别优选的:其中,R1、R3和R4相互无关,是氢或C1-C8烷基;R2是氢;R5是氢或-CO-CH3;和R16独立地,是C1-C12烷基、烯丙基、烷基或C3-C7烷基(被1-3个O原子插入)。本发明还涉及通式III和通式IV的化合物。
其中,R1、R2、R3、R4、R5、R6、R19、A1、A2和m如在权利要求1中所定义的。进一步优选的化合物是在照相材料段述中提到的化合物。本发明的化合物可以通过已知方法制备,例如,通过下列通式之一的化合物同另一通式
的缩水甘油醚反应,其中,R1、R2、R3、R4和R16如权利要求1所定义的。
本发明的化合物中R5不是氢的,可以通过使之进一步同酰化试剂或甲硅烷基化试剂反应而制备,例如通式(IV)的聚合物化合物的制备方法是使通式(I0)化合物同通式的双缩水甘油醚反应。下列的实施例更详细地说明本发明。实施例1:1,4-二(3′-丁氧基-2′羟基丙氧基)-2,5-二甲基苯的制备。20克的2,5-二甲基氢醌、42.2克丁基缩水甘油醚和5.3克溴化乙基三苯基磷在80毫升沸腾的二甲苯中搅拌15分钟。然后使混合物冷却到室温,用水洗有机相,干燥,蒸去溶剂。将粗产品在硅胶上进行色层分离,得到27.5克黄色油状的1,4-二(3′-丁氧基-2′-羟丙氧基)-2,5-二甲基苯(熔点<30℃)。元素分析:C22H38O6 计算:C66.30;H9.61%
实验:C66.00;H9.70%实施例2:重复实施例1,但是用相应量的2,5-二叔丁基氢醌代替2,5-二甲基氢醌,得到白色固体的1,4-二(3′-丁氧基-2′-羟基丙氧基)-2,5-二叔丁基苯(熔点59℃)。元素分析:C28H50O8 计算:C69.67;H10.44%
实验:C69.31;H10.41%实施例1a和2a:用类似于实施例1和2的方法,得到上述的1-48化合物,熔点<20℃,但例外的是化合物1(59-60℃)、2(76℃)、12(40-41℃)、13(58-60℃)、26(131℃)、30(116-123℃)和37(31-32℃)。实施例3:涂以聚乙烯的支持材料涂以含溴化银、洋红偶合剂(M-6)和一稳定剂的明胶层。明胶层含下列成分(每平方米支持材料):
表1
所用固化剂是2,4-二氯-6-羟基三嗪,所用的润湿剂是二异丁基萘磺酸钠盐。以具有每步密度差0.15logE的步楔在,每个试样上曝光,然后该试样按照Kodok EP2法的制造商的说明加工成彩色负纸。曝光和加工后,洋红步骤绿色的松缓密度在步楔0.9-1.1之间密度下进行了测定。然后,用一阿特拉斯曝光装置(15千焦/厘米2)在紫外吸收剂过滤器后对步楔曝光。洋红染料密度的下降(-ΔD)以%示于表2 。
成分 | AgBr层 |
明胶固化剂润湿剂溴化银洋红偶合剂磷酸三甲酚酯稳定剂 | 5.51克300毫克85毫克260毫克325毫克162毫克114毫克 |
表2
实施例4:方法和实施例3的方法相同,但用的是Kodak RA4法。
试样号 | 稳定剂 | ΔD |
123 | 无314 | 875354 |
洋红染料密度降(-△D)以%示于表3。表3
从实施例3和4可看出,新化合物是优良的光稳定剂。实施例5:方法同实施例3,但稳定剂是一种油。油量示于表4。为测定变黄,测定了蓝色的第二步骤。然后将步楔在75℃和60%相对湿度的空调室内贮存28天,再测定松缓密度(蓝色),计算黄色染料密度的增加(-△DB)。洋红染料密度降(-△D)(以%计)和变黄(-△DB)示于表4。在表4中还示有2个洋红染料密度的染料密度降(-△D)。表4
可以看到,D=1和D=2的染料密度降比传统的油磷酸三甲酚酯要慢得多。本发明的稳定剂(油)的季节变黄,在实验精度限制内,这和传统油(磷酸三甲酚酯)相同。
试样号 | 稳定剂 | -△D |
45 | 无14 | 8144 |
试样号 | 油 | 量毫克/米2 | -△D(%) | -△DB | |
D=1 D=2 | |||||
678 | 磷酸三甲酚酯磷酸三甲酚酯磷酸三甲酚酯 | 276325440 | 848279 | 817871 | 0.120.110.11 |
91011 | 141414 | 276325440 | 604540 | 573322 | 0.110.120.12 |
实施例6:方法和实施例5相同,但使用306毫克的洋红偶合剂(M-5)。测定了阿特拉斯变黄;为此,测定了蓝色的松缓密度以测定变黄。然后将步楔曝光于-30千焦/厘米2的阿特拉斯曝光装置中,再测定蓝色松缓密度,计算黄色染料密度(-ΔDB)的增加。在30千焦/厘米2曝光后洋红染料密度降(-ΔD)和变黄(-ΔDB)示于表5。
表5
可以看出,新化合物极适宜作为照相油,对洋红偶合剂/染料具有光稳定性质。实施例7:方法同实施例3,但新化合物作为油(325毫克/米2)用作为光稳定剂。所用的光稳定剂符合下列通式:用量为114毫克/米2。洋红染料密度降(-ΔD)和气侯变黄(-ΔDB)示于表6表6
试样号 | 油 | 量(毫/m2) | -ΔD | -ΔDB |
121314 | 磷酸三甲酚酯1414 | 612612918 | 4287 | 0.020.000.00 |
试样号 | 油 | 稳定剂 | -ΔD | -ΔDB |
15161718 | 磷酸三甲酚酯磷酸三甲酚酯1414 | -L-1-L-1 | 82504538 | 0.110.190.120.18 |
可以看出,新化合物不仅作为光稳定剂,而且也适用作为偶合剂溶剂(油)。实施例8:方法和实施例3相同,但使用Kodak RA4法,使用洋红偶合剂M-11(204毫克),稳定剂用量为102毫克,进行30千焦/厘米2的曝光。洋红染料密度降示于表7(以%计)。
表7
实施例9:步骤和实施例8相同,但稳定剂用的是油(408毫克/米2),在试样23-25中未利用磷酸三甲酚酯,洋红染料密度降(以%计)示于表8 。
试样号 | 稳定剂 | -ΔD(%) |
192021 | 无1632/k | 915659 |
表8
实施例10:步骤和实施例9相同,但油量为204毫克/米2,在试样27和28中未用磷酸三甲酚酯。洋红染料密度降(以%计)示于表9 。
试样号 | 油 | -ΔD(%) |
22232425 | 磷酸三甲酚酯161432/j | 92363434 |
表9
试样号 | 油 | -ΔD(%) |
26 | 磷酸三甲酚酯 | 91 |
2728 | 1432/c | 4032 |
表10
试样号 | 油 | 稳定剂 | -ΔD(%) |
29303132 | 磷酸三甲酚酯磷酸三甲酚酯磷酸三甲酚酯磷酸三甲酚酯 | -P1P2SA1 | 91557088 |
33343536 | 14141414 | -P1P2SA1 | 40243028 |
373839 | 32/c32/c32/c | -P1SA1 | 322223 |
Claims (13)
1.一种彩色照相记录材料,其含有洋红偶合剂,和作为稳定剂的至少下列通式中一个化合物,其中,R1和R3相互无关,是氢、C1-C12烷基、C5-C7环烷基(未取代或被一或两个C1-C4烷基取代)、苯基-C1-C4烷基、苯基、C1-C8烷氧基或通式V的基团。
其中,R8和R9相互无关,是C1-C8烷基,
n是1-10和
R10是氢、C1-C24烷基(未插入或被一个或多个O原子插
入,并且未取代或被一个-OH基取代)、或是C2-C18烯烃基、
C5-C12环烷基(未被取代或被1-3个C1-C4烷基取代)、
或是苯基(未取代或被一个或两个C1-C4烷基取代)、或是苯
基-C1-C4烷基或糠基;R2和R4相互无关,是氢或C1-C4烷基;R5是氢、-CO-R11、-CO-OR12或-Si(R13)(R14)(R15),其中
R11是C1-C18烷基、C2-C18烯烃基或苯基,
R12是C1-C4烷基和
R13、R14和R15相互无关,是C1-C6烷基或苯基;R6基团独立地,是-OR16或C1-C15烷基,其中,
R16是氢、C1-C18烷基、C2-C18烯烃基、苯基-C1-C4
烷基、C3-C24烷基或C2-C14羟基烷基(其中每个被一或多个O原子插入)、或是苯基(其可未被取代或被C1-C4烷基C1-4烷氧基或卤素取代)、甲苯基、C5-C6环烷基(未取代
或被1-3个C1-C8烷基取代)、或是-CO-R11,其中,
R11是C1-C18烷基、C2-C18烯烃基或苯基;R7是氢、C1-C12烷基(被一个或多个-O-、-S-、或-SO2-基团插入或未插入)、C5-C12环烷基(未取代或被1-3个C1-C4烷基取代)、或是苯基-C1-C4烷基、通式VI的基团或通式VII的基团
-CH2CH(OR5)CH2R6 VII
其中,R5和R6如通式I所定义的,
R17是氢或C1-C18烷基,和
R18是C1-C12烷基(未取代或被一个或多个O原子插入)、
或是C2-C18烯烃基、苄基或苯基(未取代或被1-3个C1-
2.按照权利要求1的彩色照相记录材料,其含作为稳定性的至少一个下列通式化合物其中,R1和R3相互无关,是氢、C1-C8烷基、环己基、-C(CH3)2C6H5、C1-C4烷氧基或通式V的基团。其中,R8和R9是甲基;n是3,和R10是氢、C1-C12烷基(未插入或被一个或多个O原子插入,
和未取代或被一个-OH取代)、或是C2-C18烯烃基或苄基;R2是氢;R4是氢或C1-C8烷基;R5是氢、-CO-R11、-CO-OR12或-Si(R13)(R14)(R15),其中,
R11是C1-C18烷基、C2-C18烯烃基或苯基,
R12是C1-C4烷基,和
R13、R14和R15相互无关,是C1-C6烷基或苯基;R6基团独立地,是-OR16,其中,
R16是氢、C1-C18烷基、C2-C18烯烃基、苯基-C1-C4烷基、C3-C24烷基或C2-C14羟基烷基(其中每个被一或多个O原子插入)、或是苯基、甲苯基、C5-C6环烷基(未取代或被1-3个C1-C8烷基取代)、或是-CO-R11,其中,
R11是C1-C18烷基、C2-C18烯烃基或苯基;R7是C1-C4烷基、通式VI的基团或通式VII的基团
-CH2CH(OR5)CH2R6 VII
其中,R5和R6如在通式I所定义的
R17是氢或C1-C12烷基,和
R18是C1-C8烷基;R19是C2-C8亚烷基、亚苯基或-亚苯基-R20-亚苯基-,其中,R20是-SO2-、-CH2-或-C(CH3)2-;m是1-50;A1是氢、-CH2CH(OR5)CH2OR19OCH(OR5)CH2OR5或
3.按照权利要求1的彩色照相记录材料,其含作为稳定剂的至少一种下列通式化合物, 其中,R1和R3相互无关,是氢、C1-C8烷基、C1-C4烷氧基或通式V的基团。其中,R8和R9是甲基,n是3,和R10是C1-C4烷基;R2是氢;R4是氢或C1-C8烷基;R5是氢、CO-R11、-COOR12或-Si(R13)(R14)(R15),其中
R11是C1-C4烷基或C2-C3烯烃基,
R12是C1-C4烷基,和
R13、R14和R15相互无关,是C1-C6烷基;R6基团独立地,是-OR16,其中,
R16是C1-C18烷基、烯丙基、苄基、苯基、C3-C12烷基
(被一个或多个O原子插入)、或是环己基或-CO-R11,其
中,
R11是C1-C4烷基或C2-C3烯烃基;R7是通式VII的基团
-CH2CH(OR5)CH2R6 VII,
其中,R5和R6如通式I中定义的,R19是C2-C8亚烷基或-亚苯基-R20-亚苯基,其中,
6.按照权利要求1的彩色照相记录材料,其中还含有有机稳定剂、紫外吸收剂、光学增亮剂、光稳定剂、彩色反翘阻抑剂和/或增塑剂。
7.按照权利要求1的彩色照相记录材料,其中含至少下列通式P、SA、SB、HQ、RE、KA或KB之一的一种有机稳定剂。通式P其中,R1和R2相互无关,是氢、酰基或烷基;Ra、Rb和Rc相互无关,是H、烷基、环烷基、芳基、卤素、烷氧基、芳氧基、酰氧基、烷硫基、芳硫基、酰基、磺酰基、氨磺酰基、酰氨基、磺酰氨基或硝基;A是一键,
亚烷基或NRd;Rd是烷基或酰基;和m是0、1或2;通式SA其中,R1是氢;R2是苯基或R1和R2是甲基;q是0、1或2;和X是二价基团,它完成通式SA的环得到四氢噻喃;通式SB
R3-S-(CpH2p)-Z-R4其中,R3是烷基、芳基或(CpH2p)-Z-R4;p是1-12;Z是-CO-O-或-O-CO-;R4是一、二、三或四价基团;通式HQ其中,Re和Rd相互无关,是烷基或环烷基;和Rf和Rg相互无关,和Ra、Rb和Rc相同;通式RE其中,Rl和Rm相互无关,是H、酰基或烷基;或Rl和Rm一起键合到P-O芳基上;和Rh、Ri、Rj和Rk相互无关,和Ra、Rb和Rc一样,条件
其中,R8和R9相互无关,是C1-C8烷基,
n是1-10,和
R10是氢、C1-C24烷基(被一个或多个O原子插入,和未取
代或被一个-OH取代)、或是C2-C18烯烃基、C5-C12
环烷基(未取代或被1-3个C1-C4烷基取代)、或是苯基
(未取代或被一或两个C1-C4烷基取代)、或是苯基-C1-
C4烷基或糠基;R2和R4相互无关,是氢或C1-C12烷基;R5是氢、-CO-R11、-CO-R12或-Si(R13)(R14)
(R15 ) ,其中,
R11是C1-C18烷基或苯基,
R12是C1-C4烷基,和
R13、R14和R15相互无关,是C1-C6烷基或苯基;R7是氢、C1-C12烷基(被一个或多个-O-、-S-、或-SO2-插入或未插入)、或是C5-C12环烷基(未取代或被1-3个C1-C4烷基取代)、或是苯基-C1-C4烷基、通式VI的基团或通式VIIa的基团
-CH2CH(OR5)CH2OR16 VIIa,
其中,R5和R6如在通式(Ia)中定义的,
R17是氢或C1-C18烷基,和
R18是C1-C12烷基(未取代或被-个或多个O原子插入)、
或是C2-C18烯烃基、苄基或苯基(未取代或被1-3个C1-
C4烷基取代);R16基团独立地,是氢、C1-C18烷基、C2-C18烯烃基、苯基-C1-C4烷基、C3-C24烷基或C2-C14羟基烷基(其中每个被一个或多个O原子插入)、或是苯基、甲苯基、C5-C6环烷基(未取代或被1-3个C1-C8烷基取代)、或-CO-R11,其中,
R11是C1-C18烷基或苯基。
9.按照权利要求8,下列通式的化合物其中,R1和R3相互无关,是氢、C1-C12烷基、C5-C6环烷基(未取代或被一或两个C1-C4烷基取代)、苯基-C1-C4烷基、苯基、C1-C8烷氧基或通式V的基团
其中,R8和R9相互无关,是C1-C8烷基;
n是1-10,和
R10是氢、C1-C24烷基(未插入或被一或多个O原子插入,和未取代或被一个-OH取代)、或是苯基(未取代或被一或两个C1-C4烷基取代,或是苯基-C1-C4烷基或糠基;R2和R4相互无关,是氢或C1-C12烷基;R5是氢、-CO-R11、-CO-OR12或-Si(R13)(R14)(R15),其中,
R11是C1-C12烷基
R12是C1-C4烷基和
R13、R14和R15相互无关,是C1-C6烷基或苯基;R16基团独立地,是C1-C18烷基、C2-C10烯烃基、苄基、C3-C18烷基(被一个或多个O原子插入)、环己基或-CO-R11其中,
R11是C1-C12烷基。
10.按照权利要求8的通式为(Ib)的化合物其中,R1和R3相互无关,是氢、C1-C12烷基、C5-C6环烷基(未取代或被一个或多个C1-C4烷基取代),苯基-C1-C4烷基、苯基、C1-C8烷氧基或通式V的基团
其中,R8和R9相互无关,是C1-C8烷基;
n是1-10,和
R10是氢、C1-C24烷基(未插入或被一个或多个O原子插入,
和未取代或被一个-OH取代)、或是C2-C18烯烃基、
C5-C12环烷基(未取代或被1-3个C1-C4烷基取代)、
或是苯基(未取代或被一或两个C1-C4烷基取代)、或是苯基
-C1-C4烷基或糖基;R2和R4相互无关,是氢或C1-C12烷基;R5是氢、-CO-R11、-CO-OR12或-Si(R13)(R14)(R 15 ),其中,
R11是C1-C4烷基,
R12是C1-C4烷基,和
R13、R14和R15相互无关,是C1-C6烷基或苯基;R16基团独立地,是C1-C18烷基、烯丙基、苄基、C3-C12烷基(被一个或多个O原子插入),环己基或-CO-R11,其中,R11是C1-C4烷基。
12.通式III化合物或IU化合物或IV其中R1和R3相互无关,是氢、C1-C12烷基、C5-C7环烷基(未取代或被一或两个C1-C4烷基取代)、苯-C1-C4烷基、苯基C1-C8烷氧基或通式V的基团。
其中,R8和R9相互无关,是C1-C8烷基,
n是1-10,和
R10是氢、C1-C24烷基(未插入或被一个或多个O原子插
入,和未取代或被一个-OH取代),或是C2-C18烯烃基、
C5-C12环烷基(未取代或被1-3个C1-C4烷基取代)、或
是苯基(未取代或被一或两个C1-C4烷基取代)、或是苯基
-C1-C4烷基或糠基;R2和R4相互无关,是氢或C1-C12烷基;R5是氢、-CO-R11、-CO-OR12或-Si(R13)(R14)(R15),其中,
R11是C1-C18烷基、C2-C18烯烃基或苯基,
R12是C1-C4烷基和
R13、R14和R15相互无关,是C1-C6烷基或苯基;R6基团独立地,是-OR16或C1-C15烷基,其中,
R16是氢、C1-C18烷基、C2-C18烯烃基、苯基-C1-C4
烷基、C3-C24烷基或C2-C14羟基烷基、(其中每个被
-O-插入)、或是苯基、甲苯基、C5-C6环烷基(未取代或
被1-3个C1-C8烷基取代)、或是-CO-R11,其中。
R11是C1-C18烷基、C2-C18烯烃基或苯基;R19是C2-C10亚烷基、亚苯基或-亚苯基-R20-亚苯基-,其中,
R20是-O-、-S-、-SO2-、-CH2-或-C(CH3)2;m是1-100;A1是氢、
13.一种稳定彩色照相材料中洋红偶合剂和/或洋红染料的方法,其中,权利要求1的稳定剂被加入材料中。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH2731/92-4 | 1992-09-01 | ||
CH273192 | 1992-09-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
CN1084650A true CN1084650A (zh) | 1994-03-30 |
Family
ID=4240343
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN93117090A Pending CN1084650A (zh) | 1992-09-01 | 1993-09-01 | 彩色照相记录材料 |
Country Status (5)
Country | Link |
---|---|
US (2) | US5411847A (zh) |
EP (1) | EP0586343B1 (zh) |
JP (1) | JP3528052B2 (zh) |
CN (1) | CN1084650A (zh) |
DE (1) | DE59307057D1 (zh) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0731386B1 (en) * | 1995-03-10 | 2005-10-05 | Konica Corporation | Silver halide color photographic light-sensitive material |
TW375650B (en) * | 1996-07-03 | 1999-12-01 | Vantico Inc | Stabilization of paints with spiroindane derivatives |
US7569344B2 (en) * | 1998-10-26 | 2009-08-04 | Ventana Medical Systems, Inc. | Detection of human papilloma virus in papanicolaou (Pap) smears |
US20060275784A1 (en) * | 1999-10-26 | 2006-12-07 | Ventana Medical Systems, Inc. | Detection of Human Papilloma Virus in Papanicolaou (Pap) Smears |
DE10111655A1 (de) * | 2001-03-12 | 2002-10-02 | Agfa Gevaert Ag | Inkjet-Tinte |
US7534909B2 (en) * | 2003-05-23 | 2009-05-19 | Mitsui Chemicals, Inc. | (Meth) acrylic ester compound and use thereof |
WO2017032583A1 (de) | 2015-08-26 | 2017-03-02 | Evonik Degussa Gmbh | Verwendung bestimmter polymere als ladungsspeicher |
CN107531894B (zh) | 2015-08-26 | 2020-03-10 | 赢创运营有限公司 | 某些聚合物作为电荷存储器的用途 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5473032A (en) * | 1977-11-22 | 1979-06-12 | Konishiroku Photo Ind Co Ltd | Color photographic material |
DE3360926D1 (en) * | 1982-06-16 | 1985-11-07 | Ciba Geigy Ag | Hydroquinone ethers and a process for preparing them |
JPS59125732A (ja) * | 1983-01-07 | 1984-07-20 | Fuji Photo Film Co Ltd | ハロゲン化銀カラ−写真感光材料 |
US4697031A (en) | 1984-12-10 | 1987-09-29 | American Cyanamid Company | Antihypertensive phosphate derivatives |
JPS6242153A (ja) * | 1985-08-20 | 1987-02-24 | Konishiroku Photo Ind Co Ltd | 熱現像感光材料 |
FR2626877B1 (fr) * | 1988-02-05 | 1991-04-05 | Delalande Sa | Ethers alkyliques ou benzyliques du phenol, leurs procedes de preparation et leur application en therapeutique |
JPH0266541A (ja) * | 1988-09-01 | 1990-03-06 | Konica Corp | ハロゲン化銀写真感光材料 |
JPH02217845A (ja) * | 1989-02-20 | 1990-08-30 | Fuji Photo Film Co Ltd | ハロゲン化銀カラー写真感光材料 |
-
1993
- 1993-08-24 DE DE59307057T patent/DE59307057D1/de not_active Expired - Fee Related
- 1993-08-24 EP EP93810597A patent/EP0586343B1/de not_active Expired - Lifetime
- 1993-08-30 US US08/114,130 patent/US5411847A/en not_active Expired - Lifetime
- 1993-09-01 CN CN93117090A patent/CN1084650A/zh active Pending
- 1993-09-01 JP JP24054193A patent/JP3528052B2/ja not_active Expired - Fee Related
-
1995
- 1995-02-07 US US08/385,026 patent/US5817887A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
DE59307057D1 (de) | 1997-09-11 |
US5411847A (en) | 1995-05-02 |
EP0586343A1 (de) | 1994-03-09 |
JPH06236013A (ja) | 1994-08-23 |
EP0586343B1 (de) | 1997-08-06 |
US5817887A (en) | 1998-10-06 |
JP3528052B2 (ja) | 2004-05-17 |
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