CN1343666A - Monochloro-sym-triazine derivative and its application - Google Patents
Monochloro-sym-triazine derivative and its application Download PDFInfo
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- CN1343666A CN1343666A CN 00124880 CN00124880A CN1343666A CN 1343666 A CN1343666 A CN 1343666A CN 00124880 CN00124880 CN 00124880 CN 00124880 A CN00124880 A CN 00124880A CN 1343666 A CN1343666 A CN 1343666A
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Abstract
A series of monochloro-sym-triazine derivatives is disclosed, which can be used as the dyeing aid of cationic dye for animal azalon such as wool. Its preparing process and application method are also disclosed.
Description
The present invention relates to a kind of animal protein fiber printing and dyeing and use a monochloro-sym-triazine derivative, it can be as the dyeing auxiliaries of animal protein fibres such as cationic dyestuff dyeing and finishing wool/silk.
At present, the dyeing of animal protein fibres such as wool/silk, the general matching stain (comprising general matching stain/weak acid dye/acidic complex dye) that adopts, neutral dye and acid mordant dye (consulting Chemicals handbook/dyestuff pigment dyestuff fascicle/dyestuffs industries Scientific And Technical Intelligence Center station compiles).General matching stain dyeing and finishing wool, light fastness is poor, and the wet treatment colour fastness is also bad; Weak acid dye dyeing and finishing wool fiber, fastness to washing is better, but the level dyeing poor performance, color and luster is also relatively poor.Acidic complex dye is that dye molecule and atoms metal complexing form, and this dyestuff needs dye metal ion (mostly Wei Chrome ion in strong acid solution) and the strong acid environmental pollution serious.Also all there are heavy metal (mostly Wei Chrome/cobalt in acid mordant dye and neutral dye in dyeing course) pollution problem is bigger to environmental hazard.
Cationic dyestuff is the dedicated dye of acrylic fiber, lovely luster, and chromatogram is complete, does not also have harmful metallic pollution problem.Before this, existing people propose with the technical scheme of cationic dyestuff dyeing and finishing animal protein fibre, such as wool (a kind of compound that is used to print and dye, CN1250829A).This invention has proposed with 2-chloro-4-(4 '-sodium sulfonate group phenylamino)-6-naphthylamino-1.3.5 triazine, or with 2-chloro-4-(4 '-sodium sulfonate group phenylamino)-6-naphthyloxy-1.3.5 triazine, does the method for cationic dyestuff auxiliary agent.But with the animal protein fibre of this method dyeing and finishing, dyeing and finishing quality is not good enough, and the dyeing firmness is bad, is not applied so far.
The purpose of this invention is to provide a kind of new compound as cationic dyestuff dyeing auxiliaries (CationicDyestuff Auxiliary is called for short CDA), it and cationic dyestuff cooperate, animal protein fibre such as dyeing and finishing wool/silk effectively, and have dyeing and finishing quality preferably.
The objective of the invention is by providing have general formula one monochloro-sym-triazine derivative of [1] to realize.
General formula [1]:
R
1: Cl
-, F
-R
2: 4-sulfo group-phenylamino and salt 3-sulfo group-phenylamino and salt thereof
R
3: (1) has the naphthalene derivatives of naphthylamino,
(2) have the naphthalene derivatives of naphthyloxy,
(3) have the benzene derivative of phenoxy group,
(4) have the benzene derivative of phenylamino,
(5) has the compound of amino or hydroxyl.
In the compound of above-mentioned general formula [1] expression, cationic dyestuff dyeing auxiliaries-a monochloro-sym-triazine derivative provided by the invention is following (1)～(10) compound and sodium salt thereof:
(1) the following compound of structural formula:
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(3 '-sulfo group-1-naphthylamino)-1.3.5 triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(4 '-sulfo group-1 '-naphthylamino)-1.3.5 triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(5 '-sulfo group-1 '-naphthylamino)-1.3.5 triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(7 '-sulfo group-1 '-naphthylamino)-1.3.5 triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(8 '-sulfo group-1 '-naphthylamino)-1.3.5 triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(1 '-sulfo group-2 '-naphthylamino)-1.3.5 triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(4 ' .8 '-disulfo-2 '-naphthylamino)-following compound of 1.3.5 triazine (2) structural formula:
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(4 '-sulfo group-1 '-naphthyloxy)-1.3.5 triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(5 '-sulfo group-1 '-naphthyloxy)-1.3.5 triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(6 '-sulfo group-2 '-naphthyloxy)-1.3.5 triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(3 ' .6 '-disulfo-2 '-naphthyloxy)-1.3.5 triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(6 ' .8 '-disulfo-2 '-naphthyloxy)-following compound of 1.3.5 triazine (3) structural formula:
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(2 '-formyloxy-1 '-naphthyloxy)-1.3.5-triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(3 '-formyloxy-2 '-naphthyloxy)-following compound of 1.3.5-triazine (4) structural formula:
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(1 '-formyloxy-2 '-phenoxy group)-1.3.5-triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(1 '-formyloxy-5 '-sulfo group-2 '-phenoxy group)-1.3.5-triazine
2-chloro-4-(4 '-sulfo group phenylamino)-6-(the phenoxy group)-following compound of 1.3.5-triazine (5) structural formula:
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(4 '-hydroxyl-phenoxy group)-1.3.5-triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(3 '-hydroxyl-phenoxy group)-1.3.5-triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(3 '-hydroxyl-6 '-chloro-phenoxy group)-following compound of 1.3.5-triazine (6) structural formula:
2-chloro-4-(4 "-the aniline sulfonic acid base)-6-(2 '-nitro-phenoxy group)-following compound of 1.3.5-triazine (7) structural formula:
2-chloro-4-(4 '-sulfo group phenylamino)-6-(anilino)-1.3.5-triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(3 '-amino-phenylamino)-1.3.5-triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(3 '-amino-4 '-sulfo group phenylamino)-1.3.5-triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(4 '-amino-phenylamino)-1.3.5-triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(2 '-sulfo group-phenylamino)-1.3.5-triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(4 '-sulfo group-phenylamino)-1.3.5-triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(2 ' .5 '-disulfo-phenylamino)-1.3.5-triazine
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(2 '-sulfo group-5 '-amino-phenylamino)-following compound of 1.3.5-three (8) structural formulas:
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(4 '-hydroxyl-3 '-amino-phenylamino)-following compound of 1.3.5-triazine (9) structural formula:
2-chloro-4-(4 "-the sulfo group phenylamino)-6-(4 '-hydroxyl-3 '-methyl-phenylamino)-following compound of 1.3.5-triazine (10):
2-chloro-4-(4 '-sulfo group phenylamino)-6-dicyan amino-1.3.5-triazine
2-chloro-4-(4 '-sulfo group phenylamino)-6-urea groups-1.3.5-triazine
2-chloro-4-(4 '-sulfo group phenylamino)-6-alcohol amido-1.3.5-triazine
2-chloro-4-(4 '-sulfo group phenylamino)-6-ethylene glycol-1.3.5-triazine
Has in compound (1)～(10) of general formula [1] { Cl
-Element also can be substituted the new compound that the back forms by { fluorine } element substitution, also is scope provided by the invention.
Have in compound (1)～(10) of general formula [1], { 4-sulfo group phenylamino } also can be substituted by { 3-sulfo group phenylamino }, substitutes the new compound that the back forms, and also is scope provided by the invention.
The compounds process for production thereof of above-mentioned general formula [1] can be explained by Production Flow Chart as shown in drawings, wherein:
1. condensation reaction [1] 1-1. cyanuric chloride 1-2. material R
2
2. condensation reaction [2] 2-1. intermediate product 2-2. 3 material R
3
3. products C DA
In reactor, add cyanuric chloride (1-1) and material R
2(1-2), carry out condensation reaction (1); At 0～26 ℃, under the condition of normal pressure, catalyzer (sodium hydroxide solution) is slowly added in the reactive system, pH is controlled at 4～7.React and obtain intermediate product (2-1) after 160～240 minutes, add the third material R to system again
3(2-2), begin to carry out condensation reaction (2).At this moment, temperature of reaction is controlled at 28～60 ℃, system pH=6～8.Reaction continues to finish after 100～300 minutes, obtains products C DA (3).In the reaction process, the mol ratio of various materials is: [cyanuric chloride]/[R
2]/[R]
3=1.0/ (0.5～1.5)/(0.8～1.2).
Cationic dyestuff adds dyeing auxiliaries CDA dyeing and finishing animal protein fibre, such as wool, and technology is easy, and operational condition is controlled easily.To put into dye vat with the pollutant that detergent was handled earlier, and again dyeing auxiliaries/dyestuff be dissolved in proportion and add in the dye vat pH value of solution=4～6, bath raio (pollutant/dye liquor)=1/30～1/50; The dye liquor heat-up rate should be controlled at 0.5～1.5 ℃/minute, in the dyeing and finishing process, should constantly stir pollutant (or make dye liquor constantly flow), and temperature rises to 98 degree when above, constant temperature 30～40 minutes; Then dye liquor is discharged from dye vat, rinse out the loose colour on the pollutant, again pollutant is dried with warm water (30～50 ℃).In dyeing course, need not add mordant, other auxiliary agents such as dispersion agent.The add-on of dyeing auxiliaries CDA is 0.50～8.00% (Accounting pollutant weight percent).Dyeing auxiliaries CDA add-on and dye level size are proportional; Dye level is big, and dyeing auxiliaries CDA add-on is big, and dye level is little, and dyeing auxiliaries CDA add-on is also little:
| Dye level | ??0.25 | ?0.50 | ?1.00 | ?1.50 | ?2.00 |
| The CDA add-on | ??0.50～1.00 | ?1.00～2.00 | ?1.50～4.00 | ?2.50～6.00 | ?4.00～8.00 |
Animal protein fibres such as cationic dyestuff dyeing and finishing wool/silk, lovely luster, dyeing and finishing quality can reach the quality standard of country's promulgation fully.
Animal protein fibres such as cationic dyestuff dyeing and finishing wool/silk, the degree of fixation of dyestuff be generally at 60-90%, and the dyeing and finishing raffinate can recycle 3-4 time, has reduced sewage load effectively, helps the improvement of environment.
CDA preparation method and methods for using them is illustrated by embodiment.
Embodiment 1:CDA preparation
Get cyanuric chloride 39 grams, Sodium sulfanilate 49 grams, 6 ℃ of cold water of 540ml together join and start stirring in the reactor, slowly add catalyst n aOH solution (20% concentration) 50ml, reaction pressure is a normal pressure, 6～18 ℃ of temperature of reaction, the solution pH value keeps about 6, reacted 270 minutes, and again 6-sulfo group-beta naphthal 49.8g was dissolved in the 100ml water, add in the reactive system then, carry out second condensation reaction, 40～50 ℃ of temperature of reaction, pressure are normal pressure, slowly add NaOH solution, pH value keeps 7～8, reacted 4.5 hours, and obtained product-2-chloro-4-(4 "-sulfonic benzo amino)-6-(6 '-sulfonic group naphthyloxy)-1.3.5 triazine slip 780ml at last, every liter contains effective material 157.4g/l.
Embodiment 2:CDA preparation
Get cyanuric chloride 19.5 grams, Sodium sulfanilate 24.5 grams, 4 ℃ of cold water of 300ml together add in the reactor, start stirring, slowly add catalyst n aOH solution (20% concentration) 30ml, the solution pH value keeps 3～6,4～18 ℃ of temperature of reaction, normal pressure reacted 250 minutes down, so far finished first reaction.
The 5-sulfosalicylic acid of 23.5g is added reactive system, temperature is controlled at 16～50 ℃, normal pressure, slowly add NaOH solution, pH value finally is controlled at 7～8, reacted 5 hours, and finally obtained 2-chloro-4-(4 "-sulfonic benzo amino)-6-(1 '-formyloxy-5 '-sulfonic group-2 '-phenoxy group)-1.3.5 triazine slip 439g.CDA working substance content is 14% (weight).
Embodiment 3:CDA preparation
Get cyanuric chloride 34.5 grams, Sodium sulfanilate 43.3 grams, 7 ℃ of deionized waters of 250ml add in the reactor, start stirring, slowly add NaOH solution (20% concentration) 45ml, at normal pressure, 4～12 ℃ of temperature of reaction, reaction is 5 hours under PH=3～6 conditions.Add 3.6-disulfo-beta naphthal emulsion 100ml to system again, contain 3.6-disulfo-beta naphthal 41.8g in the liquid.Slowly add NaOH solution,, under PH=3～8 conditions, react and obtained about 576 grams of 2-chloro-4-(4 "-sulfonic benzo amino)-6-(3 ' .6 '-disulfonic acid base-2-naphthyloxy)-1.3.5 triazine slurry in 3～5 hours 30～55 ℃ of normal pressure, temperature of reaction.Slip contains effective component 18.4% (weight).
Embodiment 4:CDA preparation
Get cyanuric chloride 19.5 grams, Sodium sulfanilate 24.5 grams, 24 ℃ of water of 300ml together add in the reactor, start stirring, slowly add catalyst n aOH solution (20% concentration) 30ml, the solution pH value keeps 3～6,24～28 ℃ of temperature of reaction, normal pressure reacted 250 minutes down, so far finished first reaction.
The m-sulfanilic acid sodium of 23.5g is added reactive system, temperature is controlled at 16～50 ℃, normal pressure, slowly add NaOH solution, pH value finally is controlled at 7～8, reacted 5 hours, and finally obtained 2-chloro-4-(4 "-sulfonic benzo amino)-6-(3 '-sulfonic benzo amino)-1.3.5 triazine slip 436g.CDA working substance content is 13.4% (weight).
Embodiment 5:CDA preparation
Get cyanuric chloride 36.4 grams, Sodium sulfanilate 45.5 grams, 14 ℃ of water of 400ml together add in the reactor, start stirring, slowly add catalyst n aOH solution (20% concentration) 40ml, the solution pH value keeps 3～6,14～18 ℃ of temperature of reaction, normal pressure reacted 250 minutes down, so far finished first reaction.
The cynoguanidine of 16.5g is added reactive system, and temperature is controlled at 36～50 ℃, normal pressure, slowly add NaOH solution 35ml, pH value finally is controlled at 7～8, reacts 5 hours, finally obtains 2-chloro-4-(4 "-sulfonic benzo amino)-6-(dicyan amino)-1.3.5 triazine slip 585g.CDA working substance content is 14.4% (weight).
Embodiment 6: use CDA and carry out the dyeing of wool knitting wool
6-1. wool knitting wool green colouring
With cationic yellow 7GL 9mg, the emerald green blue GB 9mg of positively charged ion, the CDA 80mg of embodiment 1 preparation is dissolved in the dye vat, and adding water, to make the solution total amount be 150ml, and adjust solution PH to 4.5 with acetic acid.With wool knitting wool 3 grams, handle to remove lanolin with detergent, put into dye vat then, heat up from normal temperature, 1 ℃/minute of heat-up rate rises to 96 ℃ of constant temperature 40 minutes.Knitting wool is taken out from dye vat, and rinse out loose colour, dry at last, dry with warm water (30～40 ℃).The qualitative data of measuring is listed in table 1.
6-2. wool knitting wool dyes purple
With Cationic Red 2GL 21mg, the gorgeous blue RL 6mg of positively charged ion, the CDA 90mg of embodiment 2 preparations is dissolved in the dye vat, adds water and adjusts PH=5, and making the solution total amount is 150ml.To put into dye vat with the knitting wool 3g that detergent was handled, slowly heat up from room temperature, heat-up rate 0.5～1.0 degree/minute, rise to 98 ℃ of constant temperature 40 minutes, then cooling; In dyeing course, constantly stir pollutant.Take out pollutant, fall loose colour, oven dry with warm water washing.Quality index sees Table 1.
6-3 wool knitting wool dyes the shallow colour of camel's hair
Get cationic yellow 7GL 2.1mg, Cationic Red 2GL 1.8mg, the gorgeous blue RL 0.45mg of positively charged ion, the CDA 60mg of embodiment 3 preparations is dissolved in the dye vat, adds water and adjusts PH=5.0, and the dye liquor total amount is 150ml.Add the wool knitting yarn of handling through detergent 3 and restrain in dye vat, constantly stir pollutant and slowly intensification, 0.5～1 ℃/minute of heat-up rate rose to 100 ℃, constant temperature 40 minutes, lowered the temperature then.Take out knitting wool and fall loose colour, oven dry with warm water washing.Dyeing quality sees Table 1.
Embodiment 7: use CDA and carry out silk dyeing
The 7-1 silk dyes red-purple
Get positively charged ion purple 3R 40mg, the CDA 120mg of embodiment 4 preparations, be dissolved in the dye vat, add water and adjust PH=4.7 with acetic acid, the dye liquor overall control is at 200ml, the silk 4g that will handle with detergent, put into dye vat, constantly stir pollutant, slowly heat up from room temperature, 0.5～1.5 ℃/minute of heat-up rate, constant temperature is 50 minutes when being warming up to 100 ℃.Take out pollutant and fall loose colour, dry, dry with warm water washing.Dyeing quality sees Table 2.
7-2 silk yellow colouration
Get the yellow 4GL 40mg of cationic fluorescent, the CDA 120mg of embodiment 5 preparations, be dissolved in the dye vat, add water and adjust PH=4.9 with acetic acid, the dye liquor overall control is at 200ml, the silk 4g that will handle with detergent, put into dye vat, constantly stir pollutant, slowly heat up from room temperature, 0.5～1.5 ℃/minute of heat-up rate, constant temperature is 50 minutes when being warming up to 100 ℃.Take out pollutant and fall loose colour, dry, dry with warm water washing.Dyeing quality sees Table 2.
The CDA preparation is only lifted above several examples with application, and the preparation of other tens of kinds of CDA and application and the foregoing description are basic identical.
The woolen dyed quality of table 1
| Project | Test method GB5173 | Unit | Textile industry acceptable end product standard | Embodiment 6-1 dyeing quality | Embodiment 6-2 dyeing quality | Embodiment 6-3 dyeing quality | |
| Water-fast washing | Fade | GB5713 | Level | Be not less than 3 | ?4 | ?4 | ?4 |
| Cotton staining | GB5713 | Level | Be not less than 2-3 | ?4 | ?3-4 | ?3-4 | |
| Hair staining | GB5713 | Level | Be not less than 2-3 | ?3-4 | ?4 | ?4 | |
| Anti-soaping | Fade | GB3921 | Level | Be not less than 3 | ?3-4 | ?3-4 | ?3 |
| Cotton staining | GB3921 | Level | Be not less than 3 | ?4 | ?4 | ?3-4 | |
| Hair staining | GB3921 | Level | Be not less than 3 | ?3-4 | ?3 | ?3-4 | |
| Perspiration resistance | Fade | GB3922 | Level | Be not less than 2-3 | ?4 | ?4 | ?3-4 |
| Cotton staining | GB3922 | Level | Be not less than 2 | ?3-4 | ?3 | ?3 | |
| Hair staining | GB3922 | Level | Be not less than 2 | ?3 | ?3-4 | ?3 | |
| Wear-resisting | Dry friction | GB3920 | Level | Be not less than 3 | ?3-4 | ?3-4 | ?4 |
| Wet-milling is wiped | GB3920 | Level | Be not less than 2-3 | ?4-5 | ?4 | ?4-5 | |
| Exposure to Sunlight | (xenon lamp) | GB8427 | Level | Be not less than 2-3 | ?3-4 | ?3 | ?3 |
Table 2 silk dyeing quality
| Project | Test method GB5173 | Unit | Textile industry acceptable end product standard | Embodiment 7-1 dyeing quality | Embodiment 7-2 dyeing quality | ||
| Water-fast washing | Fade | GB5713 | Level | Be not less than 3 | ?4 | ?4 | |
| Cotton staining | GB5713 | Level | Be not less than 2-3 | ?3 | ?4 | ||
| Hair staining | GB5713 | Level | Be not less than 2-3 | ?3-4 | ?4 | ||
| Anti-soaping | Fade | GB3921 | Level | Be not less than 3 | ?3 | ?3 | |
| Cotton staining | GB3921 | Level | Be not less than 3 | ?3-4 | ?4-5 | ||
| Hair staining | GB3921 | Level | Be not less than 3 | ?4 | ?4-5 | ||
| Perspiration resistance | Fade | GB3922 | Level | Be not less than 2-3 | ?4-5 | ?4 | |
| Cotton staining | GB3922 | Level | Be not less than 2 | ?3 | ?4 | ||
| Hair staining | GB3922 | Level | Be not less than 2 | ?3-4 | ?4 | ||
| Wear-resisting | Dry friction | GB3920 | Level | Be not less than 3 | ?4-5 | ?4-5 | |
| Wet-milling is wiped | GB3920 | Level | Be not less than 2-3 | ?4 | ?4 | ||
| Exposure to Sunlight | (xenon lamp) | GB8427 | Level | Be not less than 2-3 | ?3 | ?4 | |
Claims (3)
1. as a monochloro-sym-triazine derivative of general formula [1]:
Wherein, R
1: Cl
-/ F
-,
R
2: 4-sulfo group-phenylamino and salt thereof/3-sulfo group-phenylamino and salt thereof,
R
3: have the benzene derivative of the benzene derivative of the naphthalene derivatives of the naphthalene derivatives of naphthylamino/have naphthyloxy/have phenoxy group/have phenylamino/the have compound of amino or hydroxyl;
In the compound of above-mentioned general formula [1] expression, cationic dyestuff dyeing auxiliaries provided by the invention---one monochloro-sym-triazine derivative is following compound and sodium salt thereof: (1) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(3 '-sulfo group-1 '-naphthylamino)-1.3.5 triazine; (2) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(4 '-sulfo group-1 '-naphthylamino)-1.3.5 triazine, (3) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(5 '-sulfo group-1 '-naphthylamino)-1.3.5 triazine; (4) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(7 '-sulfo group-1 ' naphthylamino)-1.3.5 triazine, (5) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(8 '-sulfo group-1 '-naphthylamino)-1.3.5 triazine; (6) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(1 '-sulfo group-2 '-naphthylamino)-1.3.5 triazine, (7) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(4 ' .8 '-disulfo-2 '-naphthylamino)-1.3.5 triazine; (8) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(4 '-sulfo group-1 '-naphthyloxy)-1.3.5 triazine, (9) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(5 '-sulfo group-1 '-naphthyloxy)-1.3.5 triazine; (10) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(6 '-sulfo group-2 '-naphthyloxy)-1.3.5 triazine, (11) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(3 ' .6 '-disulfo-2 '-naphthyloxy)-1.3.5 triazine; (12) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(6 ' .8 '-disulfo-2 '-naphthyloxy)-1.3.5 triazine, (13) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(2 '-formyloxy-1 '-naphthyloxy)-1.3.5-triazine; (14) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(3 '-formyloxy-2 '-naphthyloxy)-1.3.5-triazine, (15) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(1 '-formyloxy-2 '-phenoxy group)-1.3.5-triazine; (16) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(1 '-formyloxy-5 '-sulfo group-2 '-phenoxy group)-1.3.5-triazine, (17) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(phenoxy group)-1.3.5-triazine; (18) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(4 '-hydroxyl-phenoxy group)-1.3.5-triazine, (19) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(3 '-hydroxyl-phenoxy group)-1.3.5-triazine; (20) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(3 '-hydroxyl-6 '-chloro-phenoxy group)-1.3.5-triazine, (21) 2-chloro-4-(4 "-aniline sulfonic acid base)-6-(2 '-nitro-phenoxy group)-1.3.5-triazine; (22) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(anilino)-1.3.5-triazine, (23) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(3 '-amino-phenylamino)-1.3.5-triazine; (24) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(3 '-amino-4 '-sulfo group phenylamino)-1.3.5-triazine, (25) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(4 '-amino-phenylamino)-1.3.5-triazine; (26) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(2 '-sulfo group-phenylamino)-1.3.5-triazine, (27) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(4 '-sulfo group-phenylamino)-1.3.5-triazine; (28) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(2 ' .5 '-disulfo-phenylamino)-1.3.5-triazine, (29) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(2 '-sulfo group, 5 ' amino-phenylamino)-1.3.5-three; (30) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(4 '-hydroxyl-3 '-amino-phenylamino)-1.3.5-triazine, (31) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(4 '-hydroxyl-3 '-methyl-phenylamino)-1.3.5-triazine; (32) 2-chloro-4-(4 '-sulfo group phenylamino)-6-dicyan amino-1.3.5-triazine, (33) 2-chloro-4-(4 '-sulfo group phenylamino)-6-urea groups-1.3.5-triazine, (34) 2-chloro-4-(4 '-sulfo group phenylamino)-6-alcohol amido-1.3.5-triazine; (35) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(3 '-sulfo group-1 '-naphthylamino)-1.3.5 triazine, (36) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(4 '-sulfo group-1 '-naphthylamino)-1.3.5 triazine, (37) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(5 '-sulfo group-1 '-naphthylamino)-1.3.5 triazine, (38) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(7 '-sulfo group-1 ' naphthylamino)-1.3.5 triazine; (39) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(8 '-sulfo group-1 '-naphthylamino)-1.3.5 triazine, (40) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(1 '-sulfo group-2 '-naphthylamino)-1.3.5 triazine, (41) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(4 ' .8 '-disulfo-2 '-naphthylamino)-1.3.5 triazine, (42) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(4 '-sulfo group-1 '-naphthyloxy)-1.3.5 triazine; (43) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(5 '-sulfo group-1 '-naphthyloxy)-1.3.5 triazine, (44) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(6 '-sulfo group-2 '-naphthyloxy)-1.3.5 triazine, (45) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(3 ' .6 '-disulfo-2 '-naphthyloxy)-1.3.5 triazine, (46) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(6 ' .8 '-disulfo-2 '-naphthyloxy)-1.3.5 triazine; (47) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(2 '-formyloxy-1 '-naphthyloxy)-1.3.5-triazine, (48) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(3 '-formyloxy-2 '-naphthyloxy)-1.3.5-triazine, (49) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(1 '-formyloxy-2 '-phenoxy group)-1.3.5-triazine, (50) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(1 '-formyloxy-5 '-sulfo group-2 '-phenoxy group)-1.3.5-triazine; (51) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(phenoxy group)-1.3.5-triazine, (52) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(4 '-hydroxyl-phenoxy group)-1.3.5-triazine, (53) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(3 '-hydroxyl-phenoxy group)-1.3.5-triazine, (54) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(3 '-hydroxyl-6 '-chloro-phenoxy group)-1.3.5-triazine; (55) 2-chloro-4-(3 "-aniline sulfonic acid base)-6-(2 '-nitro-phenoxy group)-1.3.5-triazine, (56) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(anilino)-1.3.5-triazine, (57) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(3 '-amino-phenylamino)-1.3.5-triazine, (58) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(3 '-amino-4 '-sulfo group phenylamino)-1.3.5-triazine; (59) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(4 '-amino-phenylamino)-1.3.5-triazine, (60) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(2 '-sulfo group-phenylamino)-1.3.5-triazine, (61) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(4 '-sulfo group-phenylamino)-1.3.5-triazine, (62) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(2 ' .5 '-disulfo-phenylamino)-1.3.5-triazine; (63) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(2 '-sulfo group-5 ' amino-phenylamino)-1.3.5-triazine, (64) 2-chloro-4-(3 "-sulfo group phenylamino)-6-(4 '-hydroxyl-3 '-amino-phenylamino)-1.3.5-triazine, (65) 2-chloro-4-(3 "-the sulfo group phenylamino)-6-(4 '-hydroxyl-3 '-methyl-phenylamino)-1.3.5-triazine, (66) 2-chloro-4-(3 '-sulfo group phenylamino)-6-dicyan amino-1.3.5-triazine, (67) 2-chloro-4-(3 '-sulfo group phenylamino)-6-urea groups-1.3.5-triazine, (68) 2-chloro-4-(3 '-sulfo group phenylamino)-6-alcohol amido-1.3.5-triazine.
2. a monochloro-sym-triazine derivative as claimed in claim 1, its characteristic be, in the general formula [1], and R
1Be chlorine element, R
2Be 4-sodium sulfonate group phenylamino, R
3Be 2-naphthyloxy sulfonated bodies/or 2-naphthylamino sulfonated bodies and sodium salt thereof, i.e. following compound and the sodium salt thereof that forms thus: (1)) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(6 '-sulfo group-2 '-naphthyloxy)-1.3.5 triazine; (2) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(3 ' .6 '-disulfo-2 '-naphthyloxy)-1.3.5 triazine, (3) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(6 ' .8 '-disulfo-2 '-naphthyloxy)-1.3.5 triazine; (4) 2-chloro-4-(4 "-sulfo group phenylamino)-6-(4 ' .8 '-disulfo-2 '-naphthylamino)-1.3.5 triazine, (5) 2-chloro-4-(4 "-the sulfo group phenylamino)-6-(1 '-sulfo group-2 '-naphthylamino)-1.3.5 triazine.
3. dyeing process with cationic dyestuff dyeing and finishing animal protein fibre, such as wool, it is characterized in that with a monochloro-sym-triazine derivative be the cationic dyestuff dyeing auxiliaries, the add-on of one monochloro-sym-triazine derivative, increase with dye level, generally in the 0.50-8.0 scope, dyeing requires pH=4.0-6.0, and heat-up rate is 0.50-1.50 degree/minute (Celsius), and constant temperature is 30-50 minute when being warmed up to 96-100 and spending.
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| CN1318687C (en) * | 2004-07-02 | 2007-05-30 | 苏州市东吴染料有限公司 | Dyeing method of cationic dyes for wool |
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| CN1318687C (en) * | 2004-07-02 | 2007-05-30 | 苏州市东吴染料有限公司 | Dyeing method of cationic dyes for wool |
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