JPS6119657B2 - - Google Patents
Info
- Publication number
- JPS6119657B2 JPS6119657B2 JP52069412A JP6941277A JPS6119657B2 JP S6119657 B2 JPS6119657 B2 JP S6119657B2 JP 52069412 A JP52069412 A JP 52069412A JP 6941277 A JP6941277 A JP 6941277A JP S6119657 B2 JPS6119657 B2 JP S6119657B2
- Authority
- JP
- Japan
- Prior art keywords
- water
- composition
- formula
- weight
- dye
- 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
Links
- 239000000975 dye Substances 0.000 claims description 71
- 239000000203 mixture Substances 0.000 claims description 60
- 239000007788 liquid Substances 0.000 claims description 45
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- 239000004094 surface-active agent Substances 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000006539 C12 alkyl 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 claims description 2
- 239000006081 fluorescent whitening agent Substances 0.000 claims 1
- 125000000129 anionic group Chemical group 0.000 description 16
- 239000002270 dispersing agent Substances 0.000 description 16
- PFEOZHBOMNWTJB-UHFFFAOYSA-N 3-methylpentane Chemical compound CCC(C)CC PFEOZHBOMNWTJB-UHFFFAOYSA-N 0.000 description 12
- 238000004043 dyeing Methods 0.000 description 11
- 239000004744 fabric Substances 0.000 description 10
- 239000002518 antifoaming agent Substances 0.000 description 8
- 239000000835 fiber Substances 0.000 description 8
- -1 polyoxyethylene Polymers 0.000 description 8
- 239000006185 dispersion Substances 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 229920000728 polyester Polymers 0.000 description 7
- 239000003112 inhibitor Substances 0.000 description 6
- 238000007639 printing Methods 0.000 description 6
- 239000004576 sand Substances 0.000 description 6
- CNGYZEMWVAWWOB-VAWYXSNFSA-N 5-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-[(e)-2-[4-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-sulfophenyl]ethenyl]benzenesulfonic acid Chemical compound N=1C(NC=2C=C(C(\C=C\C=3C(=CC(NC=4N=C(N=C(NC=5C=CC=CC=5)N=4)N(CCO)CCO)=CC=3)S(O)(=O)=O)=CC=2)S(O)(=O)=O)=NC(N(CCO)CCO)=NC=1NC1=CC=CC=C1 CNGYZEMWVAWWOB-VAWYXSNFSA-N 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 238000010298 pulverizing process Methods 0.000 description 5
- 239000002002 slurry Substances 0.000 description 5
- 159000000000 sodium salts Chemical class 0.000 description 5
- AHHQDHCTHYTBSV-UHFFFAOYSA-N 3-methylpentane-1,3,5-triol Chemical compound OCCC(O)(C)CCO AHHQDHCTHYTBSV-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000009980 pad dyeing Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 229920003169 water-soluble polymer Polymers 0.000 description 3
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 2
- 229920002972 Acrylic fiber Polymers 0.000 description 2
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000011362 coarse particle Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 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 2
- 239000002736 nonionic surfactant Substances 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
- 229940055577 oleyl alcohol Drugs 0.000 description 2
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 238000010025 steaming Methods 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- 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 1
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 1
- OODSBKPVMWCAGQ-UHFFFAOYSA-N 2-ethylpentane-1,3,5-triol Chemical compound CCC(CO)C(O)CCO OODSBKPVMWCAGQ-UHFFFAOYSA-N 0.000 description 1
- OAJVIHPUEGRAJP-UHFFFAOYSA-N 2-propylpentane-1,3,5-triol Chemical compound CCCC(CO)C(O)CCO OAJVIHPUEGRAJP-UHFFFAOYSA-N 0.000 description 1
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 1
- SXIAEVJVKVDTHG-UHFFFAOYSA-N 3-ethylpentane-1,3,5-triol Chemical compound OCCC(O)(CC)CCO SXIAEVJVKVDTHG-UHFFFAOYSA-N 0.000 description 1
- 229920002821 Modacrylic Polymers 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- HTWFXPCUFWKXOP-UHFFFAOYSA-N Tertatalol Chemical group C1CCSC2=C1C=CC=C2OCC(O)CNC(C)(C)C HTWFXPCUFWKXOP-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 229920006221 acetate fiber Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- 229960000956 coumarin Drugs 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 125000005066 dodecenyl group Chemical group C(=CCCCCCCCCCC)* 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000010016 exhaust dyeing Methods 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Natural products O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Chemical class 0.000 description 1
- 239000002184 metal Chemical class 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
- HRRDCWDFRIJIQZ-UHFFFAOYSA-N naphthalene-1,8-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=CC2=C1 HRRDCWDFRIJIQZ-UHFFFAOYSA-N 0.000 description 1
- CRVVHBFLWWQMPT-UHFFFAOYSA-N naphthalene-1-sulfonic acid;sodium Chemical compound [Na].C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 CRVVHBFLWWQMPT-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 125000002811 oleoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 125000001312 palmitoyl group Chemical group O=C([*])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
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])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
- 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
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229920006304 triacetate fiber Polymers 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Landscapes
- Coloring (AREA)
Description
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ç¶ææçµæç©ã«é¢ãããDETAILED DESCRIPTION OF THE INVENTION The present invention relates to an easily flowing and stable liquid dye composition that can be obtained in high concentration for pad dyeing and printing of polyester fibers.
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ãããªã液ç¶ææçµæç©ã«é¢ããã That is, the present invention provides finely ground one or more water-insoluble or sparingly soluble dyes or fluorescent brighteners.
5-50 (weight)% General formula () [In the formula, R 1 is a hydrogen atom, a C 4 to C 18 alkyl group,
C4 - C18 alkenyl group, C4 - C18 acyl group or general formula () (In the formula, R2 represents a hydrogen atom or a C4 to C12 alkyl group.) n is 0, 1 or 2, a+c is 50-300 and b is 20
~150. ] One or a mixture of two or more water-soluble polymeric surfactants represented by 0.5-20% (by weight) General formula () (In the formula, R 3 is a C 1 -C 4 alkyl group) The present invention relates to a liquid dye composition comprising a compound represented by the formula: 0.1 to 50% (by weight) and water 20 to 80% (by weight).
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å°é£ã§ãã€ãã Conventionally, dyes that have been pulverized with general anionic dispersants such as sodium salt of naphthalene sulfonic acid formalin condensate or sodium lignin sulfonate have been used in dyeing systems when a large amount of dye is used due to dyeing requirements. The presence of a large amount of anionic dispersant in the fibers inhibits dyeing, the undyed dye and the anionic dispersant cause a high color load on the dyeing wastewater, and the anionic dispersant contaminates the fibers, resulting in dull hue and wind in the fibers. Synthesis hardening is a problem. In addition, in textile printing, high-temperature steaming is a method for fixing dyes, but the fixation rate of dyes is often low when using dyes finely pulverized with anionic dispersants. To promote dye fixation, thick dyes and semi-emulsion thickeners are generally used. However, the active ingredients of deep dyes and the emulsifiers of semi-emulsion pastes have poor compatibility with commercially available dyes, and agglomeration of the dyes may occur in the textile dyeing paste, resulting in problems such as specks. This dye aggregation is caused by certain anionic dispersants in commercial dyes. Furthermore, there is a method of using nonionic surfactants instead of anionic dispersants, but this method increases the solubility of dye particles, causing recrystallization of the dye, and is inefficient when finely pulverizing the dye. However, it was difficult to obtain a stable composition.
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èšããå®å®ãªçµæç©ã®çºæã«è³ã€ãã As a result of intensive studies, the present inventors succeeded in overcoming the above-mentioned drawbacks during dyeing and composition adjustment, leading to the invention of the above-mentioned stable composition.
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äžãããŠããããã§ããã One of the reasons why such a stable liquid dye composition was obtained is that the dye liquid composition contains a compound represented by the general formula (), and this compound improves the stability of the composition. This is because it greatly contributes to improvement.
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ãåé¡ãšãããŠããã That is, in general, when liquid dye compositions are taken out of a pulverizer or put into a dyeing system, if the dried and exfoliated composition is difficult to disperse in water, coarse particles may be formed, which tends to cause dyeing troubles. In addition, when a nonionic surfactant is used as a component of a composition, the fluidity of the liquid composition is generally pseudoplastic, and furthermore, if the particles tend to settle in the liquid composition, they may be regenerated in the composition. Problems include the fact that dispersion is often difficult.
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ã®ã§ããã We placed particular emphasis on overcoming these drawbacks, and as a result of various studies, we found that conventionally used ethylene glycol, diethylene glycol, propylene glycol, glycerin, etc. have little effect, and the results are shown in the formula (). It has been found that the compound has outstanding effects in this regard.
The addition of the compound represented by formula () improves the stability of the liquid composition, making it possible to store it for a long period of time.
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ãŒãã®åœ¢ã§äœ¿çšãããã The dyes used in the present invention include known dyes that are insoluble or sparingly soluble in water or known fluorescent brighteners, such as azo dyes, anthraquinone dyes, quinophthalone dyes, oxypyridone dyes, and naphthalic acid dyes. These include fluorescent brighteners, stilbene-based, oxazole-based, coumarin-based, and other fluorescent brighteners. The dyes or fluorescent brighteners used in the invention are used in the form of dry chromogen or in the form of a presscake of the bulk obtained during manufacture.
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ã§ããã The amount used is 5 to 50% by weight, preferably 5 to 35% by weight, based on the total liquid dye composition.
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éåç©ç³»æ°Žæº¶æ§çé¢æŽ»æ§å€ã§ããã The compound represented by the general formula () used in the present invention is a water-soluble surfactant based on a block copolymer of polyoxyethylene and polyoxypropylene or a polyoxyethylene polymer.
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±éåç©ã§ããã R 1 in the general formula () is a hydrogen atom, an alkyl group such as a butyl group, a hexyl group, an octyl group, a dodecyl group, a lauryl group, a tetradecyl group, an oleyl group, an octadecyl group, an alkenyl group such as a pentenyl group or a dodecenyl group, Examples include acyl groups such as palmitoyl, oleoyl, and stearoyl groups, and examples of R 2 include hexyl, nonyl, octyl, and dodecyl groups. n is 0.1 or 2, but when n is 0, the compound represented by the general formula () is a homopolymer of polyoxyethylene, and n is 1 or 2.
In the case of , it is a block copolymer of polyoxyethylene and polyoxypropylene.
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ãã Although a+c can be any number from 50 to 300 and b can be any number from 20 to 150, preferred examples are a+c=190, b=35, and a+c=170, b=90. As a water-soluble surfactant represented by the general formula (), for example, (in the formula, a+c=170, b=60), oleyl alcohol and ethylene oxide
Examples include addition polymers with 100 moles.
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ã§ããã The molecular weight is 2,000 to 40,000, preferably 8,000 to 20,000, and the weight fraction of ethylene oxide block in one molecule is 0.4 to 0.8, preferably 0.55 to 0.7. The amount of the water-soluble surfactant represented by the general formula () is 0.5 to 20% relative to the liquid dye composition.
Although it is a weight percent, it is necessary to adjust the amount of dye or fluorescent brightener raw material. 5 to 100% by weight, preferably 10 to 100% by weight based on the dye or fluorescent brightener base material
50% by weight.
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ã§ããã In the present invention, compounds represented by the general formula () include 3-methylpentane-1,3,5-triol, 3-ethylpentane-1,3,5-triol, and 3-butylpentane-1,3,5-triol. Examples include triol. The amount used is 0.1 to 50.0% by weight, preferably 10.0 to 50.0% by weight based on the entire liquid composition.
It is 35.0% by weight.
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ã§ããã The amount of water in the liquid composition of the present invention varies depending on the amount of dye, surfactant, etc., but is 20.0 to 80.0% by weight, preferably 20 to 60% by weight, based on the entire liquid composition.
It is.
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ããŠåæ£å¹æããããããšãå¯èœã§ããã In the composition of the present invention, the dye or fluorescent brightener is pulverized using a suitable mill as described below, and at this time, if desired, an antifoaming agent may be added to improve the efficiency of pulverization. can. The amount used is preferably 0.1 to 0.1 to the entire liquid dye composition.
0.5% by weight can be used. If desired, a mold inhibitor can also be used to further prevent the growth of mold, and the amount used is 0.1 to 0.5 based on the entire liquid dye composition.
% by weight is sufficient. The dye used in the composition of the present invention is used in the form of a dry pigment (dye) raw material or its press cake, but if necessary, a small amount of commercially available dye can be used for toning. In that case, since commercially available dyes generally contain an anionic dispersant, the composition of the present invention will necessarily contain an anionic dispersant. Furthermore, it is also possible to increase the dispersion effect by adding a small amount of an anionic dispersant to the extent that the effects of the compounds represented by the general formulas () and () of the present invention are not diminished.
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ãã Examples of antifoaming agents include commonly used octyl alcohol, cyclohexanol, silicone oil, etc. Examples of anionic dispersants include ligninsulfonic acid sodium salt, sodium salt of naphthalenesulfonic acid formaldehyde condensate, etc. Examples of mold inhibitors include phenols and their chlorine compounds, and metal salts of organic acids such as naphthenic acid.
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ãã«ããŠè£œé ããã Next, the liquid composition of the present invention is preferably manufactured as follows.
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ãããšãã§ããã Preferably, the raw material or press cake of a dye or fluorescent brightener that is insoluble or poorly soluble in water is mixed with a water-soluble surfactant represented by the general formula () and water using a ball mill, sand mill, or roll mill to reduce the particle size. Grind the grains to 5ÎŒ or less. In this case, preferably an antifoaming agent is added. The compound represented by the general formula (), anionic dispersant, or mold inhibitor can be added either during the above-mentioned pulverization or after the pulverization is completed.
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ãã The obtained liquid composition can be adjusted to an appropriate concentration by further adding water as required.
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ãŠäœ¿çšãããã The liquid composition obtained in the present invention is used for exhaust dyeing, pad dyeing, and printing of polyester fiber-modified polyester fiber, polyamide fiber, acetate fiber, triacetate fiber, acrylic fiber, and modacrylic fiber. Among these, it is preferably used in pad dyeing methods and printing methods for polyester fibers.
以äžã«å®æœäŸãæããŠæ¬çºæã説æããã The present invention will be explained below with reference to Examples.
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47.0g, oleyl alcohol ethylene oxide 100 mole adduct 14.1g, water 118.5g, antifoaming agent 0.4g
After mixing with a mixer, the mixture was pulverized for 6 hours with a sand mill rotating at 2000 revolutions per minute. 20.0 g of 3-methylpentane 1,3,5-triol was added to the finely ground slurry, and 0.6 g of a mixture of 50% phenol and 50% chlorophenol was added as a mold inhibitor to obtain a liquid dye composition. 99.5g of this liquid dye composition
The dye composition was diluted with 1.5 g of water and suction filtered using Toyoro Paper No. 3, but there was no clogging of the filter paper or residue on the filter paper, and it was a stable liquid dye composition.
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ãããå®å®ãªæ¶²ç¶ææçµæç©ãåŸããããExample 2 In Example 1, the surfactant was expressed by the formula () Although the experiment was carried out by replacing the surfactant with the formula (a+c=170 b=60 in formula ()), the results were the same as in Example 1, and a stable liquid dye composition was obtained.
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When the experiment was carried out by changing the time conditions, a stable liquid dye composition was obtained.
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åã³æ¿ŸçŽäžã®æ®æž£ã¯ãªãã€ããExample 5 Dried chromogen of CI Dispers Orange 73
46.0g General formula (): a+c=170 b=60 Water-soluble polymer surfactant 9.2g, antifoaming agent 0.8g, water 94
g, 3-methylpentane 1,3,5-triol
A liquid dye composition was prepared by mixing 50.0 g with a mixer and pulverizing it with a sand mill rotating at 2000 revolutions per minute. When 0.5 g of this liquid dye composition was diluted with 95.5 g of water and suction filtered through Toyo Roshi No. 5B, there was no clogging of the filter paper or any residue on the filter paper, and the mixture was sufficiently micronized. 0.5 g of this liquid dye was dried at room temperature, but it did not dry easily. After drying for 24 hours, add 100ml of water, it will easily disperse in water, and the dispersion will be added to Toyo Paper.
When filtered with suction using No. 5B, there was no clogging of the filter paper and no residue on the filter paper. After heat treatment at 65° C. for 3 hours as a forced test of changes over time, the mixture was suction-filtered using Toyo Roshi No. 5B in the same manner, but there was no clogging of the filter paper or any residue on the filter paper.
æ¬å®æœäŸã«ãããŠïŒâã¡ãã«ãã³ã¿ã³ïŒã»ïŒã»
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æã¯ä¹Ÿç¥åŸæ°Žã«å®¹æã«åæ£ããªãã€ãã In this example, 3-methylpentane 1.3.
Dyes using glycerin instead of 5-triol did not readily disperse in water after drying.
ãŸããã®æ¶²ç¶ææã¯äœç²åºŠã§é·æéè¯å¥œãªæµå
æ§ã瀺ããã Moreover, this liquid dye had a low viscosity and exhibited good fluidity for a long period of time.
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æ°Ž 42.7ïœ
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åèš 100.0ïœ
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瀟補ïŒ5.0ééïŒ
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ééïŒ
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äžé也ç¥åŸã170âïŒåéã®é«æž©ã¹ããŒãã³ã°æ³
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å
æŽæµãæ°ŽæŽãè¡ãªã也ç¥ããã Next, liquid dye composition 5.0g Water 42.7g Improver 800 (manufactured by Yokohama Polymer Research Institute:
Workability improver for textile printing) 2.0g Citric acid 0.3g *Material paste 50.0g Total 100.0g *However, the base paste is Artex RT-3 (manufactured by Greenau) 5.0% by weight Sorbitose C-5 (manufactured by Skolten) 7.0
A colored paste for textile printing was prepared using a colored paste formulation of an aqueous solution of % by weight. This colored paste was stable and had good fluidity, and no coarse particles of dye were generated in the colored paste. This color paste is printed on polyester processed thread plain fabric using the hand screen method.
After intermediate drying, the dye was fixed by high temperature steaming at 170°C for 8 minutes. The adhered cloth was washed with water, ring-washed, washed with water, and dried in a conventional manner.
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žãããªãŠã ïŒã«ãã€ãŠèª¿æŽããã液ç¶
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ãé®®æãªè²åœ©ãæããŠããã This dyed fabric had a higher density and clearer color than a coating printed with a liquid dye composition prepared using a general anionic dispersant (sodium lignin sulfonate).
æ¬å®æœäŸã«ããå¡åžã®ïŒ«ïŒïŒ³å€ã¯17.4ã§ããã®
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åæ«90.0ïœåŒïŒïŒã§ïœïŒïœïŒ170 ïœïŒ60ã®æ°Žæº¶
æ§é«ååçé¢æŽ»æ§å€18.0ïœãïŒâã¡ãã«ãã³ã¿ã³
135ããªãªãŒã«120.0ïœãæ¶æ³¡å€3.0ïœãæ°Ž372ïœã
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åæ£åããæ°Žåæ£æ¶²ãæ±æŽæ¿ŸçŽã«No.5Bãééã
ããŸã§åŸ®ç²ç ããå°éã®ã«ãé²æ¢å€ãæ·»å ããŠæ¶²
ç¶ææçµæç©ã調æŽããããã®æ¶²ç¶ææçµæç©ã
65âã§ïŒæéç±åŠçããåŸ0.5ïœã99.5ïœã®æ°Žã§
åžéãæ±æŽæ¿ŸçŽNo.5Bã§åžåŒæ¿Ÿéãããæ¿ŸçŽã®ç®
ã¥ãŸãåã³æ¿ŸçŽäžã®æ®æž£ã¯ãªãã€ãããŸããã®æ¶²
ç¶ææçµæç©0.5ïœã宀枩ã§ä¹Ÿç¥ãããã也ãã«
ããã24æé也ç¥åŸ100mlã®æ°Žãå ãããšãã容
æã«åæ£ãåäžãªç¶æ
ãšãªã€ãããã®æ°Žåæ£æ¶²ã
æ±æŽæ¿ŸçŽNo.5Bã§åžåŒæ¿Ÿéãããšããæ¿ŸçŽã®ç®ã¥
ãŸãåã³æ¿ŸçŽäžã®æ®æž£ã¯ãªãã€ãã The K/S value of the coating according to this example was 17.4, whereas the K/S value of the coating using the liquid dye composition finely pulverized using sodium naphthalene sulfonic acid formalin condensate was 15.1. (k/s
Example 6 C.I. Despers Red 153 dye dry bulk powder 90.0g Water-soluble polymer interface of a + c = 170 b = 60 in formula () Activator 18.0g, 3-methylpentane
After mixing 120.0 g of 135 triol, 3.0 g of antifoaming agent, and 372 g of water in a mixer, the finely ground slurry (0.5 g) was dispersed in 99.5 g of water using a sand mill rotating at 2000 rpm. was finely ground until it passed No. 5B, and a small amount of mold inhibitor was added to prepare a liquid dye composition. This liquid dye composition
After heat treatment at 65° C. for 3 hours, 0.5 g was diluted with 99.5 g of water and suction filtered through Toyo Roshi No. 5B, but there was no clogging of the filter paper and no residue on the filter paper. Further, 0.5 g of this liquid dye composition was dried at room temperature, but it did not dry easily, and when 100 ml of water was added after drying for 24 hours, it was easily dispersed and became uniform. When this aqueous dispersion was suction filtered through Toyo Roshi No. 5B, there was no clogging of the filter paper and no residue on the filter paper.
ãã®æ¶²ç¶ææçµæç©30ïœ/ã¢ã«ã®ã³é
žãœãŒã
ïŒïœ/ã®ããã济ã調æŽãããªãšã¹ãã«å å·¥çŽ
äžç¶Ÿç¹ç©ããããã€ã³ã°ããçµãç60ïŒ
ã«çµã€
ãã次ãã§103âã§ïŒåéäžé也ç¥ã190âã§ïŒå
é也ç±åºçããããã®æåžã¯åžžæ³ã«ããæ°ŽæŽéå
æŽæµãæ°ŽæŽãè¡ãªã也ç¥ããããã®æåžã¯ã¢ããª
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æãã€æ¿åºŠã§ãã€ããæ¬å®æœäŸã«ããæåžã®åå°
çæå°ã®æ³¢é·ã«ãããïŒïŒ³å€ã¯19.0ã§ãã€ã
ããã¢ããªã³æ§åæ£å€ã䜿çšããæ¯èŒäŸã§ã¯13.2
ã§ãã€ãã A padded bath containing 30 g of this liquid dye composition/1 g of sodium alginate was prepared, and a polyester processed paper tritane fabric was padded to a squeezing rate of 60%. Then, it was intermediately dried at 103°C for 3 minutes and dry heat fixed at 190°C for 1 minute. This dyed fabric was washed with water, reduced, washed with water, and dried using a conventional method. This dyed fabric was brighter and denser than a dyed fabric similarly dyed with a liquid dye composition finely pulverized with an anionic dispersant and a sodium salt of a naphthalene sulfonic acid formalin condensate. The K/S value at the wavelength of the minimum reflectance of the dyed fabric in this example was 19.0, but in the comparative example using an anionic dispersant, it was 13.2.
It was hot.
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C.I.ãã€ã¹ããŒãºãã«ãŒ60ã®è²çŽ åäœ23.5ïœã
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ç©ãšãããExample 7 63.5 g of press cake containing 23.5 g of chromogen CI Dispers Blue 60, a + c in the general formula ()
= 170, b = 60 water-soluble polymer surfactant 4.7g,
Antifoaming agent 0.5g, 3-methylpentane 1,3,5-
After mixing 12.5 g of triol with a mixer, 0.5 g of the finely ground slurry was mixed with a sand mill rotating at 2000 rpm.
The dispersion diluted in 99.5 g of water was suction filtered through Toyo Roshi No. 5B and pulverized until the filter paper was free of clogging and no residue remained on the filter paper. A small amount of mold inhibitor was added to the resulting finely ground slurry to prepare a liquid dye composition.
å®æœäŸ ïŒ
C.I.ãã€ã¹ããŒãã«ãŒ267ã®è²çŽ åäœ53.0ïœã
å«ããã¬ã¹ã±ãŒã160.0ïœãCIãã€ã¹ããŒãºãã«
ãŒ268ã®è²çŽ åäœ23.0ïœãå«ããã¬ã¹ã±ãŒã78.0
ïœãäžè¬åŒïŒïŒã§ïœïŒïœïŒ170 ïœïŒ60ã®æ°Žæº¶æ¶²
æ§é«ååçé¢æŽ»æ§å€23.5ïœãæ¶æ³¡å€2.5ïœ ïŒâ
ã¡ãã«ãã³ã¿ã³ïŒã»ïŒã»ïŒâããªãªãŒã«120.0ïœ
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100mlã90ã95âã®æž©åºŠã«ä¿ã€ãŠæ±æŽæ¿ŸçŽNo.5A
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ãšãã®ãããã®å Žåããæ¿ŸçŽã®ç®ã¥ãŸãåã³æ¿ŸçŽ
äžã«æ®æž£ã¯ãªãã€ããExample 8 160.0 g of press cake containing 53.0 g of chromogen CI Dispers Blue 267, 78.0 g press cake containing 23.0 g of chromogen CI Dispers Blue 268
g, 23.5 g of aqueous polymer surfactant with general formula () where a+c=170 and b=60, antifoaming agent 2.5 g 3-
Methylpentane 1,3,5-triol 120.0g
After mixing with a mixer, use a sand mill rotating at 2000 rpm to dilute 0.5 g of the finely ground slurry with 99.5 g of water, and filter the dispersion with suction through Toyo Roshi No. 5B until the filter paper is no longer clogged and no residue remains on the filter paper. It was pulverized into a liquid dye composition. This liquid dye composition is heated at 65°C.
After heat treatment at
Toyo Roshi No.5A keeping 100ml at a temperature of 90-95â
In both cases, when 0.5 g of this liquid dye was dried at room temperature for 24 hours and an aqueous dispersion obtained by adding 100 ml of water was suction-filtered with Toyo Roshi No. 5B. There was no clogging and no residue on the filter paper.
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åŒäŒç€Ÿè£œã¯ãã«ãã³ãŒã³ç³»ãã€ãªã€ãŒïŒ1.67ïœ/
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æŽããã液ç¶ææçµæç©ã§åæ§ãªæè²ãè¡ãªã€ã
ãšããšæ¯èŒãããšæ®æµŽã®åžå
床ã¯460nïœã§
0.094ã620nïœã§0.038ã§ãã€ãããæ¯èŒäŸã§ã¯ã
ããã0.285åã³0.204ã§ãã€ãã This liquid dye composition 0.67g/, Kayacryl Yellow 3RL (cationic dye manufactured by Nippon Kayaku Co., Ltd.) 0.20g/, carrier 30 (chlorobenzene carrier manufactured by Nicca Chemical Co., Ltd.) 1.67g/
Using 150 ml of the dyeing solution, heat 5.0 g of polyester processed yarn tri-twill fabric and 3.0 g of Cashmilon F muslin (acrylic fiber manufactured by Asahi Kasei Corporation) from room temperature using a Colorpet dyeing tester (manufactured by Nippon Senzo Kikai).
Staining was performed at 110°C for 60 minutes. The dyed material was washed by a conventional method and then dried. All of the dyed fabrics were evenly dyed, and no speckling, tarring, etc. occurred. In addition, the degree of coloring of the remaining bath is significantly lower than when similar dyeing is carried out using a liquid dye composition finely pulverized with a general anionic dispersant and sodium salt of naphthalene sulfonic acid formalin condensate. The absorbance of the bath is 460nm.
The values were 0.094 and 0.038 at 620 nm, but the values were 0.285 and 0.204, respectively, in the comparative example.
å®æœäŸ ïŒ
å®æœäŸïŒã«ãããŠïŒâã¡ãã«ãã³ã¿ã³ïŒã»ïŒã»
ïŒâããªãªãŒã«20.0ã®ä»£ããã«ïŒâããã«ãã³ã¿
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ããExample 9 In Example 1, 3-methylpentane 1.3.
A stable liquid composition was obtained in the same manner as in Example 1, except that 30.0 g of 3-butylpentane 1,3,5-triol was used in place of 20.0 g of 5-triol.
å®æœäŸ 10
å®æœäŸïŒã«ãããŠïŒâã¡ãã«ãã³ã¿ã³ïŒã»ïŒã»
ïŒâããªãªãŒã«20.0ïœã®ä»£ããã«ïŒâãšãã«ãã³
ã¿ã³ïŒã»ïŒã»ïŒâããªãªãŒã«23.0ïœãçšããä»ã¯
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ããExample 10 In Example 1, 3-methylpentane 1.3.
A stable liquid composition was obtained in the same manner as in Example 1, except that 23.0 g of 2-ethylpentane 1,3,5-triol was used instead of 20.0 g of 5-triol.
å®æœäŸ 11
å®æœäŸïŒã«ãããŠïŒâã¡ãã«ãã³ã¿ã³ïŒã»ïŒã»
ïŒâããªãªãŒã«20.0ïœã®ä»£ããã«ïŒâãããã«ã
ã³ã¿ã³ïŒã»ïŒã»ïŒâããªãªãŒã«25.0ïœãçšããä»
ã¯å®æœäŸïŒãšåæ§ã«åŠçããŠå®å®ãªæ¶²ç¶çµæç©ã
åŸããExample 11 In Example 1, 3-methylpentane 1.3.
A stable liquid composition was obtained in the same manner as in Example 1, except that 25.0 g of 2-propylpentane 1,3,5-triol was used instead of 20.0 g of 5-triol.
Claims (1)
溶åã¯é£æº¶ãªææãããã¯è¢å å¢çœå€
ïŒã50ïŒééïŒïŒ äžè¬åŒïŒïŒ ãåŒäžR1ã¯æ°ŽçŽ ååãC4ãC18ã®ã¢ã«ãã«åºã
C4ãC18ã®ã¢ã«ã±ãã«åºãC4ãC18ã®ã¢ã·ã«åº
åã¯äžè¬åŒïŒïŒ ïŒåŒäžR2ã¯æ°ŽçŽ åååã¯C4ãC12ã®ã¢ã«ãã«åº
ã瀺ãïŒã§ç€ºãããåºã瀺ããïœã¯ïŒãïŒãã
ãã¯ïŒã§ãããïœïŒïœã¯50ã300ã§ããïœã¯20
ã150ã§ãããã ã§ç€ºããã氎溶æ§é«ååçé¢æŽ»æ§å€ã®äžçš®åã¯
äºçš®ä»¥äžã®æ··åç© 0.5ã20ïŒééïŒïŒ äžè¬åŒïŒïŒ ïŒåŒäžR3ã¯C1ãC4ã®ã¢ã«ãã«åºã§ããïŒ ã§ç€ºãããååç© 0.1ã50ïŒééïŒ ïŒ æ°Ž 20ã80ïŒééïŒïŒ ãããªã液ç¶ææçµæç©ã[Scope of Claims] 1. Finely ground one or more water-insoluble or sparingly soluble dyes or fluorescent whitening agents.
5-50 (weight)% General formula () [In the formula, R 1 is a hydrogen atom, a C 4 to C 18 alkyl group,
C4 - C18 alkenyl group, C4 - C18 acyl group or general formula () (In the formula, R2 represents a hydrogen atom or a C4 to C12 alkyl group.) n is 0, 1 or 2, a+c is 50-300 and b is 20
~150. ] One or a mixture of two or more water-soluble polymeric surfactants represented by 0.5-20% (by weight) General formula () (In the formula, R 3 is a C 1 to C 4 alkyl group.) A liquid dye composition comprising a compound represented by the formula: 0.1 to 50 (wt%) and water 20 to 80 (wt)%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6941277A JPS544926A (en) | 1977-06-14 | 1977-06-14 | Liquid composition of dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6941277A JPS544926A (en) | 1977-06-14 | 1977-06-14 | Liquid composition of dye |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS544926A JPS544926A (en) | 1979-01-16 |
| JPS6119657B2 true JPS6119657B2 (en) | 1986-05-19 |
Family
ID=13401855
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6941277A Granted JPS544926A (en) | 1977-06-14 | 1977-06-14 | Liquid composition of dye |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS544926A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2924404A1 (en) * | 1979-06-16 | 1980-12-18 | Hoechst Ag | USE OF WATER-SOLUBLE PRODUCTS PRODUCED BY THE ADDITION OF AETHYLENE OXIDE AND / OR PROPYLENE OXIDE TO MODIFIED NATURAL RESIN ACIDS AS A PREPARATION AGENT FOR DYES AND DYES THEREFORE |
-
1977
- 1977-06-14 JP JP6941277A patent/JPS544926A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS544926A (en) | 1979-01-16 |
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