CN100402612C - 喷墨油墨和记录材料 - Google Patents
喷墨油墨和记录材料 Download PDFInfo
- Publication number
- CN100402612C CN100402612C CNB028037383A CN02803738A CN100402612C CN 100402612 C CN100402612 C CN 100402612C CN B028037383 A CNB028037383 A CN B028037383A CN 02803738 A CN02803738 A CN 02803738A CN 100402612 C CN100402612 C CN 100402612C
- Authority
- CN
- China
- Prior art keywords
- tetramethyl
- hydroxyl
- piperidines
- piperidine
- carbon atom
- 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 - Fee Related
Links
- 239000000463 material Substances 0.000 title claims abstract description 56
- 150000001875 compounds Chemical class 0.000 claims description 46
- 239000000975 dye Substances 0.000 claims description 35
- 229910052760 oxygen Inorganic materials 0.000 claims description 33
- 239000001301 oxygen Substances 0.000 claims description 31
- 238000007639 printing Methods 0.000 claims description 27
- CSGAUKGQUCHWDP-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)N1O CSGAUKGQUCHWDP-UHFFFAOYSA-N 0.000 claims description 22
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 21
- QNLIVQOXNYYXKO-UHFFFAOYSA-N 2-hydroxypropane-1,2,3-tricarboxylic acid;1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)N1O.OC(=O)CC(O)(C(O)=O)CC(O)=O QNLIVQOXNYYXKO-UHFFFAOYSA-N 0.000 claims description 15
- 239000002131 composite material Substances 0.000 claims description 15
- 229940009662 edetate Drugs 0.000 claims description 15
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical class OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 13
- KMEUSKGEUADGET-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-one Chemical compound CC1(C)CC(=O)CC(C)(C)N1O KMEUSKGEUADGET-UHFFFAOYSA-N 0.000 claims description 12
- 239000000243 solution Substances 0.000 claims description 11
- 239000006185 dispersion Substances 0.000 claims description 10
- 239000007921 spray Substances 0.000 claims description 10
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- 150000003053 piperidines Chemical class 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 238000007641 inkjet printing Methods 0.000 claims description 6
- XHGLDJYVOVYQHP-UHFFFAOYSA-N C(C)(=O)O.C(C)(=O)O.C(C)(=O)O.C(C)(=O)O.C(C)(=O)O.NCCNCCN.ON1C(CC(CC1(C)C)=O)(C)C Chemical compound C(C)(=O)O.C(C)(=O)O.C(C)(=O)O.C(C)(=O)O.C(C)(=O)O.NCCNCCN.ON1C(CC(CC1(C)C)=O)(C)C XHGLDJYVOVYQHP-UHFFFAOYSA-N 0.000 claims description 5
- HBKBRFMRGDUJOU-UHFFFAOYSA-N C(C)(=O)O.C(C)(=O)O.C(C)(=O)O.C(C)(=O)O.C(C)(=O)O.NCCNCCN.ON1C(CC(CC1(C)C)O)(C)C Chemical compound C(C)(=O)O.C(C)(=O)O.C(C)(=O)O.C(C)(=O)O.C(C)(=O)O.NCCNCCN.ON1C(CC(CC1(C)C)O)(C)C HBKBRFMRGDUJOU-UHFFFAOYSA-N 0.000 claims description 5
- LUTRAMFAYXFIQK-UHFFFAOYSA-N acetic acid;1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC([O-])=O.CC1(C)CC(O)CC(C)(C)[NH+]1O LUTRAMFAYXFIQK-UHFFFAOYSA-N 0.000 claims description 5
- QTONSPKDOKVNBJ-UHFFFAOYSA-N acetic acid;n'-(2-aminoethyl)ethane-1,2-diamine Chemical compound CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.NCCNCCN QTONSPKDOKVNBJ-UHFFFAOYSA-N 0.000 claims description 5
- 238000005266 casting Methods 0.000 claims description 5
- VRDBIJCCXDEZJN-UHFFFAOYSA-N 2-piperidin-1-ylacetic acid Chemical class OC(=O)CN1CCCCC1 VRDBIJCCXDEZJN-UHFFFAOYSA-N 0.000 claims description 4
- 239000002152 aqueous-organic solution Substances 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 abstract description 110
- -1 amine compounds Chemical class 0.000 abstract description 85
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 37
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 8
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 abstract description 6
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 abstract description 6
- 150000001450 anions Chemical class 0.000 abstract description 5
- 150000002148 esters Chemical class 0.000 abstract description 5
- 150000001408 amides Chemical class 0.000 abstract description 3
- 150000001449 anionic compounds Chemical group 0.000 abstract description 3
- 150000001768 cations Chemical class 0.000 abstract description 3
- 150000002891 organic anions Chemical group 0.000 abstract description 3
- 125000004043 oxo group Chemical group O=* 0.000 abstract description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract description 2
- 125000005647 linker group Chemical group 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 description 173
- 150000001721 carbon Chemical group 0.000 description 158
- 229910052739 hydrogen Inorganic materials 0.000 description 58
- 239000001257 hydrogen Substances 0.000 description 56
- 125000001118 alkylidene group Chemical group 0.000 description 30
- 150000002431 hydrogen Chemical class 0.000 description 28
- 239000002585 base Substances 0.000 description 26
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 23
- 239000002253 acid Substances 0.000 description 18
- 239000010410 layer Substances 0.000 description 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 16
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 14
- 239000002904 solvent Substances 0.000 description 13
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 239000006096 absorbing agent Substances 0.000 description 9
- 125000003342 alkenyl group Chemical group 0.000 description 9
- 150000001412 amines Chemical class 0.000 description 9
- 230000000176 photostabilization Effects 0.000 description 9
- 125000003710 aryl alkyl group Chemical group 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
- 239000008199 coating composition Substances 0.000 description 7
- 125000000753 cycloalkyl group Chemical group 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 229910052738 indium Inorganic materials 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 5
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 125000002947 alkylene group Chemical group 0.000 description 5
- 239000003963 antioxidant agent Substances 0.000 description 5
- 230000003078 antioxidant effect Effects 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 125000002091 cationic group Chemical group 0.000 description 5
- 229920000159 gelatin Polymers 0.000 description 5
- 235000019322 gelatine Nutrition 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- 150000002500 ions Chemical class 0.000 description 5
- HPEUEJRPDGMIMY-IFQPEPLCSA-N molybdopterin Chemical compound O([C@H]1N2)[C@H](COP(O)(O)=O)C(S)=C(S)[C@@H]1NC1=C2N=C(N)NC1=O HPEUEJRPDGMIMY-IFQPEPLCSA-N 0.000 description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 description 5
- 125000003884 phenylalkyl group Chemical group 0.000 description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- 108010010803 Gelatin Proteins 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- 239000008273 gelatin Substances 0.000 description 4
- 235000011852 gelatine desserts Nutrition 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 238000005286 illumination Methods 0.000 description 4
- 125000001624 naphthyl group Chemical group 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
- 229910052724 xenon Inorganic materials 0.000 description 4
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 4
- 229910052727 yttrium Inorganic materials 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical group CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 3
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 150000004646 arylidenes Chemical group 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-M benzoate Chemical compound [O-]C(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-M 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 229960001484 edetic acid Drugs 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 description 3
- YPJKMVATUPSWOH-UHFFFAOYSA-N nitrooxidanyl Chemical group [O][N+]([O-])=O YPJKMVATUPSWOH-UHFFFAOYSA-N 0.000 description 3
- 229960003330 pentetic acid Drugs 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 239000003351 stiffener Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 3
- 125000006839 xylylene group Chemical group 0.000 description 3
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 2
- HXVNBWAKAOHACI-UHFFFAOYSA-N 2,4-dimethyl-3-pentanone Chemical compound CC(C)C(=O)C(C)C HXVNBWAKAOHACI-UHFFFAOYSA-N 0.000 description 2
- URDCARMUOSMFFI-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(2-hydroxyethyl)amino]acetic acid Chemical compound OCCN(CC(O)=O)CCN(CC(O)=O)CC(O)=O URDCARMUOSMFFI-UHFFFAOYSA-N 0.000 description 2
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical group [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Natural products OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 229910004298 SiO 2 Inorganic materials 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 229920004890 Triton X-100 Polymers 0.000 description 2
- 239000013504 Triton X-100 Substances 0.000 description 2
- 229910052770 Uranium Inorganic materials 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 2
- 239000012964 benzotriazole Substances 0.000 description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 239000003139 biocide Substances 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
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 125000000392 cycloalkenyl group Chemical group 0.000 description 2
- 125000002704 decyl group Chemical group [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])* 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- PPXUHEORWJQRHJ-UHFFFAOYSA-N ethyl isovalerate Chemical compound CCOC(=O)CC(C)C PPXUHEORWJQRHJ-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- SXQCTESRRZBPHJ-UHFFFAOYSA-M lissamine rhodamine Chemical compound [Na+].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=C(S([O-])(=O)=O)C=C1S([O-])(=O)=O SXQCTESRRZBPHJ-UHFFFAOYSA-M 0.000 description 2
- 229940049920 malate Drugs 0.000 description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-L malate(2-) Chemical compound [O-]C(=O)C(O)CC([O-])=O BJEPYKJPYRNKOW-UHFFFAOYSA-L 0.000 description 2
- IWYDHOAUDWTVEP-UHFFFAOYSA-N mandelic acid Chemical group OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 2
- CRSOQBOWXPBRES-UHFFFAOYSA-N neopentane Chemical compound CC(C)(C)C CRSOQBOWXPBRES-UHFFFAOYSA-N 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 125000001400 nonyl 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])[H] 0.000 description 2
- 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 2
- 239000003791 organic solvent mixture Substances 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- 239000000661 sodium alginate Substances 0.000 description 2
- 235000010413 sodium alginate Nutrition 0.000 description 2
- 229940005550 sodium alginate Drugs 0.000 description 2
- 229940032147 starch Drugs 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 229940095064 tartrate Drugs 0.000 description 2
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 2
- 229910052721 tungsten Inorganic materials 0.000 description 2
- 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 2
- 229910052720 vanadium Inorganic materials 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 1
- HNAGHMKIPMKKBB-UHFFFAOYSA-N 1-benzylpyrrolidine-3-carboxamide Chemical compound C1C(C(=O)N)CCN1CC1=CC=CC=C1 HNAGHMKIPMKKBB-UHFFFAOYSA-N 0.000 description 1
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 1
- UFBJCMHMOXMLKC-UHFFFAOYSA-N 2,4-dinitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O UFBJCMHMOXMLKC-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- QPQKUYVSJWQSDY-UHFFFAOYSA-N 4-phenyldiazenylaniline Chemical compound C1=CC(N)=CC=C1N=NC1=CC=CC=C1 QPQKUYVSJWQSDY-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 102000009027 Albumins Human genes 0.000 description 1
- 108010088751 Albumins Proteins 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- DKMROQRQHGEIOW-UHFFFAOYSA-N Diethyl succinate Chemical compound CCOC(=O)CCC(=O)OCC DKMROQRQHGEIOW-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- HMEKVHWROSNWPD-UHFFFAOYSA-N Erioglaucine A Chemical compound [NH4+].[NH4+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 HMEKVHWROSNWPD-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- XVVHNEYJYDBUGD-UHFFFAOYSA-N N'-(2-aminoethyl)ethane-1,2-diamine 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound NCCNCCN.CC1(C)CC(O)CC(C)(C)N1O XVVHNEYJYDBUGD-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- OVSNDJXCFPSPDZ-UHFFFAOYSA-N Reactive red 120 Chemical compound OS(=O)(=O)C1=CC2=CC(S(O)(=O)=O)=CC(NC=3N=C(NC=4C=CC(NC=5N=C(NC=6C7=C(O)C(N=NC=8C(=CC=CC=8)S(O)(=O)=O)=C(C=C7C=C(C=6)S(O)(=O)=O)S(O)(=O)=O)N=C(Cl)N=5)=CC=4)N=C(Cl)N=3)=C2C(O)=C1N=NC1=CC=CC=C1S(O)(=O)=O OVSNDJXCFPSPDZ-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical group CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 150000003869 acetamides Chemical class 0.000 description 1
- 125000005595 acetylacetonate group Chemical group 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 150000003868 ammonium compounds Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 235000012733 azorubine Nutrition 0.000 description 1
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 1
- 239000010428 baryte Substances 0.000 description 1
- 229910052601 baryte Inorganic materials 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- VJGNLOIQCWLBJR-UHFFFAOYSA-M benzyl(tributyl)azanium;chloride Chemical compound [Cl-].CCCC[N+](CCCC)(CCCC)CC1=CC=CC=C1 VJGNLOIQCWLBJR-UHFFFAOYSA-M 0.000 description 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000004161 brilliant blue FCF Substances 0.000 description 1
- 235000012745 brilliant blue FCF Nutrition 0.000 description 1
- OBNCKNCVKJNDBV-UHFFFAOYSA-N butanoic acid ethyl ester Natural products CCCC(=O)OCC OBNCKNCVKJNDBV-UHFFFAOYSA-N 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 229940043232 butyl acetate Drugs 0.000 description 1
- 235000019241 carbon black Nutrition 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- CEZCCHQBSQPRMU-UHFFFAOYSA-L chembl174821 Chemical compound [Na+].[Na+].COC1=CC(S([O-])(=O)=O)=C(C)C=C1N=NC1=C(O)C=CC2=CC(S([O-])(=O)=O)=CC=C12 CEZCCHQBSQPRMU-UHFFFAOYSA-L 0.000 description 1
- XRPLBRIHZGVJIC-UHFFFAOYSA-L chembl3182776 Chemical compound [Na+].[Na+].NC1=CC(N)=CC=C1N=NC1=CC=C(C=2C=CC(=CC=2)N=NC=2C(=CC3=CC(=C(N=NC=4C=CC=CC=4)C(O)=C3C=2N)S([O-])(=O)=O)S([O-])(=O)=O)C=C1 XRPLBRIHZGVJIC-UHFFFAOYSA-L 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000012916 chromogenic reagent Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 125000000000 cycloalkoxy group Chemical group 0.000 description 1
- UCIYGNATMHQYCT-OWOJBTEDSA-N cyclodecene Chemical compound C1CCCC\C=C\CCC1 UCIYGNATMHQYCT-OWOJBTEDSA-N 0.000 description 1
- 125000001162 cycloheptenyl group Chemical group C1(=CCCCCC1)* 0.000 description 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- WJTCGQSWYFHTAC-UHFFFAOYSA-N cyclooctane Chemical group C1CCCCCCC1 WJTCGQSWYFHTAC-UHFFFAOYSA-N 0.000 description 1
- URYYVOIYTNXXBN-UPHRSURJSA-N cyclooctene Chemical compound C1CCC\C=C/CC1 URYYVOIYTNXXBN-UPHRSURJSA-N 0.000 description 1
- 239000004913 cyclooctene Substances 0.000 description 1
- 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- XDBZPHDFHYZHNG-UHFFFAOYSA-L disodium 3-[(5-chloro-2-phenoxyphenyl)diazenyl]-4-hydroxy-5-[(4-methylphenyl)sulfonylamino]naphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].C1=CC(C)=CC=C1S(=O)(=O)NC(C1=C2O)=CC(S([O-])(=O)=O)=CC1=CC(S([O-])(=O)=O)=C2N=NC1=CC(Cl)=CC=C1OC1=CC=CC=C1 XDBZPHDFHYZHNG-UHFFFAOYSA-L 0.000 description 1
- UZZFFIUHUDOYPS-UHFFFAOYSA-L disodium 4-amino-3,6-bis[[4-[(2,4-diaminophenyl)diazenyl]phenyl]diazenyl]-5-oxido-7-sulfonaphthalene-2-sulfonate Chemical compound [Na+].[Na+].Nc1ccc(N=Nc2ccc(cc2)N=Nc2c(N)c3c(O)c(N=Nc4ccc(cc4)N=Nc4ccc(N)cc4N)c(cc3cc2S([O-])(=O)=O)S([O-])(=O)=O)c(N)c1 UZZFFIUHUDOYPS-UHFFFAOYSA-L 0.000 description 1
- LGWXIBBJZQOXSO-UHFFFAOYSA-L disodium 5-acetamido-4-hydroxy-3-[(2-methylphenyl)diazenyl]naphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].OC1=C2C(NC(=O)C)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC=CC=C1C LGWXIBBJZQOXSO-UHFFFAOYSA-L 0.000 description 1
- FTZLWXQKVFFWLY-UHFFFAOYSA-L disodium;2,5-dichloro-4-[3-methyl-5-oxo-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazol-1-yl]benzenesulfonate Chemical compound [Na+].[Na+].CC1=NN(C=2C(=CC(=C(Cl)C=2)S([O-])(=O)=O)Cl)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 FTZLWXQKVFFWLY-UHFFFAOYSA-L 0.000 description 1
- YSVBPNGJESBVRM-UHFFFAOYSA-L disodium;4-[(1-oxido-4-sulfonaphthalen-2-yl)diazenyl]naphthalene-1-sulfonate Chemical compound [Na+].[Na+].C1=CC=C2C(N=NC3=C(C4=CC=CC=C4C(=C3)S([O-])(=O)=O)O)=CC=C(S([O-])(=O)=O)C2=C1 YSVBPNGJESBVRM-UHFFFAOYSA-L 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 125000005066 dodecenyl group Chemical group C(=CCCCCCCCCCC)* 0.000 description 1
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000001962 electrophoresis Methods 0.000 description 1
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000000138 intercalating agent Substances 0.000 description 1
- 239000011229 interlayer Substances 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 239000008274 jelly Substances 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 229960001708 magnesium carbonate Drugs 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 235000014380 magnesium carbonate Nutrition 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 125000002960 margaryl 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])[H] 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 125000001421 myristyl 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])[H] 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 150000002816 nickel compounds Chemical class 0.000 description 1
- WSGCRAOTEDLMFQ-UHFFFAOYSA-N nonan-5-one Chemical compound CCCCC(=O)CCCC WSGCRAOTEDLMFQ-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
- 238000007645 offset printing Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- CFHIDWOYWUOIHU-UHFFFAOYSA-N oxomethyl Chemical compound O=[CH] CFHIDWOYWUOIHU-UHFFFAOYSA-N 0.000 description 1
- 239000006174 pH buffer Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 125000000913 palmityl 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])[H] 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000002958 pentadecyl 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])[H] 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000005496 phosphonium group Chemical group 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 125000001557 phthalyl group Chemical group C(=O)(O)C1=C(C(=O)*)C=CC=C1 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920001290 polyvinyl ester Polymers 0.000 description 1
- 229920002102 polyvinyl toluene Polymers 0.000 description 1
- 229920002717 polyvinylpyridine Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229960001866 silicon dioxide Drugs 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 229940080313 sodium starch Drugs 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 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
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 description 1
- 239000004149 tartrazine Substances 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 229950006389 thiodiglycol Drugs 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 125000005208 trialkylammonium group Chemical group 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
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- GWAKFAUFNNPZFE-UHFFFAOYSA-K trisodium 2-[4-[(2-amino-4-oxidophenyl)diazenyl]anilino]-5-[(1-amino-8-oxido-7-phenyldiazenyl-3,6-disulfonaphthalen-2-yl)diazenyl]benzenesulfonate Chemical compound NC1=C(C(=CC2=CC(=C(C(=C12)O)N=NC1=CC=CC=C1)S(=O)(=O)[O-])S(=O)(=O)[O-])N=NC1=CC(=C(C=C1)NC1=CC=C(C=C1)N=NC1=C(C=C(C=C1)O)N)S(=O)(=O)[O-].[Na+].[Na+].[Na+] GWAKFAUFNNPZFE-UHFFFAOYSA-K 0.000 description 1
- JGIGXKSJLSQJGQ-UHFFFAOYSA-K trisodium 5-[[4-chloro-6-(N-methylanilino)-1,3,5-triazin-2-yl]amino]-4-hydroxy-3-[(2-sulfonatophenyl)diazenyl]naphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[Na+].CN(c1ccccc1)c1nc(Cl)nc(Nc2cc(cc3cc(c(N=Nc4ccccc4S([O-])(=O)=O)c(O)c23)S([O-])(=O)=O)S([O-])(=O)=O)n1 JGIGXKSJLSQJGQ-UHFFFAOYSA-K 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- 125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000012463 white pigment Substances 0.000 description 1
- 239000001018 xanthene dye Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/50—Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
- B41M5/52—Macromolecular coatings
- B41M5/5227—Macromolecular coatings characterised by organic non-macromolecular additives, e.g. UV-absorbers, plasticisers, surfactants
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41J—TYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
- B41J2/00—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed
- B41J2/005—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by bringing liquid or particles selectively into contact with a printing material
- B41J2/01—Ink jet
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/50—Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/38—Inkjet printing inks characterised by non-macromolecular additives other than solvents, pigments or dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
- Ink Jet (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
本发明涉及一种喷墨油墨、喷墨记录材料或喷墨***,其含有至少一种通式(I)或(II)的水溶性受阻胺化合物:其中G1和G2独立地是1-4个碳原子的烷基,或者一起是1,5-亚戊基;Z1和Z2各自是甲基,或Z1和Z2一起形成一个未取代的连接部分或一个被选自酯、醚、羟基、氧代、氰醇、酰胺、氨基、羧基或尿烷基团的一个或多个基团取代的连接部分;E是氧基;X是无机或有机阴离子;并且其中,阳离子h的总电荷数等于阴离子j的总电荷数。
Description
本发明涉及具有改进性能的喷墨油墨、喷墨记录材料或喷墨***。
在喷墨方法中,通过从喷嘴将油墨滴喷到记录材料上而产生图像。在大多数情况下,油墨是一种染料的水溶液。记录材料应快速而永久性地固定所述染料。为此目的常用的是备有染料结合层的特制纸或塑料薄膜。由于喷嘴很细,完全溶解于油墨载体中的染料优于颜料。另外,与颜料相比,染料提供较高的色度和较好的色域。然而,喷墨染料通常比例如常用于常规打印油墨的彩色颜料的耐光性差。结果,喷墨打印产生的图像在受光时通常寿命有限,因此会快速开始褪色或变色。
各类物质已被提出用于此目的,例如水溶性二烷氧基苯类(EP-A-373 573),水不溶性酚类,双酚类,氢醌,和氢醌二醚(GB 2 088777),以及水溶性酚类和双酚类(US 5,509,957和US 5,089,050)。在例如JP-A-2000062310、JP-A-05239389和JP-A-11348418中已报道了在喷墨油墨或介质中使用水不溶性受阻胺类化合物。在EP-A-882600和JP-A-2000044851中公开了在喷墨油墨或介质中使用特定的水溶性或水可分散性N-杂环或脂族胺化合物。在JP11-170 686A2;JP2001-26178A2;JP 2001-139851A2中已报道了在喷墨记录介质中使用确定的硝酰基化合物。
现已发现,某些水溶性位阻胺N-氧基或N-羟基对光诱发的喷墨印品的褪色提供优异的保护作用。
因此,本发明涉及一种喷墨油墨,其含有至少一种通式(I)或(II)的水溶性受阻胺化合物:
其中
G1和G2独立地是1-4个碳原子的烷基,或者一起是1,5-亚戊基;Z1和Z2各自是甲基,或Z1和Z2一起形成一个未取代的连接部分或一个被一个或多个选自酯、醚、羟基、氧代、氰醇、酰胺、氨基、羧基或尿烷基团的基团取代的连接部分;
E是氧基(oxyl);
X是无机或有机阴离子;
h和j是数1-5;和
其中,阳离子h的总电荷数等于阴离子j的总电荷数。
优选式(II)的化合物。
X的实例包括X为磷酸根、碳酸根、碳酸氢根、硝酸根、氯阴离子、溴阴离子、亚硫酸氢根、亚硫酸根、硫酸氢根、硫酸根、硼酸根、羧酸根、烷基磺酸根或芳基磺酸根、或膦酸根、例如二亚乙基三胺五亚甲基膦酸根。X作为羧酸根尤其是主要含1-18个碳原子的单、二、三、或四羧酸的羧酸根,比如甲酸根、乙酸根、苯甲酸根、柠檬酸根、草酸根、酒石酸根、丙烯酸根、多丙烯酸根、富马酸根、马来酸根、衣康酸根、甘醇酸根、葡糖酸根、苹果酸根、扁桃酸根、剔各酸根、抗坏血酸根、聚甲基丙烯酸根,或者是次氮基三乙酸、羟乙基乙二胺三乙酸、乙二胺四乙酸或二亚乙基三胺五乙酸的羧酸根。
优选X是氯阴离子、硫酸氢根、硫酸根、磷酸根、硝酸根、抗坏血酸根、甲酸根、乙酸根、苯甲酸根、草酸根、柠檬酸根、乙二胺四乙酸或二亚乙基三胺五乙酸或聚丙烯酸的羧酸根,最优选X是氯阴离子、硫酸氢根、或柠檬酸根。
h和j的值范围优选为1-5。
优选Z1和Z2一起是烃连接部分,含有1-200、尤其是1-60个碳原子和0-60、尤其是0-30个选自氧原子和氮原子的杂原子。
更优选Z1和Z2作为连接部分是2或3个碳原子或1或2个碳原子及一个氮原子或氧原子的链,与式(I)或(II)中的其余结构一起形成饱和的未被取代的5元或6元杂环,或被选自酯、醚、羟基、氧代、氰醇、酰胺、氨基、羧基或尿烷基团的一个或多个基团取代的5元或6元杂环。Z1和Z2中的取代基其本身可含有受阻胺部分。优选的是含1-4、尤其是1或2个受阻胺或受阻铵部分的式(I)或(II)的化合物。
在给定的定义中,被表示为烷基的基团是例如甲基、乙基、丙基如正或异丙基、丁基如正、异、仲和叔丁基。
任何被表示为芳基的基团主要是指C6-C12芳基,优选苯基或萘基,尤其是苯基。
在给定的定义中,被表示为烷基的基团主要是C1-C18烷基,例如甲基、乙基、丙基如正或异丙基、丁基如正、异、仲和叔丁基、戊基、己基、庚基、辛基、壬基、癸基、十一烷基、十二烷基、十三烷基、十四烷基、十五烷基、十六烷基、十七烷基或十八烷基。
在给定的定义中,被表示为亚烷基的基团是例如亚甲基、1,2-亚乙基、1,1-亚乙基、1,3-亚丙基、1,2-亚丙基、1,1-亚丙基、2,2-亚丙基、1,4-亚丁基、1,3-亚丁基、1,2-亚丁基、1,1-亚丁基、2,2-亚丁基、2,3-亚丁基、或-C5H10-、-C6H12-、-C7H14-、-C8H16-、-C9H18-、-C10H20-、-C11H22-、-C12H24-、-C13H26-、-C14H28-、-C15H30-、-C16H32-、-C17H34-、-C18H36-。
被表示为环烷基或环烷氧基的基团主要是C5-C12环烷基或C5-C12环烷氧基,环烷基部分是例如环戊基、环己基、环庚基、环辛基、环壬基、环癸基、环十一烷基或环十二烷基。环烯基主要是C5-C12环烯基,包括环戊烯基、环己烯基、环庚烯基、环辛烯基、环壬烯基、环癸烯基、环十一碳烯基、环十二碳烯基。
芳烷基或芳烷氧基优选是苯基烷基或苯基烷氧基,它们是被苯基取代的烷基或烷氧基。在给定的定义范围内,苯基烷基或苯基烷氧基的实例是苄基、苄氧基、α-甲基苄基、α-甲基苄氧基、枯基、枯氧基。
链烯基主要是含2-18个碳原子的链烯基,最优选烯丙基。
炔基主要是含2-12个碳原子的炔基,优选炔丙基。
表示为酰基的基团主要是R(C=O)-,其中R是脂族或芳族部分。
比如在上述或在其它定义中述及的脂族或芳族部分主要是脂族或芳族C1-C30烃;实例是芳基、烷基、环烷基、链烯基、环烯基、双环烷基、双环烯基、以及这些基团的组合。
酰基的实例是含2-12个碳原子的烷酰基、含3-12个碳原子的链烯酰基、苯甲酰基。
烷酰基例如包括甲酰基、乙酰基、丙酰基、丁酰基、戊酰基、辛酰基;优选是C2-C18烷酰基,尤其是乙酰基。
链烯酰基最优选是丙烯酰基或异丁烯酰基。
在不同取代基中的烷基可以是直链或支链的。
带2-4个碳原子的链烯基的实例是乙烯基、丙烯基、丁烯基。
被1个或2个氧原子间断的、带1-4个碳原子的烷基的实例是-CH2-O-CH3,-CH2-CH2-O-CH3,-CH2-CH2-O-CH2-CH3,-CH2-O-CH2-CH2-O-CH3或-CH2-O-CH2-O-CH3。
被羟基取代的带2-6个碳原子的烷基的实例是羟乙基、二羟乙基、羟丙基、二羟丙基、羟丁基、羟戊基、或羟己基。
20℃和标准压力下,式(I)或(II)的化合物在水中的溶解度优选至少为1g/l,最优选至少10g/l。
本发明还涉及含至少一种如上所述的通式(I)或(II)的水溶性受阻胺的喷墨记录材料。
此外,本发明涉及一种喷墨***,其包括记录材料和至少一种通过喷墨喷嘴施用到该记录材料的彩色油墨,特征在于所述记录材料或至少一种彩色油墨中的至少一种含有至少一种如上所述的通式(I)或(II)的水溶性受阻胺。
此外,本发明涉及对喷墨印品进行稳定的方法,包括向喷墨打印用记录材料施用一种油墨组合物,该组合物含有水溶性染料或染料在有机溶剂中的溶液以及至少一种上述通式(I)或(II)的化合物,并对所述记录材料进行干燥。
在另一实施方案中,对喷墨印品进行稳定的方法包括向喷墨打印用记录材料施用铸型或涂料分散体(casting or coating dispersion)或水溶液或有机溶液,其中含有至少一种上述通式(I)或(II)的化合物,再进一步施用含有水溶性染料或染料在有机溶剂中的溶液的油墨组合物,或者是施用含水溶性染料或染料在有机溶剂中的溶液以及至少一种上述通式(I)或(II)的化合物的油墨组合物,并对所述记录材料进行干燥。
特别适用的式(I)或(II)化合物的实例是以下式A-EE和A*-EE*以及(III)-(IIIc)的那些:
其中
E是氧基;
R是氢或甲基;
和
在式A和A*中,n是1或2,和
当n为1时,
R1是氢、1-18个碳原子的烷基、2-18个碳原子的链烯基、炔丙基、缩水甘油基、被1-20个氧原子间断的2-50个碳原子的烷基、被1-10个羟基取代或同时被所述氧原子间断并被所述羟基取代的该烷基,或
R1是被羧基或被-COOZ取代的1-4个碳原子的烷基,其中Z是氢、1-4个碳原子的烷基或苯基,或者其中Z是被-(COO-)nMn+取代的所述烷基,其中n为1-3,M是周期表第1、2或3族金属的离子,或者是Zn、Cu、Ni或Co,或M是基团Nn+(R2)4,其中R2是1-8个碳原子的烷基或苄基,
当n为2时,
R1是1-12个碳原子的亚烷基、4-12个碳原子的亚链烯基、亚二甲苯基、或1-50个碳原子的亚烷基,其被1-20个氧原子间断、被1-10个羟基取代、或同时被所述氧原子间断并被所述羟基取代;
在式B和B*中,m是1-4,和
当m为1时,
R2是1-18个碳原子的烷基、被-COO-间断的3-18个碳原子的烷基、被COOH或COO-取代的3-18个碳原子的烷基,或者R2是-CH2(OCH2CH2)nOCH3,其中n为1-12,或
R2是5-12个碳原子的环烷基、6-12个碳原子的芳基、或被1-4个含1-4个碳原子的烷基所取代的所述芳基,或
R2是-NHR3,其中R3是1-18个碳原子的烷基、5-12个碳原子的环烷基、6-12个碳原子的芳基、或被1-4个含1-4个碳原子的烷基所取代的所述芳基,或
R2是-N(R3)2,其中R3定义如上,
当m为2时,
R2是1-12个碳原子的亚烷基、4-12个碳原子的亚链烯基、亚二甲苯基、被-COO-间断的2-12个碳原子的亚烷基、被COOH或COO-取代的3-18个碳原子的亚烷基,或R2是-CH2(OCH2CH2)nOCH2-,其中n为1-12,或
R2是5-12个碳原子的亚环烷基、7-15个碳原子的亚芳烷基或6-12个碳原子的亚芳基,或
R2是-NHR4NH-,其中R4是2-18个碳原子的亚烷基、5-12个碳原子的亚环烷基、8-15个碳原子的亚芳烷基或6-12个碳原子的亚芳基,或
R2是-N(R3)R4N(R3)-,其中R3和R4定义如上,或
R2是-CO-或-NH-CO-NH-,
当m为3时,
R2是3-8个碳原子的链烷三基或苯三基,或
当m为4时,
R2是5-8个碳原子的链烷四基或苯四基,
在式C和C*中,
R10是氢、1-18个碳原子的烷基、5-12个碳原子的环烷基、7-15个碳原子的芳烷基、2-18个碳原子的烷酰基、3-5个碳原子的链烯酰基或苯甲酰基,
x是1或2,和
当x是1时,
R11是氢、1-18个碳原子的烷基、2-18个碳原子的链烯基、炔丙基、缩水甘油基、被1-20个氧原子间断的2-50个碳原子的烷基,被1-10个羟基取代或同时被所述氧原子间断并被所述羟基取代的所述烷基,或
R11是被羧基或被-COOZ取代的1-4个碳原子的烷基,其中Z是氢、1-4个碳原子的烷基或苯基,或者其中Z是被-(COO-)nMn+取代的所述烷基,其中n为1-3,M是周期表第1、2或3族金属的离子,或者是Zn、Cu、Ni或Co,或M是基团Nn+(R2)4,其中R2是氢、1-8个碳原子的烷基或苄基,或
当x为2时,
R11是1-12个碳原子的亚烷基、4-12个碳原子的亚链烯基、亚二甲苯基、或1-50个碳原子的亚烷基,其被1-20个氧原子间断、被1-10个羟基取代、或同时被所述氧原子间断并被所述羟基取代,在式D和D*中,y为1-4,
R10定义如上,
且R12定义如上述R2,
在式E和E*中,k为1或2,
当k为1时,
R20和R21独立地是1-12个碳原子的烷基、2-12个碳原子的链烯基、或7-15个碳原子的芳烷基,或R20也是氢,或
R20和R21一起是2-8个碳原子的亚烷基或被羟基取代的所述亚烷基,或是4-22个碳原子的酰氧基-亚烷基,或
当k是2时,
R20和R21一起是(-CH2)2C(CH2-)2,
在式F和F*中,
R30是氢、1-18个碳原子的烷基、苄基、缩水甘油基、或2-6个碳原子的烷氧基烷基,
g是1或2,
当g是1时,R31定义如上述n为1时的R1,
当g是2时,R31定义如上述n为2时的R1,
在式G和G*中,
Q1是-NR41-或-O-,
E1是1-3个碳原子的亚烷基,或E1是-CH2-CH(R42)-O-,其中R42是氢、甲基或苯基,或E1是-(CH2)3-NH-,或E1是一个直联键,
R40是氢或1-18个碳原子的烷基,
R41是氢、1-18个碳原子的烷基、5-12个碳原子的环烷基、7-15个碳原子的芳烷基、6-10个碳原子的芳基,或R41是-CH2-CH(R42)-OH,
其中R42定义如上,
在式H和H*中,p是1或2,
T4定义如上述x为1或2时的R11,
M和Y独立地是亚甲基或羰基,优选M是亚甲基,Y是羰基,
在式(I)和I*中,
此式表示聚合物的重复结构单元,其中T1是亚乙基或1,2-亚丙基,或是衍生自α-烯烃与丙烯酸烷基酯或甲基丙烯酸烷基酯的共聚物的重复结构单元,并且其中
q是2-100,
Q1是-N(R41)-或-O-,其中R41定义如上,
在式J和J*中,
r是1或2,
T7定义如上述n为1或2时的式A中的R1,
优选当r为2时T7是1,8-亚辛基,
在式L和L*中,u为1或2,
T13定义如上述n为1或2时的式A中的R1,条件是当u为1时T13不是氢,
在式M和M*中,
E1和E2不同,各自是-CO-或-N(E5)-,其中E5是氢、1-12个碳原子的烷基或4-22个碳原子的烷氧基羰基烷基,优选E1是-CO-,且E2是-N(E5)-,
E3是氢、1-30个碳原子的烷基、苯基、萘基、被氯或被1-4个碳原子的烷基取代的所述苯基或所述萘基、或7-12个碳原子的苯基烷基、或被1-4个碳原子的烷基取代的所述苯基烷基,
E4是氢、1-30个碳原子的烷基、苯基、萘基、或7-12个碳原子的苯基烷基,或
E3和E4一起是4-17个碳原子的多亚甲基、或被1-4个含1-4个碳原子的烷基(优选甲基)取代的所述多亚甲基,
在式O和O*中,
R10定义如式C中的R10,
在式P和P*中,
E6是脂族或芳族四价基团,优选辛戊烷四基或苯四基,
在式T和T*中,
R51是氢、1-18个碳原子的烷基、5-12个碳原子的环烷基、或6-10个碳原子的芳基,
R52是氢或1-18个碳原子的烷基,或
R51和R52一起是4-8个碳原子的亚烷基,
f是1或2,
当f是1时,
R50定义如上述x为1时式C中的R11,或R50是-(CH2)zCOOR54,其中z是1-4,R54是氢或1-18个碳原子的烷基,或R54是周期表第1、2或3族金属的离子,或是基团-N(R55)4,其中R55是氢、1-12个碳原于的烷基、或苄基,
当f是2时,
R50定义如上述x为2时式C中的R11,
在式U和U*中,
R53、R54、R55和R56独立地是1-4个碳原子的烷基或者一起是1,5-亚戊基,
在式V和V*中,
R57、R58、R59和R60独立地是1-4个碳原子的烷基或者一起是1,5-亚戊基,
在式W和W*中,
R61、R62、R63和R64独立地是1-4个碳原子的烷基或者一起是1,5-亚戊基,
R65是1-5个碳原子的烷基,
M是氢或氧,
其中在式X-CC和X*-CC*中,
n为2-3,
G1是氢、甲基、乙基、丁基或苄基,
m是1-4,
x是1-4,
当x是1时,R1和R2独立地是1-18个碳原子的烷基、被1-5个氧原子间断的所述烷基、被1-5个羟基取代的所述烷基、或被所述氧原子间断并同时被所述羟基取代的所述烷基;5-12个碳原子的环烷基,7-15个碳原子的芳烷基,6-10个碳原子的芳基,或被1-3个含1-8个碳原子的烷基取代的所述芳基,或R1也是氢,或R1和R2一起是1,4-亚丁基,1,5-亚戊基,1,6-亚己基,或3-氧杂-1,5-亚戊基,当x是2时,R1是氢、1-8个碳原子的烷基、被1或2个氧原子间断的所述烷基、被羟基取代的所述烷基、或被1或2个氧原子间断并同时被羟基取代的所述烷基,
R2是2-18个碳原子的亚烷基、被1-5个氧原子间断的所述亚烷基、被1-5个羟基取代的所述亚烷基、或被所述氧原子间断并同时被所述羟基取代的所述亚烷基;邻、间或对亚苯基或被1或2个含1-4个碳原子的烷基取代的所述亚苯基,或
R2是-(CH2)kO[(CH2)kO]h(CH2)k-,其中k为2-4,h为1-40,或R1和R2与它们所连接的2个N原子一起是哌嗪-1,4-二基,
当x是3时,
R1是氢,
R2是被一个氮原子间断的4-8个碳原子的亚烷基,
当x是4时,
R1是氢,
R2是被2个氮原子间断的6-12个碳原子的亚烷基,
R3是氢、1-8个碳原子的烷基、被1或2个氧原子间断的所述烷基、被羟基取代、或被1或2个氧原子间断并同时被羟基取代的所述烷基,
p是2或3,和
Q是碱金属盐、铵或N+(G1)4,
且在式DD和DD*中,
m是2或3,
当m是2时,
G是-(CH2CHR-O)rCH2CHR-,其中r是0-3,且R是氢或甲基,且当m是3时,G是甘油基,
在式EE和EE*中,
G2是-CN,-CONH2或-COOG3,其中G3是氢、1-18个碳原子的烷基或苯基,
X是无机或有机阴离子,如磷酸根、膦酸根、碳酸根、碳酸氢根、硝酸根、氯阴离子、溴阴离子、亚硫酸氢根、亚硫酸根、硫酸氢根、硫酸根、硼酸根、甲酸根、乙酸根、苯甲酸根、柠檬酸根、草酸根、酒石酸根、丙烯酸根、聚丙烯酸根、富马酸根、马来酸根、衣康酸根、甘醇酸根、葡糖酸根、苹果酸根、扁桃酸根、剔各酸根、抗坏血酸根、聚甲基丙烯酸根,次氮基三乙酸、羟乙基乙二胺三乙酸、乙二胺四乙酸或二亚乙基三胺五乙酸的羧酸根,二亚乙基三胺五亚甲基膦酸根、烷基磺酸根或芳基磺酸根,并且其中阳离子h的总电荷数等于阴离子j的总电荷数;
在式(III)-(IIIc)中,
A11是OR101或NR111R112,
R101是2-4个碳原子的链烯基,炔丙基,缩水甘油基,被1或2个氧原子间断、被1-3个羟基取代或同时被所述氧原子间断并被所述羟基取代的2-6个碳原子的烷基,或R101是被羧基或被其碱金属盐、铵盐或C1-C4烷基铵盐取代的1-4个碳原子的烷基;或R101是被COOE10取代的烷基,其中E10是甲基或乙基,
R102是被-COO-或被-CO-取代的3-5个碳原子的烷基,或R102是-CH2(OCH2CH2)cCOCH3,其中c是1-4;或
R102是-NHR103,其中R103是1-4个碳原子的烷基,
a是2-4,
当a是2时,
T11是-(CH2CHR100-O)dCH2CHR100-,其中d是0或1,且R100是氢或甲基,
当a为3时,T11是甘油基,
当a为4时,T11是新戊烷四基,
b是2或3,
当b是2时,
G11是-(CH2CHR100-O)dCH2CHR100-,其中d是0或1,且R100是氢或甲基,
和
当b是3时,G11是甘油基;
R111是氢,未取代的1-4个碳原子的烷基,被1或2个羟基取代的1-4个碳原子的烷基,被1或2个氧原子间断、或同时被一个羟基取代并被1或2个氧原子间断的1-4个碳原子的烷基,
R112是-CO-R113,其中R113与R111含意相同,或R113是NHR114,其中R114是未取代的1-4个碳原子的烷基,被1或2个羟基取代的1-4个碳原子的烷基,被1-2个碳原子的烷氧基取代、或同时被一个羟基和被1-2个碳原子的烷氧基取代的1-4个碳原子的烷基,或
R111和R112一起是-CO-CH2CH2-CO-或(CH2)6CO-;并且条件是当R113是1-4个碳原子的烷基时,R111不是氢。
优选的通式(I)或(II)的化合物是以式A,A*,B,B*,C,C*,D,D*,Q,Q*,R,R*,S,S*,X,X*,Y,Y*,Z和Z*表示的那些,
其中
E是氧基;
R是氢;
在式A和A*中,n是1或2,
当n为1时,
R1是氢、1-6个碳原子的烷基、2-6个碳原子的链烯基、炔丙基、缩水甘油基、被1-10个氧原子间断的2-20个碳原子的烷基,被1-5个羟基取代或同时被所述氧原子间断并被所述羟基取代的所述烷基,
或
R1是被羧基或被-COOZ取代的1-4个碳原子的烷基,其中Z是氢或1-4个碳原子的烷基,
当n为2时,
R1是1-8个碳原子的亚烷基、4-8个碳原子的亚链烯基、1-20个碳原子的亚烷基,被1-10个氧原子间断、被1-5个羟基取代、或同时被所述氧原子间断并被所述羟基取代的亚烷基,
在式B和B*中,m是1或2,
当m为1时,
R2是1-4个碳原子的烷基、或者R2是CH2(OCH2CH2)nOCH3,其中n为1-12,或
R2是苯基、或被1-3个甲基取代的所述苯基,或
R2是-NHR3,其中R3是1-4个碳原子的烷基或苯基、或被1或2个甲基取代的所述苯基,
当m为2时,
R2是1-8个碳原子的亚烷基、4-8个碳原子的亚链烯基,或R2是-CH2(OCH2CH2)nOCH2-,其中n为1-12,或
R2是NHR4NH,其中R4是2-6个碳原子的亚烷基、8-15个碳原子的亚芳烷基或6-12个碳原子的亚芳基,或
R2是-CO-或-NHCONH,
在式C和C*中,
R10是氢或1-3个碳原子的烷酰基,
x是1或2,
当x是1时,
R11是氢、1-6个碳原子的烷基或缩水甘油基,或
R11是被羧基或被COOZ取代的1-4个碳原子的烷基,其中Z是氢或1-4个碳原子的烷基,
当x为2时,
R11是1-6个碳原子的亚烷基,
在式D和D*中,
R10是氢,
y是1或2,
且R12定义如上述R2,
在式Y、Y*、Z和Z*中,
x是1或2,
当x是1时,
R1和R2独立地是1-4个碳原子的烷基,或R1和R2一起是1,4-亚丁基或1,5-亚戊基,
R2是氢或1-4个碳原子的烷基、被羟基取代的所述烷基,
当x是2时,
R1是氢、1-4个碳原子的烷基、被羟基取代的所述烷基,
R2是2-6个碳原子的亚烷基
R2定义如上。
特别优选的式(I)或(II)的化合物是以式A,A*,B,B*,C,C*,D,D*,Q,Q*,R和R*表示的那些,
其中
E是氧基且R是氢,
在式A和A*中,
h是1,
R1是氢、1-4个碳原子的烷基、缩水甘油基、被1或2个氧原子间断的2-4个碳原子的烷基,被1或2个羟基取代、或同时被所述氧原子间断并被所述羟基取代的所述烷基,或
R1是被-COOZ取代的1-4个碳原子的烷基,其中Z是氢或1-4个碳原子的烷基,
在式B和B*中,
m是1或2,
R2是1-4个碳原子的烷基,或者R2是CH2(OCH2CH2)nOCH3,其中n为1-4,
当m为2时,
R2是1-8个碳原子的亚烷基,
在式C和C*中,
R10是氢或1或2个碳原子的烷酰基,
x是1或2,
当x是1时,
R11是氢、1-4个碳原子的烷基或缩水甘油基,
R11是被COOZ取代的1-4个碳原子的烷基,其中Z是氢或1-4个碳原子的烷基,
当x为2时,
R11是1-6个碳原子的亚烷基,
在式D和D*中,
R10是氢,
y是1或2,
且R12定义如上述R2。
更具体地,所述受阻胺化合物是:
(a)双(1-氧基-2,2,6,6-四甲基哌啶-4-基)癸二酸酯;
(b)1-羟基-2,2,6,6-四甲基-4-乙酰氧基哌啶鎓柠檬酸盐;
(c)1-氧基-2,2,6,6-四甲基-4-乙酰氨基哌啶;
(d)1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓硫酸氢盐;
(e)1-氧基-2,2,6,6-四甲基-4-氧代-哌啶;
(f)1-羟基-2,2,6,6-四甲基-4-氧代-哌啶鎓乙酸盐;
(g)1-氧基-2,2,6,6-四甲基-4-甲氧基-哌啶;
(h)1-羟基-2,2,6,6-四甲基-4-甲氧基-哌啶鎓乙酸盐;
(i)1-氧基-2,2,6,6-四甲基-4-乙酰氧基哌啶;
(j)1-氧基-2,2,6,6-四甲基-4-丙氧基-哌啶;
(k)1-羟基-2,2,6,6-四甲基-4-丙氧基-哌啶鎓乙酸盐;
(l)1-氧基-2,2,6,6-四甲基-4-(2-羟基-4-氧杂戊氧基)哌啶;
(m)1-羟基-2,2,6,6-四甲基-4-(2-羟基-4-氧杂戊氧基)哌啶鎓乙酸盐;
(n)1-氧基-2,2,6,6-四甲基-4-羟基哌啶;
(o)1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓氯化物;
(p)1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓乙酸盐;
(q)1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓硫酸氢盐;
(r)1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓柠檬酸盐;
(s)双(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)柠檬酸盐;
(t)三(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)柠檬酸盐;
(u)四(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)乙二胺四乙酸盐;
(v)四(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶包鎓)乙二胺四乙酸盐;
(w)四(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)乙二胺四乙酸盐;
(x)五(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)二亚乙基三胺五乙酸盐;
(y)五(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)二亚乙基三胺五乙酸盐;
(z)五(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)二亚乙基三胺五乙酸盐;
(aa)三(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)次氮基三乙酸盐;
(bb)三(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)次氮基三乙酸盐;
(cc)三(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)次氮基三乙酸盐;
(dd)五(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)二亚乙基三胺-五亚甲基膦酸盐;
(ee)五(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)二亚乙基三胺-五亚甲基膦酸盐;
(ff)五(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)二亚乙基三胺-五亚甲基膦酸盐。
最优选的受阻胺化合物是:
(a)1-氧基-2,2,6,6-四甲基-4-羟基哌啶;
(b)1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓氯化物;
(c)1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓乙酸盐;
(d)1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓硫酸氢盐;
(e)1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓柠檬酸盐;
(f)双(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)柠檬酸盐;
(g)三(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)柠檬酸盐;
(h)四(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)乙二胺四乙酸盐;
(i)四(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)乙二胺四乙酸盐;
(j)四(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)乙二胺四乙酸盐;
(k)五(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)二亚乙基三胺五乙酸盐;
(l)五(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)二亚乙基三胺五乙酸盐;
(m)五(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)二亚乙基三胺五乙酸盐。
如上所述,式(II)的化合物是优选的。因此,本发明的优选实施方案涉及喷墨油墨、喷墨记录材料或喷墨***,其中式(II)的化合物的式为A*、B*、C*、D*、Q*或R*,
其中R是氢,
在式A*中,
h是1,
R1是氢、1-4个碳原子的烷基、缩水甘油基、被1或2个氧原子间断的2-4个碳原子的烷基、被1或2个羟基取代或者同时被所述氧原子间断并被所述羟基取代的该烷基,
或
R1是被-COOZ取代的1-4个碳原子的烷基,其中Z是氢或1-4个碳原子的烷基,
在式B*中,
m是1或2,
R2是1-4个碳原子的烷基或R2是CH2(OCH2CH2)nOCH3,其中n是1-4,
当m是2时,
R2是1-8个碳原子的亚烷基,
在式C*中,
R10是氢或1或2个碳原子的烷酰基,
x是1或2,
当x是1时,
R11是氢、1-4个碳原子的烷基或缩水甘油基,
R11是被COOZ取代的1-4个碳原子的烷基,其中Z是氢或1-4个碳原子的烷基,
当x是2时,
R11是1-6个碳原子的亚烷基,
在式D*中,
R10是氢,
y是1或2,
R10如上面的R2所定义。
式(II)化合物的合适实例选自:
(a)1-羟基-2,2,6,6-四甲基-4-乙酰氧基哌啶鎓柠檬酸盐;
(b)1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓硫酸氢盐;
(c)1-羟基-2,2,6,6-四甲基-4-氧代-哌啶鎓乙酸盐;
(d)1-羟基-2,2,6,6-四甲基-4-甲氧基-哌啶鎓乙酸盐;
(e)1-羟基-2,2,6,6-四甲基-4-丙氧基-哌啶鎓乙酸盐;
(f)1-羟基-2,2,6,6-四甲基-4-(2-羟基-4-氧杂戊氧基)哌啶鎓乙酸盐;
(g)1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓氯化物;
(h)1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓乙酸盐;
(i)1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓硫酸氢盐;
(j)1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓柠檬酸盐;
(k)双(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)柠檬酸盐;
(l)三(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)柠檬酸盐;
(m)四(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)乙二胺四乙酸盐;
(n)四(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)乙二胺四乙酸盐;
(o)四(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)乙二胺四乙酸盐;
(p)五(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)二亚乙基三胺五乙酸盐;
(q)五(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)二亚乙基三胺五乙酸盐;
(r)五(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)二亚乙基三胺五乙酸盐;
(s)三(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)次氮基三乙酸盐;
(t)三(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)次氮基三乙酸盐;
(u)三(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)次氮基三乙酸盐;
(v)五(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)二亚乙基三胺五亚甲基膦酸盐;
(w)五(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)二亚乙基三胺五亚甲基膦酸盐;
(x)五(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)二亚乙基三胺五亚甲基膦酸盐。
一些式(I)或(II)的化合物是市售的,其它的则可按本领域已知的方法或与其类似的方法制备。例如,式(II)的羟胺化合物可通过还原相应的式(I)硝酰化合物而制备。所述硝酰化合物可通过在催化剂的存在下用氢过氧化物氧化相应的胺而制备,如US 4,665,185所述,其中催化剂选自羰基金属、金属氧化物、金属乙酰丙酮化物、和金属醇盐,其中金属选自周期表第IVb、Vb、VIb、VIIb和VIII族,反应温度为0℃-200℃,氢过氧化物和胺的摩尔比为50∶1-1∶10。
式(I)或(II)的化合物用于喷墨记录材料或用于至少一种喷墨油墨,或用于二者。
按照本发明的喷墨油墨优选含有0.01-30重量%、尤其是0.1-20重量%的至少一种式(I)或(II)的化合物。
按照本发明的喷墨记录材料优选含有1-10000mg/m2、最优选50-2000mg/m2的至少一种式(I)或(II)的化合物。
优选将式(I)或(II)的化合物加入铸型分散体或涂料分散体,所述分散体通过常用工艺施用到喷墨记录材料的载体上,或者将所述化合物由水溶液或有机溶液吸收到该材料上。如果记录材料含有多层,则可将本发明的化合物加在一层上或使其分布在多层上,其中它们可以相同或不同的浓度施用在多层上。
式(I)或(II)的化合物优选用于喷墨油墨或记录材料中,但也可掺入用于毡尖笔、印泥、自来水笔、和笔式绘图仪、以及用于胶印、图书、柔版和凹版印刷、以及点阵和书描印刷(calligraphic printing)用打字机墨带的油墨组合物中。式(I)或(II)的化合物可进一步用于卤化银照像材料中以及用于压敏复印机***、微胶粒照相复印机***、热敏复印机***、染料分散转移印刷、热蜡转移印刷和点阵印刷用记录材料中,或用于静电、电记录、电泳、磁记录和激光-电子照相印刷机、记录机或绘图机。
在喷墨打印用打印机中,通常区分为连续式打印机和依令下滴(drop-on-demand)式打印机。本发明的喷墨***适用于这两型打印机。
按照所述新型喷墨***的油墨组合物优选是水性油墨并可含有水溶性溶剂如乙二醇、二甘醇、三甘醇或高级乙二醇、丙二醇、1,4-丁二醇、或此类二醇的醚、硫二甘醇、丙三醇、及其醚和酯、聚甘油、单-、二-和三乙醇胺、丙醇胺、二甲基甲酰胺、二甲基亚砜、二甲基乙酰胺、N-甲基吡咯烷酮、1,3-二甲基咪唑烷酮、甲醇、乙醇、异丙醇、正丙醇、二丙酮醇、丙酮、甲基乙基酮或碳酸异丙烯酯。
按照所述新型喷墨***的油墨组合物优选含有水溶性染料,如用于为天然纤维染色的那些。这些例如可以是酸性染料、直接染料、活性染料、单-、二-或多偶氮染料、三苯基甲烷染料、占吨染料、或酞花青染料。这些染料的具体实例是:Food Black 2,Direct Black 19,Direct Black 38,Direct Black 168,Sulphur Black1,Acid Red14,Acid Red 35,Acid Red 52,Acid Red 249,Direct Red 227,Reactive Red 24,Reactive Red 40,Reactive Red 120,ReactiveRed 159,Reactive Red 180,Acid Yellow 17,Acid Yellow 23,Direct Yellow 86,Direct Yellow 132,Acid blue 9,Acid Blue185,Direct Blue 86,Direct Blue 199,EP-A-366 221中列举的铜酞菁和偶氮染料。
本发明的油墨组合物可以是非水性的并由在有机溶剂或有机溶剂混合物中的染料溶液组成。用于此目的的溶剂的实例是:烷基卡必醇,烷基溶纤剂,二烷基甲酰胺,二烷基乙酰胺,醇,丙酮,甲基乙基酮,二乙基甲酮,甲基异丁基酮,二异丙基酮,二丁基酮,二噁烷,丁酸乙酯,异戊酸乙酯,丙二酸二乙酯,琥珀酸二乙酯,乙酸丁酯,磷酸三乙酯,乙基乙二醇乙酸酯,甲苯,二甲苯,四氢化萘或石油馏分。作为溶剂(作为油墨载体首先必须被加热)的固体蜡的实例是硬脂酸或棕榈酸。溶剂基油墨含有可溶于其中的染料,例如Solvent Red,Solvent Yellow,Solvent Orange,Solvent Blue,Solvent Green,Solvent Violet,Solvent Brown或Solvent Black。
按照所述新型喷墨***的油墨组合物还可含有少量的常规改性剂,如粘合剂、表面活性剂、杀生物剂、防腐剂、鳌合剂、pH缓冲剂或电导添加剂。它们还可含有其它的光稳定剂或紫外吸收剂,包括描述于US 5,073,448,US 5,089,050,US 5,096,489,US 5,124,723,US 5,098,477和US 5,509,957的那些化合物。
本发明的油墨组合物也可由多于一相组成。在例如JP-A-0 1170675,JP-A-0 1182 379,JP-A-0 1182 380,JP-A-0 1182 381,JP-A-01193 376中公开了由染料溶于其中的水相和含有紫外吸收剂和/或抗氧化剂的油相构成的油墨组合物。油溶性染料可与紫外吸收剂和/或抗氧化剂一起溶解于油中。所述的油在水相中乳化或分散,如尤其是在JP-A-0 1170 674和JP-A-0 1170 672中所述。
另外的合适喷墨油墨组合物描述于EP-A-672 538第3-6页中。
按照所述新型喷墨***的记录材料由基材构成,该基材具有可通过喷墨方式打印的表面。该基材通常是普通纸或聚烯烃层压纸或塑料片材,并且通常涂布有至少一层能吸收油墨的层。基材优选厚度为80-250微米。
未涂布的纸也可以使用。在此情况下,该纸同时作为基材和油墨吸收层。由纤维素纤维和织物纤维材料如棉纤维或棉与聚丙烯酰胺或聚酯的混合物制成的材料可能含有式(I)或(II)的化合物,也可用于印刷材料。
记录材料也可以是透明的,如在投影仪透明胶片的情况下。
式(I)或(II)的化合物可在基材制造时掺入其中,方便地是通过在制纸期间加入纸浆中。另一应用方法是用式(I)或(II)的化合物的水溶液或在易挥发的有机溶剂中的溶液对基材进行喷涂。也可以使用乳化液或分散体。
然而,通常是将至少一种具有高染料亲和性的涂料组合物涂布在基材上,此时,式(I)或(II)的化合物被加入至少一种所述的涂料组合物中。通常的涂料组合物含有例如固体填料、粘合剂和常规添加剂。
合适填料的实例是SiO2、高岭土、滑石、粘土、硅酸钙、硅酸镁、硅酸铝、石膏、沸石、膨润土、硅藻土、蛭石、淀粉或表面改性的SiO2,如JP-A-60 260 377所述。少量的白色颜料,如二氧化钛、重晶石、氧化镁、石灰、白垩、或碳酸镁可在涂料组合物中与填料一起使用,条件是它们不显著降低喷墨打印品的打印密度。
计划用于透明可投影记录材料的涂料组合物一定不能含有任何光散射微粒,如颜料和填料。
粘合剂将填料彼此间粘合和与基材粘合。典型的常规粘合剂是水溶性聚合物如聚乙烯醇,部分水解的聚乙酸乙烯酯,纤维素和纤维素衍生物如羟乙基纤维素,聚乙烯吡咯烷酮及其共聚物,聚环氧乙烷,聚丙烯酸的盐,褐藻酸钠,淀粉和淀粉衍生物,褐藻酸钠,聚乙烯亚胺,聚乙烯吡啶鎓卤化物,明胶和明胶衍生物如邻苯二甲酰明胶,酪蛋白,植物胶,糊精,白蛋白,分散体和聚丙烯酸酯或丙烯酸酯/甲基丙烯酸酯共聚物,天然或合成橡胶网络(lattice),聚(甲基)丙烯酰胺,聚乙烯基醚,聚乙烯基酯,马来酸共聚物,蜜胺树脂,水溶性聚氨酯和聚酯,或JP-A-61 134 290或JP-A-61 134 291中公开的其它化学改性的聚乙烯醇。
可向粘合剂中加入使染料与涂层间的固着增强的附加的染料吸取体或媒染剂。酸性染料的染料吸取体是阳离子型或两性的。阳离子媒染剂可溶于或分散于水。示例性的阳离子媒染剂是聚合铵化合物,如聚乙烯基苄基二或三烷基铵化合物,任选被季铵化的聚(二)烯丙基铵化合物,聚甲基丙烯酰氧基乙基二甲基羟乙基氯化铵,聚乙烯基苄基甲基氯化咪唑鎓,聚乙烯基苄基氯化甲基吡啶鎓,或聚乙烯基苄基三丁基氯化铵。其它实例是基础聚合物,如聚(二甲基氨基乙基)甲基丙烯酸酯,聚亚烷基聚胺及其与二氰基二酰胺的缩合产物,胺/表氯醇的缩聚物或在JP-A-57-36692,57-64591,57-187289,57-191084,58-177390,58-208357,59-20696,59-33176,59-96987,59-198188,60-49990,60-71796,60-72785,60-161188,60-187582,60-189481,60-189482,61-14979,61-43593,61-57379,61-57380,61-58788,61-61887,61-63477,61-72581,61-95977,61-134291或在US-4,547,405和4,554,181以及在DE-A-3417582和EP-B-609930中公开的化合物。所用的媒染剂也可以是含有鏻基团的化合物(EP-B-609930)以及以细碎形式加入媒染剂层的研碎的阳离子交换树脂。其它合适的阳离子媒染剂描述于US-6,102,997的第12-17页。阳离子媒染剂可溶于或分散于水,并且平均分子量(重均)优选为至少2000,且尤其是至少20000。
本发明的喷墨记录介质可例如包括接受层,如U.S.5,102,717;5,523,149;5,605,750;5,624,482;5,691,046;5,683,784;5,928,127;5,912,071;6,025,068和6,114,022所述,这些专利的相关公开内容在此引入作为参考。
除所述的染料吸取体层外,喷墨记录材料可以在受墨侧上包含其它层,意在例如提供抗划性、吸水或控制白度和/或光泽度。基材的背面也可用至少一个粘合剂层涂布,以便防止记录材料皱折。
喷墨记录材料还可能含有若干的其它添加剂如抗氧化剂、其它的光稳定剂(也包括紫外吸收剂)、粘度改进剂、荧光增白剂、抗生物剂、润湿剂、乳化剂、和隔离体(spacer)。
合适的隔离体尤其是球形的,平均直径为1-50微米,尤其是5-20微米,且粒度分布窄。合适的隔离体例如由聚甲基丙烯酸甲酯、聚苯乙烯、聚乙烯基甲苯、二氧化硅和不溶性淀粉组成。
特别合适的抗氧化剂的示例是位阻酚、氢醌和氢醌醚,例如在GB-A-2 088 777或JP-A-60-72785,JP-A-0-72786和JP-A-60-71796中公开的那些抗氧化剂。
特别合适的光稳定剂的示例是有机镍化合物和位阻胺,例如在JP-A-58-152072,61-146591,61-163886,60-72785和61-146591或在EP 373 573,685 345和704 316,GB-A-2 088 777,JP-A-59-169883和61-177279中公开的光稳定剂。
合适的紫外吸收剂尤其公开于Research Disclosure No.24239(1984)第284页,37254part VIII(1995)第292页,37038partX(1995)第85页,和38957 part VI(1996),GB-A-2 088 777,EP280 650,EP 306 083和EP 711 804中。优选将这些化合物加入最远离载体的层中。在一个特别的实施方案里,在含有式(I)或(II)化合物的层的上层中含有紫外吸收剂。在喷墨打印用记录材料中与式(I)或(II)化合物共同使用的合适的紫外吸收剂尤其是那些2′-羟基苯基苯并***类和2′-羟基苯基三嗪类,且最尤其是2-(2′-羟基-3′,5′-二-叔戊基苯基)苯并***和2-(2′-羟基-3′-叔丁基-5′-聚乙二醇丙酸酯-苯基)苯并***。特别合适的紫外吸收剂的其它实例列举在US-6,102,997第18-19页。紫外吸收剂可溶于或不溶于水,并以分散体或乳化液(任选地与高沸点溶剂一起,利用合适的发色剂或乳化剂)的形式加入涂料组合物中。合适的高沸点溶剂描述于ResearchDisclosure No.37254part VIII(1995)第292页。
各层中的粘合剂,尤其是明胶,也可被合适的化合物即所谓的硬化剂交联,以提高所述层的耐水性和耐划性。合适的硬化剂描述于Research Disclosure No.37254part IX(1995)第294页,37038part XII(1995)第86页,和38957 part IIB(1996)第599页及以下。硬化剂的用量一般为0.005至10重量%,优选0.01至1重量%,以待硬化的粘合剂重量计。
喷墨记录材料可由载体材料和待施用的各层的铸模溶液(castingsolution)一次制备完成,其方式是借助于在照像卤化银材料生产中已知种类的级联或幕帘式铸模装置(cascade or curtain castingdevice)。在铸模溶液已被浇铸在载体上以后,使材料干燥,然后即可以使用。各层的干层厚度为0.1-20微米,优选为0.5-5微米。
式(I)或(II)的化合物可被直接溶解在油墨或涂料组合物中或以乳化液或悬浮液的形式加入到其中。如已经提及的,式(I)或(II)的化合物也可在单独的操作中单独或与其它所述的组分一起、以水溶液或在合适的有机溶剂中的溶液的形式施用于记录材料。施用可以通过喷涂、在涂料压机中涂布、单独的涂布操作、或在槽中浸渍而进行。在使记录材料经过这样的后处理后,附加的干燥步骤是必须的。
下面的非限制性实施例对本发明进行说明。
实施例1
通过将2g染料溶解于20g二甘醇和78g去离子水中而制备喷墨油墨。所用的染料是Acid Red 52。将0.15g量的稳定剂称入试管并将其溶解在2.85g油墨中。通过孔径为0.45微米的滤器过滤得到的油墨并将其转入空的并经仔细清洁的Deskjet 510打印机(Hewlett-Packard)的墨盒中。然后在普通纸(sihl+eika)上打印阶梯形图像。在50℃的真空下将产生的打印品干燥2小时,随后在装有氙灯的AtlasCi-35的光照退色装置中的5毫米厚窗玻璃后进行照射。在43℃、50%相对湿度、无暗周期的条件下操作该Atlas装置,光强度是461W/m2(300-800nm)。在曝光前和曝光后用MacBeth TR 924光密度计测量每一阶的色密度。
结果总结在下表中,初始密度为1。较低的密度损失值表示较高的耐光性。
试样 | 稳定剂 | 7.5kJ.cm<sup>-2</sup>后的密度损失(%) |
1-1 | 无 | 42 |
1-2 | Cpd 1 | 23 |
1-3 | Cpd 2 | 16 |
1-4 | Cpd 3 | 22 |
如上表所示,本发明的化合物能显著提高喷墨打印品的耐光性。
实施例2
从Hewlett-Packard三色墨盒(HP C1823D)中提取品红和黄色油墨。将0.15g量的稳定剂称入试管并将其溶解在2.85g的品红或黄色油墨中。通过孔径为0.45微米的滤器过滤得到的油墨并将其转入空的并经仔细清洁的Deskjet 510打印机(Hewlett-Packard)的墨盒中。然后在普通纸(sihl+eika)或者在Hewlett-Packard的PremiumPhoto纸(项码C6040A)上打印阶梯形图像。在50℃的真空下将产生的打印品干燥2小时,随后在装有氙灯的Atlas Ci-35的光照退色装置中的5毫米厚窗玻璃后进行照射。在43℃、50%相对湿度、无暗周期的条件下操作该Atlas装置,光强度是461W/m2(300-800nm)。在曝光前和曝光后用MacBeth TR 924光密度计测量每一阶的色密度。
结果总结在下表中,初始密度为1。较低的密度损失值表示较高的耐光性。
如上表所示,本发明的化合物能明显提高品红和黄色印品的耐光性。
实施例3
将0.15g量的稳定剂称入试管并将其溶解在2.85g的Encad GX油墨组(项码210647)的品红或黄色油墨中。通过孔径为0.45微米的滤器过滤得到的油墨并将其转入空的并经仔细清洁的Deskjet 510打印机(Hewlett-Packard)的墨盒中。然后在普通纸(sihl+eika)或者在Hewlett-Packard的Premium Photo纸(项码C6040A)上打印阶梯形图像。在50℃的真空下将产生的打印品干燥2小时,随后在装有氙灯的Atlas Ci-35的光照退色装置中的5毫米厚窗玻璃后进行照射。在43℃、50%相对湿度、无暗周期的条件下操作该Atlas装置,光强度是461W/m2(300-800nm)。在曝光前和曝光后用MacBeth TR924和Datacolor Elrepho 2000光密度计分别测量每一阶的色密度及最高密度阶的CIEL*a*b*色度坐标。
结果总结在下表中,初始密度为1。较低的密度损失或ΔE值表示较高的耐光性。
(1)ΔE=[(ΔL*)2+(Δa*)2+(Δb*)2]1/2
如上表所示,本发明的化合物能显著提高品红和黄色印品的耐光性。
实施例4
试样4-1:通过在聚乙烯层合纸上涂覆一层下列组合物而制备喷墨打印用记录材料(所有量为g.m-2):
明胶 4.060
媒染剂(得自Ciba Specialty Chemicals的Alcostat 0.225
167)
表面活性剂(Union Carbide Chemcals的Triton X-100) 0.050
试样4-2制法同试样4-1,不同之处是在层中加入了乳化形式的1.0g.m-2的本发明化合物1(高沸点溶剂为磷酸三甲苯酯0.625g.m-2,表面活性剂为Triton X-100)。
试样4-3制法同试样4-1,不同之处是在层中加入了0.3g.m-2的本发明化合物3。
干燥后,所有试样均用Hewlett-Packard的Deskjet 970Cxi打印机打印品红色和黄色阶梯形图像。在50℃的真空下将产生的打印品干燥2小时,随后在装有氙灯的Atlas Ci-35的光照退色装置中的5毫米厚窗玻璃后进行照射。在43℃、50%相对湿度、无暗周期的条件下操作该Atlas装置,光强度是461W/m2(300-800nm)。对于每一印品,在曝光前和曝光后用MacBeth TR 924光密度计测量每一阶的色密度。
结果总结在下表中,初始密度为1。较低的密度损失值表示较高的耐光性。
如上表所示,本发明的化合物在提高Deskjet 970Cxi打印品的耐光性方面被证明是相当有效的。
Claims (5)
1.一种喷墨油墨,其含有0.01-30重量%的至少一种选自下列的化合物:
双(1-氧基-2,2,6,6-四甲基哌啶-4-基)癸二酸酯;
1-羟基-2,2,6,6-四甲基-4-乙酰氧基哌啶鎓柠檬酸盐;
1-氧基-2,2,6,6-四甲基-4-乙酰氨基哌啶;
1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓硫酸氢盐;
1-氧基-2,2,6,6-四甲基-4-氧代-哌啶;
1-羟基-2,2,6,6-四甲基-4-氧代-哌啶鎓乙酸盐;
1-氧基-2,2,6,6-四甲基-4-甲氧基-哌啶;
1-羟基-2,2,6,6-四甲基-4-甲氧基-哌啶鎓乙酸盐;
1-氧基-2,2,6,6-四甲基-4-乙酰氧基哌啶;
1-氧基-2,2,6,6-四甲基-4-丙氧基-哌啶;
1-羟基-2,2,6,6-四甲基-4-丙氧基-哌啶鎓乙酸盐;
1-氧基-2,2,6,6-四甲基-4-(2-羟基-4-氧杂戊氧基)哌啶;
1-羟基-2,2,6,6-四甲基-4-(2-羟基-4-氧杂戊氧基)哌啶鎓乙酸盐;
1-氧基-2,2,6,6-四甲基-4-羟基哌啶;
1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓氯化物;
1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓乙酸盐;
1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓硫酸氢盐;
1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓柠檬酸盐;
双(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)柠檬酸盐;
三(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)柠檬酸盐;
四(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)乙二胺四乙酸盐;
四(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)乙二胺四乙酸盐;
四(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)乙二胺四乙酸盐;
五(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)二亚乙基三胺五乙酸盐;
五(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)二亚乙基三胺五乙酸盐;
五(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)二亚乙基三胺五乙酸盐;
三(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)次氮基三乙酸盐;
三(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)次氮基三乙酸盐;
三(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)次氮基三乙酸盐;
五(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)二亚乙基三胺-五亚甲基膦酸盐;
五(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)二亚乙基三胺-五亚甲基膦酸盐;
五(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)二亚乙基三胺-五亚甲基膦酸盐。
2.一种喷墨记录材料,其含有1-10000mg/m2的至少一种选自下列的化合物:
双(1-氧基-2,2,6,6-四甲基哌啶-4-基)癸二酸酯;
1-羟基-2,2,6,6-四甲基-4-乙酰氧基哌啶鎓柠檬酸盐;
1-氧基-2,2,6,6-四甲基-4-乙酰氨基哌啶;
1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓硫酸氢盐;
1-氧基-2,2,6,6-四甲基-4-氧代-哌啶;
1-羟基-2,2,6,6-四甲基-4-氧代-哌啶鎓乙酸盐;
1-氧基-2,2,6,6-四甲基-4-甲氧基-哌啶;
1-羟基-2,2,6,6-四甲基-4-甲氧基-哌啶鎓乙酸盐;
1-氧基-2,2,6,6-四甲基-4-乙酰氧基哌啶;
1-氧基-2,2,6,6-四甲基-4-丙氧基-哌啶;
1-羟基-2,2,6,6-四甲基-4-丙氧基-哌啶鎓乙酸盐;
1-氧基-2,2,6,6-四甲基-4-(2-羟基-4-氧杂戊氧基)哌啶;
1-羟基-2,2,6,6-四甲基-4-(2-羟基-4-氧杂戊氧基)哌啶鎓乙酸盐;
1-氧基-2,2,6,6-四甲基-4-羟基哌啶;
1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓氯化物;
1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓乙酸盐;
1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓硫酸氢盐;
1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓柠檬酸盐;
双(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)柠檬酸盐;
三(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)柠檬酸盐;
四(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)乙二胺四乙酸盐;
四(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)乙二胺四乙酸盐;
四(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)乙二胺四乙酸盐;
五(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)二亚乙基三胺五乙酸盐;
五(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)二亚乙基三胺五乙酸盐;
五(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)二亚乙基三胺五乙酸盐;
三(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)次氮基三乙酸盐;
三(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)次氮基三乙酸盐;
三(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)次氨基三乙酸盐;
五(1-羟基-2,2,6,6-四甲基-4-羟基哌啶鎓)二亚乙基三胺-五亚甲基膦酸盐;
五(1-羟基-2,2,6,6-四甲基-4-乙酰氨基哌啶鎓)二亚乙基三胺-五亚甲基膦酸盐;
五(1-羟基-2,2,6,6-四甲基-4-氧代哌啶鎓)二亚乙基三胺-五亚甲基膦酸盐。
3.一种稳定喷墨印品的方法,该方法包括向喷墨打印用记录材料施用油墨组合物并干燥该记录材料,所述油墨组合物含有水溶性染料或染料在有机溶剂中的溶液和至少一种如权利要求1中限定的化合物。
4.一种稳定喷墨印品的方法,该方法包括向喷墨打印用记录材料施用含有至少一种如权利要求1中所限定的化合物的铸型或涂料分散体或水溶液或有机溶液,再进一步施用含有水溶性染料或染料在有机溶剂中的溶液的油墨组合物;或者是施用含水溶性染料或染料在有机溶剂中的溶液以及至少一种如权利要求1中所限定的化合物的油墨组合物,并对所述记录材料进行干燥。
5.权利要求1中所限定的化合物用作喷墨油墨或记录材料的光稳定剂的用途。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP01810038.8 | 2001-01-16 | ||
EP01810038 | 2001-01-16 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1486352A CN1486352A (zh) | 2004-03-31 |
CN100402612C true CN100402612C (zh) | 2008-07-16 |
Family
ID=8183675
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB028037383A Expired - Fee Related CN100402612C (zh) | 2001-01-16 | 2002-01-08 | 喷墨油墨和记录材料 |
Country Status (14)
Country | Link |
---|---|
US (1) | US7025814B2 (zh) |
EP (1) | EP1362083B1 (zh) |
JP (1) | JP4380989B2 (zh) |
KR (1) | KR100799474B1 (zh) |
CN (1) | CN100402612C (zh) |
AT (1) | ATE329973T1 (zh) |
BR (1) | BR0206471A (zh) |
CA (1) | CA2431999C (zh) |
DE (1) | DE60212337T2 (zh) |
MX (1) | MXPA03005618A (zh) |
NZ (1) | NZ527246A (zh) |
PL (1) | PL362433A1 (zh) |
RU (1) | RU2003124075A (zh) |
WO (1) | WO2002055618A1 (zh) |
Families Citing this family (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE60312732T2 (de) | 2002-12-20 | 2007-12-06 | Ciba Speciality Chemicals Holding Inc. | Tintenstrahldrucktinte und aufzeichnungsmaterial |
WO2004067652A1 (en) * | 2003-01-29 | 2004-08-12 | Ciba Specialty Chemicals Holding Inc. | Ink-jet ink and recording material |
KR101114272B1 (ko) * | 2003-02-26 | 2012-03-28 | 시바 홀딩 인크 | 수 혼화성의 입체적으로 속박된 하이드록시 치환된 알콕시아민 |
US7550599B2 (en) * | 2003-02-26 | 2009-06-23 | Ciba Specialty Chemicals Corporation | Water compatible sterically hindered alkoxyamines and hydroxy substituted alkoxyamines |
JP4566519B2 (ja) * | 2003-02-28 | 2010-10-20 | 大塚化学株式会社 | 水溶性n−オキシル化合物、酸化触媒およびそれを用いる酸化物の製造方法 |
EP1464683B1 (de) * | 2003-04-01 | 2006-09-20 | TETENAL AG & Co. KG. | Ink-Jet Tinte |
US7384464B2 (en) * | 2004-03-25 | 2008-06-10 | Ciba Specialty Chemicals Corporation | Ink jet and recording material |
WO2005092992A1 (en) * | 2004-03-25 | 2005-10-06 | Ciba Specialty Chemicals Holding Inc. | Ink jet ink and recording material |
ITSV20040025A1 (it) | 2004-05-25 | 2004-08-25 | Ferrania Spa | Materiale microporoso per registrazione a getto d'inchiostro |
WO2006011798A1 (en) | 2004-07-30 | 2006-02-02 | Fuji Photo Film B.V. | Inj jet recording medium |
ITSV20050003A1 (it) | 2005-01-19 | 2006-07-20 | Ferrania Spa | Materiale per registrazione a getto d'inchiostro |
WO2006122888A1 (en) * | 2005-05-18 | 2006-11-23 | Ciba Specialty Chemicals Holding Inc. | Ink jet ink and recording material |
DK1896550T3 (da) * | 2005-06-30 | 2013-11-18 | Basf Se | Stabiliserede elektrokrome medier |
EP1919599A1 (en) | 2005-08-05 | 2008-05-14 | FUJIFILM Manufacturing Europe B.V. | Porous membrane and recording medium comprising same |
JP2009503227A (ja) | 2005-08-05 | 2009-01-29 | フジフィルム マニュファクチャリング ユーロプ ビー.ブイ. | 多孔質膜及びそれを用いた記録媒体 |
EP1919600B1 (en) | 2005-08-05 | 2009-04-01 | FUJIFILM Manufacturing Europe B.V. | Porous membrane and recording medium, as well as process for preparing same |
WO2007018424A1 (en) | 2005-08-05 | 2007-02-15 | Fujifilm Manufacturing Europe B.V. | Porous membrane and recording medium comprising same |
EP2075140A1 (en) | 2007-12-04 | 2009-07-01 | FUJIFILM Manufacturing Europe B.V. | Printing process |
KR101475520B1 (ko) * | 2008-01-14 | 2014-12-23 | 삼성전자주식회사 | 잉크젯 프린트용 양자점 잉크 조성물 및 그를 이용한전자소자 |
US9434198B2 (en) * | 2009-03-02 | 2016-09-06 | Kodak Alaris Inc. | Heat transferable material for improved image stability |
US8318271B2 (en) * | 2009-03-02 | 2012-11-27 | Eastman Kodak Company | Heat transferable material for improved image stability |
CN102453352A (zh) * | 2010-10-14 | 2012-05-16 | 研能科技股份有限公司 | 增加颜料稳定性的组合物 |
JP5825126B2 (ja) * | 2011-03-14 | 2015-12-02 | 株式会社リコー | インクジェット用インク、インクジェット記録方法、及びインクジェット記録装置 |
BR112013026857B8 (pt) * | 2011-04-20 | 2023-05-16 | Huntsman Adv Mat Switzerland | Método para tingir material têxtil contendo poliéster |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0036666A1 (en) * | 1980-03-24 | 1981-09-30 | Teccor Electronics, Inc. | Remote load selector |
JPS61146591A (ja) * | 1984-12-20 | 1986-07-04 | Mitsubishi Paper Mills Ltd | インクジェット記録用紙 |
US6102997A (en) * | 1997-06-06 | 2000-08-15 | Agfa Gevaert N.V. | Ink jet system |
CN1270580A (zh) * | 1997-07-23 | 2000-10-18 | 西巴特殊化学品控股有限公司 | 利用硝基氧和其它共添加剂抑制纸浆及纸张的返黄 |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5574166A (en) * | 1995-04-19 | 1996-11-12 | Ciba-Geigy Corporation | Crystalline form of 2-(2-hydroxy-3-α-cumyl-5-tert-octylphenyl)-2H-benzotriazole |
JPH11170686A (ja) | 1997-12-11 | 1999-06-29 | Fuji Photo Film Co Ltd | 画像形成材料及び画像形成方法 |
JP4012629B2 (ja) * | 1998-07-27 | 2007-11-21 | 株式会社リコー | インクジェット記録用インク組成物 |
EP1036666B1 (en) * | 1999-03-15 | 2004-05-26 | Nippon Paper Industries Co., Ltd. | Ink-jet recording sheet containing aluminium and magnesium salts |
DE60105239T2 (de) * | 2000-06-21 | 2005-01-13 | Seiko Epson Corp. | Wässrige Tinte |
JP3824878B2 (ja) * | 2001-03-30 | 2006-09-20 | セイコーエプソン株式会社 | インク組成物、記録媒体、インクジェット記録方法、および記録物 |
US7018455B2 (en) * | 2001-03-30 | 2006-03-28 | Seiko Epson Corporation | Ink composition, recording medium, ink jet recording method, and printed matter |
DE60312732T2 (de) * | 2002-12-20 | 2007-12-06 | Ciba Speciality Chemicals Holding Inc. | Tintenstrahldrucktinte und aufzeichnungsmaterial |
WO2004067652A1 (en) * | 2003-01-29 | 2004-08-12 | Ciba Specialty Chemicals Holding Inc. | Ink-jet ink and recording material |
KR101114272B1 (ko) * | 2003-02-26 | 2012-03-28 | 시바 홀딩 인크 | 수 혼화성의 입체적으로 속박된 하이드록시 치환된 알콕시아민 |
-
2002
- 2002-01-08 EP EP02715399A patent/EP1362083B1/en not_active Expired - Lifetime
- 2002-01-08 BR BR0206471-5A patent/BR0206471A/pt not_active IP Right Cessation
- 2002-01-08 CA CA2431999A patent/CA2431999C/en not_active Expired - Fee Related
- 2002-01-08 AT AT02715399T patent/ATE329973T1/de not_active IP Right Cessation
- 2002-01-08 DE DE60212337T patent/DE60212337T2/de not_active Expired - Lifetime
- 2002-01-08 RU RU2003124075/04A patent/RU2003124075A/ru not_active Application Discontinuation
- 2002-01-08 PL PL02362433A patent/PL362433A1/xx unknown
- 2002-01-08 US US10/466,034 patent/US7025814B2/en not_active Expired - Fee Related
- 2002-01-08 MX MXPA03005618A patent/MXPA03005618A/es unknown
- 2002-01-08 JP JP2002556675A patent/JP4380989B2/ja not_active Expired - Lifetime
- 2002-01-08 KR KR1020037009525A patent/KR100799474B1/ko not_active IP Right Cessation
- 2002-01-08 CN CNB028037383A patent/CN100402612C/zh not_active Expired - Fee Related
- 2002-01-08 WO PCT/EP2002/000091 patent/WO2002055618A1/en active IP Right Grant
- 2002-01-08 NZ NZ527246A patent/NZ527246A/xx unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0036666A1 (en) * | 1980-03-24 | 1981-09-30 | Teccor Electronics, Inc. | Remote load selector |
JPS61146591A (ja) * | 1984-12-20 | 1986-07-04 | Mitsubishi Paper Mills Ltd | インクジェット記録用紙 |
US6102997A (en) * | 1997-06-06 | 2000-08-15 | Agfa Gevaert N.V. | Ink jet system |
CN1270580A (zh) * | 1997-07-23 | 2000-10-18 | 西巴特殊化学品控股有限公司 | 利用硝基氧和其它共添加剂抑制纸浆及纸张的返黄 |
Also Published As
Publication number | Publication date |
---|---|
NZ527246A (en) | 2004-12-24 |
DE60212337D1 (de) | 2006-07-27 |
KR100799474B1 (ko) | 2008-01-31 |
EP1362083A1 (en) | 2003-11-19 |
KR20030070117A (ko) | 2003-08-27 |
PL362433A1 (en) | 2004-11-02 |
CN1486352A (zh) | 2004-03-31 |
BR0206471A (pt) | 2003-12-30 |
ATE329973T1 (de) | 2006-07-15 |
DE60212337T2 (de) | 2007-06-14 |
US20040074417A1 (en) | 2004-04-22 |
US7025814B2 (en) | 2006-04-11 |
RU2003124075A (ru) | 2005-03-10 |
EP1362083B1 (en) | 2006-06-14 |
JP2004524394A (ja) | 2004-08-12 |
JP4380989B2 (ja) | 2009-12-09 |
WO2002055618A1 (en) | 2002-07-18 |
MXPA03005618A (es) | 2003-10-06 |
CA2431999C (en) | 2010-04-06 |
CA2431999A1 (en) | 2002-07-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN100402612C (zh) | 喷墨油墨和记录材料 | |
CN100358952C (zh) | 喷墨油墨及记录材料 | |
KR940009862B1 (ko) | 잉크 | |
CA1328659C (en) | Use of certain benzotriazole derivatives as light stabilizers for recording materials for ink-jet printing | |
CN101848971B (zh) | 喷墨记录油墨和喷墨记录方法 | |
US4864324A (en) | Color image forming method and ink used therefor | |
CN101910329B (zh) | 喷墨记录油墨、喷墨记录油墨组件、喷墨记录油墨介质组件、墨盒、喷墨记录方法和喷墨记录装置 | |
JPH0391574A (ja) | 光安定化したインク組成物 | |
JPH04227773A (ja) | インキ | |
CA2329980A1 (en) | Homogeneous liquid complexes of anionic organic dyes and quaternary ammonium compounds and methods of coloring | |
EP1697472B1 (en) | Ink jet ink composition | |
JP2009113499A (ja) | 組成物と方法 | |
US6719833B2 (en) | Recording medium, and image forming method and recorded matter using same | |
JPH02212566A (ja) | インクジエツト記録方法 | |
US7384464B2 (en) | Ink jet and recording material | |
JPH0439365A (ja) | インクジェット記録方法及び記録液 | |
US20060262149A1 (en) | Ink jet ink and recording material | |
JPH02233782A (ja) | インク及び記録方法 | |
WO2005092992A1 (en) | Ink jet ink and recording material | |
KR940009863B1 (ko) | 잉크제트 기록방법 | |
JP2004075825A (ja) | フタロシアニン染料を含む画像形成用着色組成物及びインクジェット記録用インク | |
JPH02232274A (ja) | インク及び記録方法 | |
AU2002224980A1 (en) | Ink-jet and recording material | |
JPH0579269B2 (zh) |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
C17 | Cessation of patent right | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20080716 Termination date: 20110108 |