CN107778919B - A kind of lesser C.I. Red 167 dyestuff substitute of metameric index - Google Patents

A kind of lesser C.I. Red 167 dyestuff substitute of metameric index Download PDF

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Publication number
CN107778919B
CN107778919B CN201710887054.8A CN201710887054A CN107778919B CN 107778919 B CN107778919 B CN 107778919B CN 201710887054 A CN201710887054 A CN 201710887054A CN 107778919 B CN107778919 B CN 107778919B
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dyestuff
red
substitute
light source
lesser
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CN107778919A (en
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邵辉
商礼金
陈美芬
孙岩峰
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Hangzhou Jihua Jiangdong Chemical Co Ltd
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Hangzhou Jihua Jiangdong Chemical Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0046Mixtures of two or more azo dyes
    • C09B67/0051Mixtures of two or more azo dyes mixture of two or more monoazo dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/008Preparations of disperse dyes or solvent dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/16General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
    • D06P1/18Azo dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34Material containing ester groups
    • D06P3/52Polyesters
    • D06P3/54Polyesters using dispersed dyestuffs

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  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The present invention relates to technical field of dye, C.I. Red 167 repeatability is poor, dyestuff chromogenic rate is low, depth is not good enough, and three-waste pollution is big in production, and washing fastness is general, sublimation reliability is poor, although and tradition C.I. Red 167 substitute makes moderate progress on depth and fastness, coloured light and C.I. Red 167 deviation are larger, and the metameric index of A light source, TL84 light source and CWF light source is all larger.To solve this problem, the present invention proposes a kind of lesser C.I. Red 167 dyestuff substitute of metameric index, the substitute is made of dyestuff A, dyestuff B, dyestuff C, the parts by weight of each component are 60-80 parts of dyestuff A in substitute, 20-40 parts of dyestuff B, 0.05-3 parts of dyestuff C, in metameric index all very littles (can control below 0.5) of A light source, TL84 light source and CWF light source, C.I. Red 167 can be replaced well, and the depth and fastness of traditional C.I. Red 167 substitute are maintained, and reduce costs.

Description

A kind of lesser C.I. Red 167 dyestuff substitute of metameric index
Technical field
The present invention relates to technical field of dye, and in particular to a kind of preparation of disperse red dye mixture.
Background technique
C.I. Red 167 (i.e. S-5BL) is disperse dyes depth ternary dyestuff, is applied in polyester fiber quite extensively, Vast dyeing and finishing worker approves this coloured light, but its repeatability is poor, and dyestuff chromogenic rate is low, and depth is not good enough, three in production Useless pollution is big, and washing fastness is general, and sublimation reliability is poor, therefore people develop some disperse red mix in succession to substitute C.I. Red 167.Such as patent CN1597790A, using C.I. Red-1 200 45, the group of C.I. disperse red 50 and C.I. Red-1 200 53 Close, main purpose be in order to solve the problems, such as that C.I. Red 167 chromogenic rate is low, although the combination dyestuff chromogenic rate is preferable, Be C.I. disperse red 50 be low temperature type dye, remaining two kinds are medium temperature type dyes, and compatibility is poor, and the C.I. disperse red of low form 50 sublimation reliability are poor, and in addition the coloured light of the combination dyestuff differs greatly with C.I. Red 167;Patent CN101333343A, is adopted With the combination of C.I. Red-1 200 45, C.I. Red-1 200 53:1, C.I. disperse red 356 and disperse brown 19, main purpose be in order to Improve comprehensive fastness, although the washing fastness and sublimation reliability of C.I. Red-1 200 53:1 are all preferable in the combination, the combination Component is more, and compatibility is poor, and C.I. disperse red 356 versatility is low, and yield is low when DYE PRODUCTION, and at high cost, environmental pollution is tight Weight, in addition the coloured light of the combination differs larger with C.I. Red 167, when using D65 as main light source, A light source and CWF light source Metameric index is larger, therefore the C.I. Red 167 that is not a good substitution for;Patent CN101565558A, using C.I. points The combination of red 145 and C.I. Red-1 200 53 is dissipated, main purpose is to provide a kind of alkali-resistant disperse red dye, solves C.I. dispersion Red 167 abnormal problems of color development under alkaline condition, but the coloured light of the combination differs larger with C.I. Red 167, and 53 sublimation reliability of C.I. Red-1 200 and washing fastness are all poor in the combination, therefore can not replace C.I. disperse red well 167。
Summary of the invention
Although traditional C.I. Red 167 substitute makes moderate progress on depth and fastness, coloured light and C.I. disperse Red 167 deviation is larger, and the metameric index of A light source, TL84 light source and CWF light source is all larger, in order to solve the above problem, this hair Bright to provide a kind of lesser C.I. Red 167 dyestuff substitute of metameric index, substitute is that a kind of depth is good, fastness Outstanding, low-cost dispersive red dye, and each component can be with C.I. Red 167 very with coloured light when certain proportion blending Close, when D65 is main light source, total color difference be can achieve less than 0.25, and A light source, TL84 light source and CWF light source is homochromy at this time Different spectrum index all very littles (can control below 0.5), and maintain traditional C.I. Red 167 substitute depth and Fastness, and reduce costs, C.I. Red 167 can be replaced well.
The present invention is achieved by the following technical solutions: a kind of lesser C.I. Red 167 dye of metameric index Expect that substitute, the substitute are made of dyestuff A, dyestuff B and at least one dyestuff C as shown in formula (III) and auxiliary agent, respectively The weight percent of component is that dyestuff A is 60-80, and dyestuff B is 20-40, and dyestuff C is 0.05-3.
Most preferably, the mass percentage of dyestuff A is 68-72, and the mass percentage of dyestuff B is 28-32, dyestuff C Mass percentage be 0.1-1.
Dyestuff A structural formula is such as shown in (I):
Dyestuff B structure formula is such as shown in (II):
Dyestuff C-structure formula is such as shown in (III):
R1For-Cl or Br.
Wherein
C.I. Red 167 dyestuff substitute of the invention, especially when with the mixing of above-mentioned specific ratio, will It to the coloured light very close with C.I. Red 167, is primarily due under different light sources, dispersive red dye mixing of the invention The spectrogram of the spectrogram of object and C.I. Red 167 is all very close to thus reducing metamerism phenomenon.Metamerism Phenomenon is exactly briefly that identical color is presented in certain two kinds of substance under a kind of light source, but presents under another light source Different colors is as caused by the spectrogram difference of two kinds of substances under different light sources.It is mixed with traditional dispersive red dye Object is compared, and dyestuff A of the invention is C.I. Red-1 200 45, and dyestuff B is C.I. Red-1 200 53:1, instead of C.I. disperse red 153#, has additionally incorporated a certain amount of dyestuff C, and dyestuff C is mainly C.I. disperse violet 93 (if only 45 He of C.I. Red-1 200 C.I. Red-1 200 53:1, without C.I. disperse violet 93, then total color difference is difficult control within 0.7 under D65 light source, cannot be fine Ground replaces C.I. Red 167), and the depth and fastness of traditional C.I. Red 167 substitute are maintained, and reduce into This, and coloured light and C.I. Red 167 can be made very close, in certain ratio range, when D65 is main light source, always Color difference can control less than 0.25, and the metameric index of A light source, TL84 light source and CWF light source can be easier at this time Ground controls within 0.7 (common customer can receive within 0.7), can even control under a certain specific proportion Within 0.5, C.I. Red 167 can be replaced well.
Due to the particularity of dye industry, it is difficult also It is not necessary to which sterling is made, it will usually in some preparation process Impurity, also allow when finished product is made in disperse red dye mixture of the invention miscellaneous containing a small amount of moisture content and micro physics Matter.
The lesser C.I. Red 167 dyestuff substitute of a kind of metameric index of the present invention is suitble in polyester fibre Application in dimension.The present invention is made of disperse dyes and auxiliary agent, and auxiliary agent is selected from anhydrous sodium sulphate, dispersing agent NNO, MF, CNF, lignin It is one or more of in sodium sulfonate.The dye preparations of disperse red dye mixture of the invention can be prepared with conventional method, as pressed institute Ratio mixed dye A, dyestuff B and dyestuff C and auxiliary agent are needed, dye component can exist with liquid, graininess or powdery, and auxiliary agent can To exist in the form of liquid or powdery, commercial product is can be used in dyestuff A, dyestuff B, dyestuff C and auxiliary agent, can also be using this Method known to field is prepared.
Preparation method well known in the art: (1) weigh a certain proportion of dry form the dyestuff of commercialization A, dyestuff B and Dyestuff C and auxiliary agent carry out dry spell up to admixture of disperse dyes of the invention by blending machine.(2) it weighs a certain proportion of dry Water or other profits is added in former dyestuff (dyestuff not being commercialized) dyestuff A, dyestuff B, dyestuff C and the auxiliary agent of product or wet product form Corpusculed is carried out with pulverizers such as sand mill or grinders in the presence of humectant, it can also be first first by single former dyestuff and auxiliary agent Blending, auxiliary agent are 0.8~5: 1 with former dyestuff weight ratio by a certain percentage again after corpusculed, then dry or spray in drying chamber Mist is drying to obtain admixture of disperse dyes of the invention.
Specific embodiment
By the following specific examples further illustrate the invention, and raw materials used commercially available in embodiment or use is normal The preparation of rule method, but embodiment is merely to illustrate, and can not limit the scope of the invention.
Embodiment 1~15
Former dyestuff A, original dyestuff B and original dyestuff C and auxiliary agent are mixed in a certain ratio, adds a certain amount of water, is ground with grinder Mill disperses and drying is to get finished product, obtains disperse red dye mixture 1~15, as shown in table 1.The dyestuff can provide fabric water Fastness and the outstanding red of sublimation reliability are washed, when with a certain special ratios blending, mixture dyeing colo r light and C.I. disperse red 167 is very close, when D65 is main light source, the metameric index of A light source, TL84 light source and CWF light source all very littles.
Table 1
Test case
Using C.I. Red 167 as standard (as a comparison case 1), Example 1 and 2 makees pile-on properties test.
Using C.I. Red 167 as standard (as a comparison case 1), and Example 1, embodiment 2, comparative example 2 are (by 70% The C.I. Red-1 200 53: 1 of C.I. Red-1 200 45 and 30% mix), comparative example 3 is (by 69% C.I. disperse red 145, the disperse brown 19 of 27.5% C.I. Red-1 200 53: 1,3% and 0.5% disperse red 356 composition), by they and it is above-mentioned Disperse red dye mixture made from embodiment 1-15 carries out fastness ability test, and carries out the total color difference under different light sources and same The different spectrum test of color.
1, depth test method is as follows:
Using dyestuff C.I. Red 167 as standard, the dispersion suspension that concentration is 5g/L is configured to water.Examples 1 and 2 After intensity folding hundred (draw with after the dyeing of the dye liquor of C.I. Red 167 dye liquor same volume, make the Integ value of its cloth specimen with C.I. Integ value when Red 167 dyestuff 1% percentage of weight (cloth) dye level is of substantially equal) dye of the corresponding weight of title Material is configured to dye liquor, and C.I. Red 167 is drawn accordingly respectively with the 0.5% of cloth weight, 1%, 2%, 3%, 4%, 6% and 8% The dye liquor of volume, Examples 1 and 2 are identical as C.I. Red 167 volume aspirated, add water to 100mL, arrived with vinegar acid for adjusting pH value 4-5 is to get dye bath.It is separately added into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, with the heating rate of 2 DEG C/min from room temperature 130 DEG C are raised to, 30min is kept the temperature, 80 DEG C of samplings is cooled to, surveys cloth specimen Integ value after cooling 30min after drying under the conditions of 60 DEG C, The results are shown in Table 2:
Table 2
2, fastness ability test method is as follows:
1 gram of C.I. Red 167, comparative example 2, disperse dyes made from comparative example 3 and embodiment 1-15 are respectively taken, moisture is used It is not configured to the dispersion suspension that concentration is 1g/L.It is mark with C.I. Red 167 1% (percentage of cloth weight) dye level Standard, remaining comparative example and embodiment 1-15 intensity folding hundred after (i.e. with proper volume they dye after cloth specimen Integ value with C.I. Integ value when 1% dye level of Red 167 is of substantially equal) draw respective volume suspension, add water 80mL, use Vinegar acid for adjusting pH value is to 4-5 to get dye bath.It is separately added into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, with 2 DEG C/min's Heating rate is raised to 130 DEG C from room temperature, keeps the temperature 30min, is cooled to 80 DEG C of samplings.Using national standard GB/T3920-1997, GB/ T5718-1997, GB/T3921-1997 measurement, crock fastness, sublimation reliability, washing fastness test result such as table 3,4 institute of table Show.
Table 3
Table 4
3, total color difference and metamerism test
Table 5

Claims (4)

1. a kind of lesser C.I. Red 167 dyestuff substitute of metameric index, which is characterized in that the metamerism The lesser C.I. Red 167 dyestuff substitute of index is as dyestuff A, dyestuff B and at least one dyestuff C system as shown in (III) At the parts by weight of each component are that dyestuff A is 60-80, and dyestuff B is 20-40, and dyestuff C is 0.05-3;
Dyestuff A structural formula is such as shown in (I):
(I),
Dyestuff B structure formula is such as shown in (II):
(II),
Dyestuff C-structure formula is such as shown in (III):
(III),
R1For-Cl or Br.
2. the lesser C.I. Red 167 dyestuff substitute of metameric index according to claim 1, feature exist In the lesser C.I. Red 167 dyestuff substitute of metameric index is by dyestuff A, dyestuff B and at least one such as formula (III) dyestuff C is made, and the parts by weight of dyestuff A are 68-72, and the parts by weight of dyestuff B are 28-32, and the parts by weight of dyestuff C are 0.1-1。
3. a kind of lesser C.I. Red 167 dyestuff substitute of metameric index a kind of as claimed in claim 1 or 2 exists Application on polyester fiber.
4. a kind of application of the lesser C.I. Red 167 dyestuff substitute of metameric index according to claim 3, It is characterized in that, dispersive red dye system is made by the lesser C.I. Red 167 dyestuff substitute of metameric index and auxiliary agent The weight ratio of product, auxiliary agent and the lesser C.I. Red 167 dyestuff substitute of metameric index is 0.8~5:1, and described helps Agent is one or more of in Dispersant MF, dispersing agent NNO, dispersing agent C NF, sodium lignin sulfonate, anhydrous sodium sulphate.
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CN112063196B (en) * 2020-09-21 2021-09-10 浙江双冠染料有限公司 Red disperse dye composition

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101333343A (en) * 2008-07-30 2008-12-31 浙江闰土股份有限公司 A kind of red disperse dye composition of comprehensive high fastness series
CN101565558A (en) * 2009-05-05 2009-10-28 吴江市绿洲染料化工有限公司 Environment-friendly alkali-resistant disperse red dye mixture
CN103113759A (en) * 2013-02-28 2013-05-22 绍兴县精细化工有限公司 Red disperse dye composition, and preparation method and application thereof
CN107043554A (en) * 2016-08-31 2017-08-15 浙江龙盛集团股份有限公司 A kind of red disperse dyes composition and dye preparations

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101333343A (en) * 2008-07-30 2008-12-31 浙江闰土股份有限公司 A kind of red disperse dye composition of comprehensive high fastness series
CN101565558A (en) * 2009-05-05 2009-10-28 吴江市绿洲染料化工有限公司 Environment-friendly alkali-resistant disperse red dye mixture
CN103113759A (en) * 2013-02-28 2013-05-22 绍兴县精细化工有限公司 Red disperse dye composition, and preparation method and application thereof
CN107043554A (en) * 2016-08-31 2017-08-15 浙江龙盛集团股份有限公司 A kind of red disperse dyes composition and dye preparations

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