CN102115614B - Navy blue reactive dye composite and dyeing application thereof to fiber - Google Patents

Navy blue reactive dye composite and dyeing application thereof to fiber Download PDF

Info

Publication number
CN102115614B
CN102115614B CN 200910247504 CN200910247504A CN102115614B CN 102115614 B CN102115614 B CN 102115614B CN 200910247504 CN200910247504 CN 200910247504 CN 200910247504 A CN200910247504 A CN 200910247504A CN 102115614 B CN102115614 B CN 102115614B
Authority
CN
China
Prior art keywords
dyestuff
general formula
group
dye composition
navy blue
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.)
Active
Application number
CN 200910247504
Other languages
Chinese (zh)
Other versions
CN102115614A (en
Inventor
谢兵
曾建平
顾喆栋
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shanghai Argus Textile Chemical Co., Ltd.
Original Assignee
SHANGHAI ARGUS FINE CHEMICAL CO Ltd
SHANGHAI ARGUS TEXTILE CHEMICAL CO Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by SHANGHAI ARGUS FINE CHEMICAL CO Ltd, SHANGHAI ARGUS TEXTILE CHEMICAL CO Ltd filed Critical SHANGHAI ARGUS FINE CHEMICAL CO Ltd
Priority to CN 200910247504 priority Critical patent/CN102115614B/en
Publication of CN102115614A publication Critical patent/CN102115614A/en
Application granted granted Critical
Publication of CN102115614B publication Critical patent/CN102115614B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Landscapes

  • Coloring (AREA)

Abstract

The invention provides a navy blue reactive dye composite and the dyeing application thereof to fiber materials. The dye composite comprises one or more dye compounds selectively represented by a general formula (1) as follows and one or more dye compounds selectively represented by a general formula (2) as follows. The navy blue reactive dye composite provided by the invention has excellent dyeing performance, various dyeing fastness, and excellent compatibility when used with other common red and yellow reactive dyes for dyeing. Substituents in the general formula (1) and the general formula (2) are shown in the specification.

Description

Navy blue reactive dye composition and the tint applications on fiber thereof
Technical field
The present invention relates to a kind of reactive dye compositions and in the tint applications of filamentary material, particularly relate to navy blue reactive dye composition and the tint applications on filamentary material thereof.
Background technology
Blue active dye shown in the general formula of the present invention (1) is a kind of first of copper-containing metal Class (Formazan) dyestuff.The 80s and 90s in last century, each major company delivers relevant patent, announces its molecular structure and synthetic method.
These patents are,
US 4,336,190
US 4,754,023
US 5,936,072
US 4,255,325
Blue active dye shown in the general formula (1) is with its excellent light fastness and the extremely concern of dyestuff circle of sweat proof light fastness.But should be noted that the blue active dye shown in this class general formula (1) has many defectives, has a strong impact on and limit its widespread use.For example, this class reactive dyestuffs solubleness is not high, its level-dyeing property, and the application performances such as enhancing and degree of fixation are not ideal enough.
In recent years, each major company of the world conducts extensive research new navy blue reactive dye composition or the mixture of the composition of blue active dye shown in the above-mentioned general formula (1).The patent of delivering thus, for example:
US 5,704,951(1998)(Hoechst)
US 5,779,739(1998)(Hoechst)
CN 1751103 (2006) (Japanese chemical drug)
CN 1934195 (2007) (Huntsman Advanced Materials Sw)
US 5,563,248(1996)(Hoechst Celenese)
US 6,143,039(2000)(Dystar)
CN 1297610(2007)(Dystar)
JP2001-214088 (Sumitomo)
US 2008/0196178 (Jorg Diekmann etc.)
WO 2005/090485(Cioa Speciality Chemicals)
Other combination dyestuff that above-mentioned patent is announced is respectively anthraquinone type, triphendioxazine type, azo-type and first
Figure G2009102475042D00021
The type reactive dyestuffs.
Yet it is not high still to solve unsatisfactorily above-mentioned colorant dissolubility in the above-mentioned patent, its level-dyeing property, the dissatisfactory problem of the application performances such as enhancing and degree of fixation.Therefore, all remain further to be improved and improved reactive dyestuffs product in the urgent need to a kind of comprehensive tint applications performance of this dyestuff and fastness of making.
Summary of the invention
The inventor is by experimental study, one or more dark blue reactive dyes that are surprised to find general formula (1) expression and the dye composite that one or more dark blue reactive dyes that general formula (2) represents form have very excellent dyeing behavior and every fastness.
What be worth proposition is, this navy blue reactive dye composition is compared with its composition dyestuff, not only keeps the part fastness of the original excellence of dyestuff shown in the general formula (1), and significantly improves its degree of fixation, enhancing and consistency, thus its Application Areas effectively expanded.
Navy blue reactive dye composition provided by the invention comprise that certain proportion mixes one or more be selected from below shown in the dye composition of general formula (1) expression and one or more be selected from below shown in the dye composition of general formula (2) expression:
General formula (1)
In the formula:
R 1For H ,-Cl, C 1-C 4Alkoxyl group is such as-OCH 3, C 1-C 4Alkyl is such as-CH 3, or-SO 3M;
Y 1For-CH 2CH 2OSO 3M or-CH=CH 2
M is H, Na, K or NH 4Group;
P is 0,1 or 2;
M is 0 or 1;
T is 0 or 1;
General formula (2)
In the formula:
T is-NHCOQ or-SO 2Y 2
Q is-CHXCH 2X or-CX=CH 2
Hal is Cl or Br;
Y 2For-CH 2CH 2OSO 3M and-CH=CH 2
M is H, Na, K or NH 4Group;
R 2And R 3Be H, halogen, C independently respectively 1-C 4Alkyl, C 1-C 4Alkoxyl group or sulfonic group;
R 4Be sulfonic group;
N is 0,1 or 2.
The present invention also provides above-mentioned navy blue reactive dye composition in cotton, the application that dyeability ofwool fabric is tattooed the face.
Navy blue reactive dye composition provided by the invention has excellent dyeing behavior and every dyefastness, and commonly used red with other, the consistency of the excellence that Yellow active dye dyes altogether.
Specific implementation method
Comprise the dye composition of one or more general formulas (1) expression and the dye composition of one or more general formulas (2) expression in the dye composite of the present invention, also can be formed by the dye composition of one or more general formulas (1) expression and the dye composition of one or more general formulas (2) expression.
In dye composite of the present invention, the dye composition of general formula (1) expression (being called for short dyestuff I) is 90~10: 10~90 with the weight ratio of the dye composition (being called for short dyestuff II) of general formula (2) expression, be preferably 80~20: 20~80, more preferably 70~30: 30~70, most preferably be 60~40: 40~60.
One preferred embodiment in, general formula (1) left side-SO 3The M group when p=1, is positioned on the benzene nucleus-contraposition or a position of COO group; When p=2, be positioned on the benzene nucleus-ortho position or the contraposition of COO group.The middle right side of general formula (1)-SO 3The M group when m=1, is positioned on the benzene nucleus-ortho position or the contraposition of O-group.
Another preferred embodiment in, general formula (1) right side-SO 2Y 1Group is positioned on the benzene nucleus-contraposition or a position of O-group.General formula (1) R 1Group when t=1, is positioned on the benzene nucleus
Figure G2009102475042D00041
Position or contraposition between group.
One preferred embodiment in, the T group of general formula (2) is positioned on the benzene nucleus-contraposition or a position of N=N-group; R 2Group and R 3Group is separately located in respectively on the benzene nucleus-ortho position, a position or the contraposition of N=N-group.
Another preferred embodiment in, the R of general formula (2) 4Group is positioned on the benzene nucleus-ortho position, a position or the contraposition of N=N-group; The NHCOQ group of general formula (2) is positioned on the benzene nucleus-ortho position, a position or the contraposition of N=N-group.
In general formula (1) and the general formula (2), p is preferably 0 or 1; M is preferably 1; N is preferably 0 or 1; T is preferably 1; M is preferably Na or K.
In this application, C 1-C 4Alkyl represents to contain the alkyl of 1-4 carbon atom, such as methyl, ethyl, n-propyl, sec.-propyl, normal-butyl, sec-butyl or the tertiary butyl.C 1-C 4Alkoxyl group represents to contain the alkoxyl group of 1-4 carbon atom, such as methoxyl group, oxyethyl group, positive propoxy, isopropoxy, n-butoxy, sec-butoxy or tert.-butoxy.Halogen represents fluorine, chlorine, bromine and iodine, preferably chlorine or bromine.
Among the present invention, the dye composition of general formula (1) expression for example comprises following example:
Figure G2009102475042D00042
Dyestuff I-1
Figure G2009102475042D00051
Dyestuff I-2
Figure G2009102475042D00052
Dyestuff I-3
Figure G2009102475042D00053
Dyestuff I-4
Figure G2009102475042D00061
Dyestuff I-5 and
Figure G2009102475042D00062
Dyestuff I-6
Among the present invention, the dye composition of general formula (2) expression for example comprises following example:
Dyestuff II-1
Figure G2009102475042D00064
Dyestuff II-2
Figure G2009102475042D00071
Dyestuff II-3
Dyestuff II-4
Dyestuff II-5
Figure G2009102475042D00074
Dyestuff II-6
Figure G2009102475042D00075
Dyestuff II-7 or
Figure G2009102475042D00076
Dyestuff II-8.
The reactive dyestuffs of general formula (1) and general formula (2) expression are the known dye compound.
Structure and the synthetic method of the reactive dyestuffs of general formula (1) expression, see following patent:
US 4,336,190(1982)(Hoechst)
US 6,143,039(2000)(Dystar)
Structure and the synthetic method of the reactive dyestuffs of general formula (2) expression, see following patent:
US 6537332(2003)(Ciba Speciality Chemicals Corp.)
US 5,849,887(1998)(Ciba Speciality Chemicals Corp.)
CN 101215427 (2008) (Tianjin De Kai company)
CN 10148133 (2009) (Tianjin De Kai company)
CN 101481530 (2009) (Tianjin De Kai company)
The full content of above-mentioned document is referred among the present invention.
Navy blue reactive dye composition of the present invention also can contain the dye additive of various conventional uses in dyeing and dye formulations, and its consumption can be selected according to actual needs, and there is no particular limitation, generally is no more than 20 % by weight.For example, electrolyte salt, such as sodium sulfate or Repone K, content 0~10 % by weight, preferred 2~6 % by weight; PH adjusting agent, such as SODIUM PHOSPHATE, MONOBASIC or Sodium phosphate dibasic, content 0~5 % by weight, preferred 0.5~2.5 % by weight, dust-proofing agent 0~10 % by weight, preferred 0.1~2 % by weight; Solubility promoter 1~15 % by weight, preferred 0.1~3 % by weight.The present composition also can be basically by general formula (1) dyestuff of above-mentioned weight ratio with general formula (2) dyestuff forms or be comprised of general formula (1) dyestuff and general formula (2) dyestuff of above-mentioned weight ratio.
The preparation method of navy blue reactive dye composition of the present invention comprises above-mentioned general formula (1) dyestuff and general formula (2) dyestuff weight ratio is in accordance with regulations mixed.Mix available various ordinary method, such as the mechanically mixing method.During mixing, general formula (1) dyestuff and general formula (2) dyestuff can powder types, or with particle form, or exist with aqueous solution form.For example, mixing step can carry out in suitable shredder such as ball mill or needle mill and in kneader or mixing machine.
Navy blue reactive dye composition of the present invention is suitable for dyeing and various materials widely thereof, the material that particularly contains carboxylic acid and/or formamido-, filamentary material more especially, for example cotton, flax and hemp fibre, and Mierocrystalline cellulose and regenerated cellulose, polyester or polyamide fiber material etc.
Navy blue reactive dye composition of the present invention can be applied to filamentary material and is fixed on the fiber with several different methods as known in the art, for example can dye with dip-dye method or pad dyeing method.
Embodiment
Every testing method of embodiment
The properties of present embodiment is tested by following every testing method
1, Salt And Alkali Tolerance solubleness: take by weighing a certain amount of dyestuff, in the 250mL Erlenmeyer flask, add distilled water 65mL and be configured to dye liquor.Erlenmeyer flask is put in the vibration dyeing machinery, behind 60 ℃ of insulation 5min, adds 200g/L Na 2SO 425mL continues to add 200g/LNa behind the insulation 5min 2CO 310mL carries out suction filtration (during suction filtration, pressure 0.075Mpa, 5A qualitative filter paper) after being incubated 30min again, observes the filter paper residual condition.Reduce dye strength (G/L), until residual without dyestuff on the filter paper, the dye strength (G/L) of this moment is the Salt And Alkali Tolerance dissolving of dyestuff.
2, enhancing rate test: pure cotton fabric is pressed 60 ℃ of constant temperature dyeings of reactive dyestuffs, and dyeing concentration is 0.5%, 1%, 2%, 4%, 6%o.w.f (dyestuff is heavy to fabric).Fabric is tested its Apparent Depth K/S value and record with the Datacolor color measurement instrument after the dyeing after fixed temperature and humidity is processed.
3, degree of fixation test: the dye liquor preparation, press 60 ℃ of constant temperature dyeings of reactive dyestuffs.After dyeing finishes, the cloth specimen in the B dye bath is carried out washing according to the following steps, and with dyeing residual liquid, the washing raffinate of each step concentrates on constant volume in the volumetric flask of a 500mL.When B dye bath cloth specimen carried out soap boiling, the detergent that also adds same amount in the A dye bath carried out soap boiling.The A dye bath is cooled to room temperature after soaping and finishing, and constant volume is 500mL.A behind the constant volume, B dyeing residual liquid are diluted to certain multiple MA, MB, test absorptance values XA, the XB of its diluent when maximum absorption wavelength (XA, XB should between 0.2~0.7).
The * 100% of degree of fixation=(1-XBMB/XAMA)
4, just dye the test of rate and degree of exhaustion: the dye liquor preparation, press 60 ℃ of constant temperature dyeings of reactive dyestuffs.Before adding alkali, finish to take a sample before the soap boiling with dying respectively, measure the absorbance of dyeing residual liquid, compare with dye liquor absorbance before the dyeing.
Just dye rate=(1-adds the absorbance of the absorbance of dye liquor before the alkali/front dye liquor of dyeing) * 100%
Degree of exhaustion=the absorbance of dye liquor before the absorbance of front dye liquor/dyeing (1-soap) * 100%
5, move the test of staining index MI value: two onesize A, B cloth specimen are dropped into and be added with in the dye bath of dyestuff, sodium sulfate, behind 60 ℃ of dyeing 30min, take out the B cloth specimen, the B cloth specimen is put in the blank dye bath that only contains sodium sulfate, put into simultaneously onesize calico C, continue to add yellow soda ash fixation 60min behind dyeing (move and dye) 20min.The color strength (K/S) that compares B cloth specimen and C cloth specimen.
Move color strength (K/S) * 1000% of the color strength (K/S) of staining index MI=C cloth specimen/B cloth specimen
6, colour fastness to chlorinated water test: measure by international standard ISO 105 E03.
7, colour fastness to perspiration test: measure by international standard ISO 105-E04.
8, fastness to soaping test: measure by international standard ISO 105-C10.
9, color fastness to water test: measure by international standard ISO 105-E01.
10, color fastness to sea water test: measure by international standard ISO 105-E02.
11, colour fasteness to sunlight test: measure by international standard ISO 105-B02.
12, the photochromic fastness test of sweat proof: measure by Japanese standard JIS L0888.
Dye type shown in the according to the form below 1 and consumption thereof evenly mix various dye components by ordinary method in this area, the various navy blue reactive dye compositions of the preparation embodiment of the invention.
" % " in the table 1 all represents % by weight, take the gross weight of dye composite as benchmark.
Table 1
Numbering The reactive dyestuffs title Form
1 A 70% dyestuff I-1+30% dyestuff II-1
2 B 50% dyestuff I-1+50% dyestuff II-1
3 C 30% dyestuff I-1+70% dyestuff II-1
4 D 70% dyestuff I-4+30% dyestuff II-3
5 E 50% dyestuff I-4+50% dyestuff II-3
6 F 30% dyestuff I-4+70% dyestuff II-3
7 Reference W 100% dyestuff I-1
8 Reference X 100% dyestuff I-4
9 Reference Y 100% dyestuff II-1
10 Reference Z 100% dyestuff II-3
Embodiment 1
The coloured light of navy blue reactive dye composition of the present invention
The dyestuff color and luster of general formula (I) expression is sky blue, and the dyestuff color and luster of general formula (II) expression is the ruddiness blueness.
The coloured light of reactive dye compositions of the present invention can be adjusted the ratio of general formula (I) dyestuff and general formula (II) dyestuff as required, thereby makes mixture effectively consist of the three primary colors combination with other redness, yellow dyes, improves its actual application value.
Embodiment 2
The test of Salt And Alkali Tolerance solubleness
Be determined as follows as stated above the Salt And Alkali Tolerance solubleness of dyestuff, test result is recorded in the table 2
Table 2
Figure G2009102475042D00111
By as seen from Table 2:
Navy blue reactive dye composition of the present invention is compared with the dyestuff of general formula (I) expression, and its Salt And Alkali Tolerance solubleness significantly improves, thereby has improved the level-dyeing property of general formula (I) expression dyestuff.
Embodiment 3
Enhancing rate test (the K/S value at absorbing wavelength 620nm place)
Be determined as follows as stated above the enhancing rate of dyestuff, test result is recorded in the table 3
Table 3
Figure G2009102475042D00121
By as seen from Table 3:
1) navy blue reactive dye composition of the present invention is compared with the dyestuff of general formula (I) expression, and its enhancing rate significantly improves;
2) the enhancing rate measured value of navy blue reactive dye composition of the present invention is much higher than the weighted mean that it forms dyestuff, has embodied the effect of compound synergic.
Embodiment 4
Degree of fixation is measured
Be determined as follows as stated above the degree of fixation of dyestuff, test result is recorded in the table 4
Table 4
Figure G2009102475042D00131
By as seen from Table 4:
1) navy blue reactive dye composition of the present invention, I-1 compares with dyestuff, its degree of fixation significantly improves, Effective Raise the utilization ratio of dyestuff, reduced discharge of wastewater;
2) the degree of fixation measured value of navy blue reactive dye composition of the present invention apparently higher than its weighted mean that forms dyestuff, has embodied the effect of compound synergic.
Embodiment 5
Just dying rate and degree of exhaustion measures
Be determined as follows as stated above first rate and the degree of exhaustion of dying of dyestuff, test result is recorded in the table 5
Table 5
Figure G2009102475042D00141
By as seen from Table 5:
1) the first rate of dying of navy blue reactive dye composition of the present invention is compared with dyestuff I-4 with degree of exhaustion, all increases and improves, and shows, red yellow with conventional three primary colors good consistency when dying;
2) first rate and the degree of exhaustion measured value of dying of navy blue reactive dye composition of the present invention all is higher than the weighted mean that it forms dyestuff, illustrates that dye composite has better dyeing capacity, is conducive to the set of dyestuff.
Embodiment 6
Moving staining index measures
Be determined as follows as stated above the staining index that moves of dyestuff, test result is recorded in the table 6
Table 6
By as seen from Table 6:
Navy blue reactive dye composition of the present invention is compared with the reactive dyestuffs of general formula (I) expression, still can keep higher migration property energy, has good level-dyeing property.
Embodiment 7
The chlorinated water resist fastness
Be determined as follows as stated above the colour fastness to chlorinated water of dyestuff, test result is recorded in the table 7
Table 7
Figure G2009102475042D00152
By as seen from Table 7:
Navy blue reactive dye composition of the present invention has good chlorinated water resist fastness, can effectively improve the poor problem of dyestuff I-4 chlorinated water resist fastness.
Embodiment 8
Colour fastness to perspiration
Be determined as follows as stated above the colour fastness to perspiration of dyestuff, test result is recorded in the table 8
Table 8
Figure G2009102475042D00161
By as seen from Table 8:
Navy blue reactive dye composition of the present invention has excellent fastness to perspiration.
Embodiment 9
Fastness to soaping, color fastness to water and color fastness to sea water
Be determined as follows as stated above fastness to soaping, color fastness to water and the color fastness to sea water of dyestuff, test result is recorded in the table 9
Table 9
By as seen from Table 9:
Navy blue reactive dye composition of the present invention has excellent fastness to soaping, color fastness to water and color fastness to sea water.
Embodiment 10
Sunlight fastness
Be determined as follows as stated above the sunlight fastness of dyestuff, test result is recorded in the table 10
Table 10
Figure G2009102475042D00172
By as seen from Table 10:
Navy blue reactive dye composition of the present invention still keeps the characteristics of dyestuff I-4, has good sunlight fastness.
Embodiment 11
The photochromic fastness of sweat proof
Be determined as follows as stated above the photochromic fastness of sweat proof of dyestuff, test result is recorded in the table 11
Table 11
Figure G2009102475042D00181
By as seen from Table 11:
Navy blue reactive dye composition of the present invention still keeps the characteristics of dyestuff I-1, has good sweat proof light fastness.
By above embodiment, 2-11 can draw to draw a conclusion by table:
1), navy blue reactive dye composition of the present invention, significantly improved the shortcoming of general formula (I) expression dyestuff Salt And Alkali Tolerance poor solubility;
2), navy blue reactive dye composition of the present invention, compare with the dyestuff of general formula (I) expression, its enhancing rate significantly improves, and has improved the poor shortcoming of general formula (I) expression dyestuff depth;
3), navy blue reactive dye composition of the present invention, its degree of fixation measured value apparently higher than its weighted mean that forms dyestuff, has embodied the effect of compound synergic;
4), navy blue reactive dye composition of the present invention, it just dyes rate compares with the dyestuff of general formula (I) expression with degree of exhaustion, is significantly improved and improves, and shows, red same when dying good consistency yellow with conventional three primary colors;
5), navy blue reactive dye composition of the present invention has that good moving dyed and the level dyeing performance;
6), navy blue reactive dye composition of the present invention, can effectively improve the poor problem of general formula (I) expression dyestuff chlorinated water resist fastness;
7), navy blue reactive dye composition of the present invention has excellent colour fastness to perspiration, fastness to soaping, color fastness to water and color fastness to sea water;
8), navy blue reactive dye composition of the present invention still keeps the advantage of general formula (I) expression dyestuff, has the photochromic fastness of good sunlight fastness and sweat proof.

Claims (10)

1. the dye composition of general formula (2) expression shown in below the dye composition of general formula (1) expression shown in below navy blue reactive dye composition, this dye composite are selected from by one or more and one or more are selected from and the optional conventional dye additive that uses in dyeing and dye formulations form:
Figure FDA00002904577400011
General formula (1)
In the formula:
R 1Be H, Cl, C 1-C 4Alkoxyl group, C 1-C 4Alkyl or-SO 3M;
Y 1For-CH 2CH 2OSO 3M or-CH=CH 2
M is H, Na, K or NH 4 +Group;
P is 0,1 or 2;
M is 0 or 1;
T is 0 or 1;
Figure FDA00002904577400012
General formula (2)
In the formula:
T is-NHCOQ or-SO 2Y 2;
Q is-CHXCH 2X or-CX=CH 2
X is Cl or Br;
Y 2For-CH 2CH 2OSO 3M or-CH=CH 2
M is H, Na, K or NH 4 +Group;
R 2And R 3Be H, halogen, C independently respectively 1-C 4Alkyl, C 1-C 4Alkoxyl group or sulfonic group;
R 4Be sulfonic group;
N is 0,1 or 2;
The weight ratio of the dye composition of the dye composition of general formula (1) expression and general formula (2) expression is 80~20:20~80.
2. navy blue reactive dye composition claimed in claim 1, its characteristic are that the dye composition of general formula (1) expression is 70~30:30~70 with the weight ratio of the dye composition that general formula (2) represents.
3. navy blue reactive dye composition claimed in claim 1, its characteristic be, in general formula (1) and the general formula (2),
P is 0 or 1;
M is 1;
N is 0 or 1;
T is 1;
M is H, Na, K or NH 4 +Group.
4. navy blue reactive dye composition claimed in claim 1, its characteristic be, in the general formula (1) left side-SO 3The M group when p=1, is positioned on the benzene nucleus-contraposition or a position of COO group; When p=2, be positioned on the benzene nucleus-ortho position and the contraposition of COO group; The middle right side of general formula (1)-SO 3The M group when m=1, is positioned on the benzene nucleus-ortho position or the contraposition of O-group.
5. navy blue reactive dye composition claimed in claim 1, its characteristic be, general formula (1) right side-SO 2Y 1Group is positioned on the benzene nucleus-contraposition or a position of O-group.
6. navy blue reactive dye composition claimed in claim 1, its characteristic is, the R of general formula (1) 1Group when t=1, is positioned on the benzene nucleus
Figure FDA00002904577400021
Position or contraposition between group.
7. navy blue reactive dye composition claimed in claim 1, its characteristic is, the T group of general formula (2) is positioned on the benzene nucleus-contraposition or a position of N=N-group; R 2Group and R 3Group is separately located in respectively on the benzene nucleus-ortho position, a position or the contraposition of N=N-group.
8. navy blue reactive dye composition claimed in claim 1, its characteristic is, the R of general formula (2) 4Group is positioned on the benzene nucleus-ortho position of N=N-group a position or contraposition; The NHCOQ group of general formula (2) is positioned on the benzene nucleus-ortho position, a position or the contraposition of N=N-group.
9. navy blue reactive dye composition claimed in claim 1, its characteristic are that the dye composition of general formula (1) expression is:
Figure FDA00002904577400031
Dyestuff I-1
Dyestuff I-2
Figure FDA00002904577400041
Dyestuff I-3
Figure FDA00002904577400042
Dyestuff I-4
Figure FDA00002904577400043
Dyestuff I-5 or
Figure FDA00002904577400051
Dyestuff I-6;
The dye composition of general formula (2) expression is:
Figure FDA00002904577400052
Dyestuff II-1
Figure FDA00002904577400053
Dyestuff II-2
Figure FDA00002904577400054
Dyestuff II-3
Figure FDA00002904577400055
Dyestuff II-4
Figure FDA00002904577400061
Dyestuff II-5
Figure FDA00002904577400062
Dyestuff II-6
Figure FDA00002904577400063
Dyestuff II-7 or
Dyestuff II-8.
10. the application of each described navy blue reactive dye composition aspect cotton, dyeability ofwool fabric in the claim 1~9.
CN 200910247504 2009-12-30 2009-12-30 Navy blue reactive dye composite and dyeing application thereof to fiber Active CN102115614B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN 200910247504 CN102115614B (en) 2009-12-30 2009-12-30 Navy blue reactive dye composite and dyeing application thereof to fiber

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN 200910247504 CN102115614B (en) 2009-12-30 2009-12-30 Navy blue reactive dye composite and dyeing application thereof to fiber

Publications (2)

Publication Number Publication Date
CN102115614A CN102115614A (en) 2011-07-06
CN102115614B true CN102115614B (en) 2013-05-29

Family

ID=44214542

Family Applications (1)

Application Number Title Priority Date Filing Date
CN 200910247504 Active CN102115614B (en) 2009-12-30 2009-12-30 Navy blue reactive dye composite and dyeing application thereof to fiber

Country Status (1)

Country Link
CN (1) CN102115614B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103044969B (en) * 2013-01-22 2014-12-17 上海雅运纺织化工股份有限公司 Dye composition for one-bath and one-type based dyeing and dyeing method of dye composition
CN103952014B (en) * 2014-05-12 2016-08-24 浙江亿得化工有限公司 A kind of composite reactive blue dye and application thereof
CN105295443A (en) * 2015-11-30 2016-02-03 无锡新德印染制品有限公司 High-color fastness navy blue reactive dye composition

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4560388A (en) * 1983-04-20 1985-12-24 Ciba-Geigy Corporation Process for dyeing silk or fibre blends containing silk
US5704951A (en) * 1995-03-30 1998-01-06 Hoechst Aktiengesellschaft Mixtures of blue-dyeing fiber-reactive dyes and their use for dyeing hydroxy-and/or carboxamido-containing fiber material
CN1195678A (en) * 1997-04-07 1998-10-14 希巴特殊化学控股公司 Mixtures of reactive dyes and their use
US6537332B1 (en) * 1998-07-27 2003-03-25 Ciba Speciality Chemicals Corporation Reactive colorants, mixtures of reactive colorants and production and use thereof
CN101215427A (en) * 2008-01-22 2008-07-09 天津市德凯化工有限公司 Method of preparing navy blue active dyestuff

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4560388A (en) * 1983-04-20 1985-12-24 Ciba-Geigy Corporation Process for dyeing silk or fibre blends containing silk
US5704951A (en) * 1995-03-30 1998-01-06 Hoechst Aktiengesellschaft Mixtures of blue-dyeing fiber-reactive dyes and their use for dyeing hydroxy-and/or carboxamido-containing fiber material
CN1195678A (en) * 1997-04-07 1998-10-14 希巴特殊化学控股公司 Mixtures of reactive dyes and their use
US6537332B1 (en) * 1998-07-27 2003-03-25 Ciba Speciality Chemicals Corporation Reactive colorants, mixtures of reactive colorants and production and use thereof
CN101215427A (en) * 2008-01-22 2008-07-09 天津市德凯化工有限公司 Method of preparing navy blue active dyestuff

Also Published As

Publication number Publication date
CN102115614A (en) 2011-07-06

Similar Documents

Publication Publication Date Title
CN102757667B (en) Red reactive dye composition and dyeing application thereof on fiber
CN102115613B (en) Blue reactive dye composition and dyeing application to fiber material thereof
CN102585553B (en) Navy-blue reactive dye composition and dyeing application thereof
CN101368008B (en) Navy blue reactive dye composition and dyeing uses in fibrous material thereof
CN102286219A (en) Red active dye composition and dyeing application thereof in fibers
CN101597435B (en) Yellow reactive dye composition and application thereof
CN102876084A (en) Reactive dye composition and application thereof to fabric dyeing
CN102115612B (en) Dark blue active dye composition and application thereof in dyeing fibers
CN101624478B (en) Red reactive dye composition and application thereof
CN102115614B (en) Navy blue reactive dye composite and dyeing application thereof to fiber
CN102504593B (en) Blue dye composition and use thereof for fiber dyeing
CN102295840B (en) Navy blue reactive dye composition and dyeing application thereof to fibers
CN102311668B (en) Blue reactive dye composition and dying application thereof on fiber
CN102485802B (en) Navy blue reactive dye composition and its application in fiber dyeing
CN101440227B (en) Yellow reactive dye composition and use thereof
CN103554993B (en) Red reactive dye composition and the tint applications on fiber thereof
CN102295841B (en) Navy reactive dye composition and dyeing application thereof in fiber
CN102304299A (en) Tricolor reactive dye composition and application thereof in dyeing fibers
CN101613536B (en) Navy active dye composition and dyeing application thereof
CN101418138B (en) Navy blue reactive dyes composite for low salt dyeing and dyeing application thereof
CN101463191B (en) Red reactive dye composition and application thereof
CN102766355B (en) Anthraquinone blue dye composition and dyeing applications of same to fibers
CN102206427B (en) Yellow reactive dye composition and its application in dyeing of fiber
CN102311667B (en) Navy reactive dye composition and dying application thereof on fiber
CN102766354B (en) Blue reactive dye composition and dyeing applications of same to fibers

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C53 Correction of patent for invention or patent application
CB02 Change of applicant information

Address after: Five road 201812 Shanghai city Jiading District Jiangqiao Fengbang Po Garden No. 301

Applicant after: Shanghai Argus Textile Chemical Co., Ltd.

Co-applicant after: Shanghai Argus Fine Chemical Co., Ltd.

Address before: Five road 201812 Shanghai city Jiading District Jiangqiao Fengbang Po Garden No. 301

Applicant before: Shanghai Argus Textile Chemicals Co., Ltd.

Co-applicant before: Shanghai Argus Fine Chemical Co., Ltd.

COR Change of bibliographic data

Free format text: CORRECT: APPLICANT; FROM: YANYUN TEXTILE CHEMICAL CO., LTD., SHANGHAI TO: SHANGHAI ARGUS TEXTILE CHEMICAL CO., LTD.

C53 Correction of patent for invention or patent application
CB02 Change of applicant information

Address after: 200231 Shanghai city Xuhui District Yindu Road No. 388 building 16 room 275-278

Applicant after: Shanghai Argus Textile Chemical Co., Ltd.

Applicant after: Shanghai Argus Fine Chemical Co., Ltd.

Address before: Five road 201812 Shanghai city Jiading District Jiangqiao Fengbang Po Garden No. 301

Applicant before: Shanghai Argus Textile Chemical Co., Ltd.

Applicant before: Shanghai Argus Fine Chemical Co., Ltd.

C14 Grant of patent or utility model
GR01 Patent grant
ASS Succession or assignment of patent right

Free format text: FORMER OWNER: SHANGHAI ARGUS FINE CHEMICAL CO., LTD.

Effective date: 20150811

C41 Transfer of patent application or patent right or utility model
TR01 Transfer of patent right

Effective date of registration: 20150811

Address after: 200231 Shanghai city Xuhui District Yindu Road No. 388 building 16 room 275-278

Patentee after: Shanghai Argus Textile Chemical Co., Ltd.

Address before: 200231 Shanghai city Xuhui District Yindu Road No. 388 building 16 room 275-278

Patentee before: Shanghai Argus Textile Chemical Co., Ltd.

Patentee before: Shanghai Argus Fine Chemical Co., Ltd.