CN111718602B - A kind of disperse turquoise blue dye composition and dye product - Google Patents
A kind of disperse turquoise blue dye composition and dye product Download PDFInfo
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- CN111718602B CN111718602B CN202010621861.7A CN202010621861A CN111718602B CN 111718602 B CN111718602 B CN 111718602B CN 202010621861 A CN202010621861 A CN 202010621861A CN 111718602 B CN111718602 B CN 111718602B
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- component
- turquoise blue
- blue dye
- dye composition
- disperse
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- WBCXRDHKXHADQF-UHFFFAOYSA-N 4,11-diamino-2-(3-methoxypropyl)naphtho[2,3-f]isoindole-1,3,5,10-tetrone Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(N)=C(C(N(CCCOC)C1=O)=O)C1=C2N WBCXRDHKXHADQF-UHFFFAOYSA-N 0.000 title claims abstract description 56
- 239000001045 blue dye Substances 0.000 title claims abstract description 54
- 239000000203 mixture Substances 0.000 title claims abstract description 49
- 239000000975 dye Substances 0.000 title abstract description 28
- 150000001875 compounds Chemical class 0.000 claims abstract description 60
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 11
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 6
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- -1 alkyl naphthalene sulfonic acid formaldehyde Chemical compound 0.000 claims description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 3
- NMDKWAQVRNUKQH-UHFFFAOYSA-N 2-benzylnaphthalene-1-sulfonic acid formaldehyde Chemical compound C=O.C(C1=CC=CC=C1)C1=C(C2=CC=CC=C2C=C1)S(=O)(=O)O NMDKWAQVRNUKQH-UHFFFAOYSA-N 0.000 claims description 2
- 229920001732 Lignosulfonate Polymers 0.000 claims description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 2
- 235000011152 sodium sulphate Nutrition 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 abstract description 19
- 238000005406 washing Methods 0.000 abstract description 9
- 239000002657 fibrous material Substances 0.000 abstract description 7
- 230000002209 hydrophobic effect Effects 0.000 abstract description 7
- 238000000859 sublimation Methods 0.000 abstract description 5
- 230000008022 sublimation Effects 0.000 abstract description 5
- 239000004744 fabric Substances 0.000 description 15
- 229920000728 polyester Polymers 0.000 description 12
- 239000002270 dispersing agent Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 241000083869 Polyommatus dorylas Species 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- YXZRCLVVNRLPTP-UHFFFAOYSA-J turquoise blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Cu+2].NC1=NC(Cl)=NC(NC=2C=C(NS(=O)(=O)C3=CC=4C(=C5NC=4NC=4[N-]C(=C6C=CC(=CC6=4)S([O-])(=O)=O)NC=4NC(=C6C=C(C=CC6=4)S([O-])(=O)=O)NC=4[N-]C(=C6C=CC(=CC6=4)S([O-])(=O)=O)N5)C=C3)C(=CC=2)S([O-])(=O)=O)=N1 YXZRCLVVNRLPTP-UHFFFAOYSA-J 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 5
- 239000000986 disperse dye Substances 0.000 description 5
- 229920002334 Spandex Polymers 0.000 description 4
- TUXJTJITXCHUEL-UHFFFAOYSA-N disperse red 11 Chemical compound C1=CC=C2C(=O)C3=C(N)C(OC)=CC(N)=C3C(=O)C2=C1 TUXJTJITXCHUEL-UHFFFAOYSA-N 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- 238000007639 printing Methods 0.000 description 4
- 239000004759 spandex Substances 0.000 description 4
- VGKYEIFFSOPYEW-UHFFFAOYSA-N 2-methyl-4-[(4-phenyldiazenylphenyl)diazenyl]phenol Chemical compound Cc1cc(ccc1O)N=Nc1ccc(cc1)N=Nc1ccccc1 VGKYEIFFSOPYEW-UHFFFAOYSA-N 0.000 description 3
- ZSPPPAFDNHYXNW-UHFFFAOYSA-N 3-[n-ethyl-4-[(4-nitrophenyl)diazenyl]anilino]propanenitrile Chemical compound C1=CC(N(CCC#N)CC)=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1 ZSPPPAFDNHYXNW-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 238000009998 heat setting Methods 0.000 description 2
- 229920005610 lignin Polymers 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 229920005552 sodium lignosulfonate Polymers 0.000 description 2
- 238000010025 steaming Methods 0.000 description 2
- FDTLQXNAPKJJAM-UHFFFAOYSA-N 2-(3-hydroxyquinolin-2-yl)indene-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C1C1=NC2=CC=CC=C2C=C1O FDTLQXNAPKJJAM-UHFFFAOYSA-N 0.000 description 1
- DVBLPJWQXDCAKU-UHFFFAOYSA-N 2-(4-bromo-3-hydroxyquinolin-2-yl)indene-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C1C1=C(O)C(Br)=C2C=CC=CC2=N1 DVBLPJWQXDCAKU-UHFFFAOYSA-N 0.000 description 1
- QEORVDCGZONWCJ-UHFFFAOYSA-N 2-[[4-[2-cyanoethyl(ethyl)amino]phenyl]diazenyl]-5-nitrobenzonitrile Chemical compound C1=CC(N(CCC#N)CC)=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1C#N QEORVDCGZONWCJ-UHFFFAOYSA-N 0.000 description 1
- MWMJPPMTXZJLIK-UHFFFAOYSA-N 3-[4-[(2,6-dibromo-4-nitrophenyl)diazenyl]-n-ethylanilino]propanenitrile Chemical compound C1=CC(N(CCC#N)CC)=CC=C1N=NC1=C(Br)C=C([N+]([O-])=O)C=C1Br MWMJPPMTXZJLIK-UHFFFAOYSA-N 0.000 description 1
- MVKMKUHSGHKEDT-UHFFFAOYSA-N 3-[n-butyl-4-[(4-nitrophenyl)diazenyl]anilino]propanenitrile Chemical compound C1=CC(N(CCC#N)CCCC)=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1 MVKMKUHSGHKEDT-UHFFFAOYSA-N 0.000 description 1
- PWUVCFDFTBWAFJ-UHFFFAOYSA-N 3-[n-ethyl-4-[(6-nitro-1,3-benzothiazol-2-yl)diazenyl]anilino]propanenitrile Chemical compound C1=CC(N(CCC#N)CC)=CC=C1N=NC1=NC2=CC=C([N+]([O-])=O)C=C2S1 PWUVCFDFTBWAFJ-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 229920004933 Terylene® Polymers 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000010017 direct printing Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- WQHQCQSAAOGHQP-UHFFFAOYSA-N formaldehyde;2-methylnaphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=CC2=C(S(O)(=O)=O)C(C)=CC=C21 WQHQCQSAAOGHQP-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical group O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 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 1
- 239000000049 pigment Substances 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 238000001694 spray drying Methods 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
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing 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
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/008—Preparations of disperse dyes or solvent dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing 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
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0041—Blends of pigments; Mixtured crystals; Solid solutions mixtures containing one azo dye
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General 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
- D06P1/16—General 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
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General 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
- D06P1/16—General 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
- D06P1/18—Azo dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General 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
- D06P1/16—General 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
- D06P1/19—Nitro dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General 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
- D06P1/16—General 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
- D06P1/20—Anthraquinone dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8214—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing ester and amide groups
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention discloses a disperse turquoise blue dye composition and a dye product, wherein the disperse turquoise blue dye composition comprises 30-75 parts by mass of a component A, 20-65 parts by mass of a component B and 1-20 parts by mass of a component C, the component A is selected from at least one compound shown in a formula (I), the component B is selected from at least one compound shown in a formula (II), and the component C is selected from one or more compounds shown in a formula (V). The disperse turquoise blue dye product comprises the disperse turquoise blue dye composition and an auxiliary agent. When the disperse turquoise blue dye product is applied to dyeing of hydrophobic fiber materials, the disperse turquoise blue dye product has the characteristics of bright color, sublimation resistance, friction resistance, excellent fastness to washing and the like.
Description
One, the technical field
The invention relates to a disperse turquoise blue dye composition and a dye product, in particular to a high-fastness disperse turquoise blue dye composition and a dye product which are suitable for printing and dyeing hydrophobic fiber materials.
Second, background Art
Turquoise blue, a color which is more bluish than blue, is a dye with wider application, and is one of the indispensable main colors of lake blue, light green and the like. Because the disperse turquoise blue 60 is seriously stained on spandex fabrics, the disperse turquoise blue dye for the polyester-ammonia fabric in the current market still has the problems of insufficient bright color, poor washing, sublimation and rubbing fastness of the dye and the like, and patents such as CN102732061A, CN107383936A and the like provide a disperse turquoise blue dye, but the performance of the disperse turquoise blue dye still needs to be further improved to meet the changing customer requirements.
Third, the invention
The invention aims to provide a disperse turquoise blue dye composition and a dye product, which have the characteristics of bright color, sublimation resistance, friction resistance, excellent fastness to washing and the like when being applied to dyeing of hydrophobic fiber materials, and are particularly suitable for dyeing of polyester/spandex stretch fabrics with higher requirements on the fastness.
The technical scheme adopted by the invention is as follows:
the invention provides a disperse turquoise blue dye composition, which comprises 30-75 parts by mass of a component A, 20-65 parts by mass of a component B and 1-20 parts by mass of a component C, wherein the component A is selected from at least one compound shown in a formula (I), the component B is selected from at least one compound shown in a formula (II), and the component C is selected from one or more compounds shown in a formula (V);
in formula (I):
R1is H, C1～C4Alkyl of (C)1～C4Alkoxy or CF of3；R2、R3Each independently is C1～C8Alkyl group of (i), (ii), (iii), (iv) and (iv)2)m-OK1、-(CH2)n-Ph; wherein Ph is phenyl, K1Is selected from C1～C4M, n are each independently 2 or 3;
in the formula (II):
R4is C1～C4Alkyl or C1～C4An alkoxyalkyl group of (a);
in the formula (V):
R10is methyl or ethyl.
In the present invention, said C1～C4The alkyl group may be methyl, ethyl, linear or branched propyl, or linear or branched butyl. Said C1～C4Alkoxy can be methoxy, ethoxy, linear or branched propoxy, linear or branched butoxy. Said C1～C18The alkyl group may be methyl, ethyl, linear or branched propyl, linear or branched butyl, linear or branched hexyl, linear or branched octyl, linear or branched dodecyl, linear or branched octadecyl, and the like. The halogen can be F, Cl and Br.
Preferably, the component A is selected from one of the following formulas or a mixture of two or more of the following formulas in any proportion:
still more preferably, component A is at least one of the compounds represented by the formulae (I-1) and (I-2).
Preferably, the component B is selected from one of the following formulas or a mixture thereof in any ratio:
preferably, the component C is selected from one of the following formulas or a mixture of the following formulas in any proportion:
preferably, in the disperse turquoise blue dye composition, the mass percentage of the component A is 30-75% (preferably 35-75%), the mass percentage of the component B is 20-65% (preferably 25-65%), and the mass percentage of the component C is 1-20% (preferably 1-15%).
As a further preference, the disperse turquoise blue dye composition comprises a component a, a component B and a component C, wherein:
the component A is at least one of compounds shown as formulas (I-1) and (I-2);
the component B is at least one of compounds shown as formulas (II-1) and (II-2);
the component C is at least one selected from compounds shown in formulas (V-1) and (V-2).
As a further preference, the disperse turquoise blue dye composition consists of a component a, a component B and a component C, wherein the mass percentage of the component a is 30-75% (preferably 35-75%), the mass percentage of the component B is 20-65% (preferably 25-65%), and the mass percentage of the component C is 1-20% (preferably 1-15%).
As a further preference, the disperse turquoise blue dye composition consists of a component a, a component B and a component C, wherein:
the component A is at least one of compounds shown as formulas (I-1) and (I-2);
the component B is at least one of compounds shown as formulas (II-1) and (II-2);
the component C is at least one selected from compounds shown in formulas (V-1) and (V-2).
The mass percentage of the component A is 30-75% (preferably 35-75%), the mass percentage of the component B is 20-65% (preferably 25-65%), and the mass percentage of the component C is 1-20% (preferably 1-15%).
The disperse turquoise blue dye composition can further comprise at least one of compounds shown in a formula (IV) and a formula (III),
in the formula (III):
R5is C1～C4An alkyl group;
R6is-O (CH)2)p-R, p is 0-4, R is H or-Ph-K2Ph is phenylene, K2Is H or C1～C4Alkyl or C1～C4Alkoxy or halogen, and when R is H, p is not 0; in the formula (IV):
R7is-COOC2H4OC2H4OCH3Or SO2NHR9，R8、R9Each independently is C1～C18An alkyl group.
Preferably, in the disperse turquoise blue dye composition, the mass part of the component A is 30-75 parts, the mass part of the component B is 20-65 parts, the mass part of the component C is 1-19 parts, and the total mass part of at least one of the component C + compound (III) and the compound (IV) is 2-20 parts.
Further preferably, the content by mass of the component A is 30 to 75% (preferably 35 to 75%), the content by mass of the component B is 20 to 65% (preferably 25 to 65%), the content by mass of the component C is 1 to 19% (preferably 1 to 15%), and the total content by mass of at least one of the component C + the compound (III) and the compound (IV) is 2 to 20% (preferably 2 to 15%).
As a preference，R6Is C1～C4Alkoxy or-O (CH)2)p-Ph-K2Wherein Ph is phenylene, p is 0 or 1 or 2, K2Is H or C1～C4Alkyl or C1～C4Alkoxy or halogen. More preferably-O (CH)2)p-Ph-K2is-O (CH)2)p-Ph-H or-O-Ph-K2Wherein Ph is phenylene, p is 1 or 2, K2Is C1～C4Alkyl radical, C1～C4Alkoxy or halogen. It is particularly preferred according to the invention that said compound (III) is selected from at least one of the following:
particularly preferably, the compound (III) is at least one compound selected from the group consisting of the compounds represented by (III-1), (III-3) to (III-4) and (III-12).
Preferably, said compound (IV) is selected from at least one of the following:
more preferably, the compound (IV) is at least one compound selected from the group consisting of compounds (IV-1), (IV-2), (IV-6) and (IV-8).
The disperse turquoise blue dye composition of the invention also allows the addition of not more than 5% by weight, preferably not more than 3% by weight of a toning component, such as the addition of trace amounts of c.i. disperse yellow 54, c.i. disperse yellow 64, c.i. disperse yellow 119, c.i. disperse yellow 143, c.i. disperse yellow 182, c.i. disperse orange 25, c.i. disperse orange 33, c.i. disperse orange 61, c.i. disperse red 73, c.i. disperse red 80, c.i. disperse red 145, c.i. disperse red 158 and the like.
In the above scheme, c.i. refers to the dye INDEX (COLOR INDEX) and is a compilation of international dye and pigment varieties published by the british dyers association (SDC) and the american association of textile chemists and dyers (AATCC). The "dye part" refers to a dye cake (crude dye) which does not include any finishing auxiliary agent, but is allowed to contain a small amount of impurities brought about in the synthesis, the impurities do not affect the service performance of the dye, and the mass percentage or the mass part of the dye is calculated by the dry weight of the dye cake.
It should be emphasized that the disperse turquoise blue dye compounds of the present invention, the dyes coupled at the ortho position of the pyridone hydroxyl group, generally exist in the form of quinone hydrazone, that is, the dyes of the general formulas (III) and (IV) substantially have the quinone hydrazone structures shown in the following formulas (IIIa) and (IVa), and in consideration of the writing habit of those skilled in the art, the writing form of azo is still adopted in the summary and the examples, which does not affect the essence of the present invention:
R5、R6、R7、R8、R9the same as defined above for the compounds of the formulae (III) and (IV).
Due to the particularity of the dye industry, the pure product is difficult to prepare and is not necessary to prepare, and impurities in the preparation process are usually carried, so that the disperse turquoise blue dye composition provided by the invention is also allowed to contain a small amount of water and a trace amount of physical impurities when prepared into a finished product.
The disperse turquoise blue dye composition provided by the invention is sold as a commodity or directly applied to textile material coloring, and a conventional auxiliary agent is usually required to be added. Therefore, the invention also provides a disperse turquoise blue dye product which is sold as a commodity or directly applied to textile material coloring, and the disperse turquoise blue dye product comprises the disperse turquoise blue dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse turquoise blue dye composition is 0.2-5: 1. The auxiliary agent is a dispersing agent, other surfactants and the like which are commonly used in the process of compounding disperse dyes, and is preferably selected from one or a mixture of more than two of the following components: lignosulfonates (e.g., sodium lignosulfonate (lignin 85A, lignin 83A)), alkylnaphthalenesulfonic acid-formaldehyde condensates (e.g., methylnaphthalenesulfonic acid-formaldehyde condensate (dispersant MF)), naphthalenesulfonic acid-formaldehyde condensate (dispersant NNO), benzylnaphthalenesulfonic acid-formaldehyde condensate (dispersant CNF), anhydrous sodium sulfate (sodium sulfate), and the like.
The disperse turquoise blue dye product can be prepared by the following method: mixing the raw dye contained in the disperse turquoise blue dye composition according to the proportion, and then carrying out microparticulation by a grinder such as a sand mill or a grinding machine in the presence of an auxiliary agent and water; the crude dye contained in the disperse turquoise blue dye composition may be subjected to a microparticulation treatment using a pulverizer such as a sand mill or a grinder in the presence of an auxiliary agent or water, and then mixed in the above-mentioned ratio. The disperse turquoise blue material product can be liquid after being ground by a sand mill or a grinding machine, and can be powdery and granular after being spray-dried.
Preferably, the disperse turquoise blue dye product consists of the disperse turquoise blue dye composition and an auxiliary agent.
In the present invention, the dye compounds represented by the formulae (I), (II), (III), (IV) and (V) can be conveniently synthesized in a manner well known to those skilled in the art, and commercially available products can also be used.
The dye product prepared by the disperse turquoise blue dye composition can dye hydrophobic fiber materials such as polyester fibers and terylene/spandex fabrics in a conventional mode in the industry, such as dyeing by a common dip dyeing method or a high-temperature high-pressure dyeing method, and can also be directly used for printing. Wherein, the common dip dyeing method comprises the following steps: pretreating a hydrophobic fiber material, putting the hydrophobic fiber material into a dye vat for dip dyeing, washing the hydrophobic fiber material to be neutral by cold water after dyeing, wringing, carrying out reduction washing, and drying; direct printing is as follows: the method comprises the steps of carrying out dyeing pretreatment on the fabric, drying, setting, printing disperse dye color paste on a printing machine, carrying out steaming, fixing the color of the dye on the fabric by using a steaming mode, finally washing, and tentering and setting.
The disperse turquoise blue dye product provided by the invention is applied to dyeing of polyester and polyester blended fabric, especially dyeing of polyester and polyurethane blended fabric, and has the characteristics of bright color, rubbing fastness, washing fastness, excellent sublimation fastness resistance and the like.
Detailed description of the invention
The invention will be further described with reference to specific examples, but the scope of the invention is not limited thereto:
example 1:
55 g of a compound of a formula (I-1), 40 g of a compound of a formula (II-2), 1 g of a compound of a formula (IV-8), 2 g of a compound of a formula (IV-1), 2 g of a compound of a formula (V-1) and 200 g of a dispersing agent MF are mixed with 1000 g of water, and then the mixture is ground, dispersed and spray-dried to obtain a finished product, wherein the finished product can provide turquoise blue color tone of polyester and blended fabrics thereof.
Example 2:
55 g of a compound of a formula (I-1), 40 g of a compound of a formula (II-1), 1 g of a compound of a formula (IV-8), 2 g of a compound of a formula (IV-1), 2 g of a compound of a formula (V-1) and 200 g of a dispersing agent MF are mixed with 1000 g of water, and then the mixture is ground, dispersed and spray-dried to obtain a finished product, wherein the finished product can provide turquoise blue color tone of polyester and blended fabrics thereof.
Examples 3 to 14
According to the method described in the examples 1-2, except that the structure and weight of the component A, the component B and the component C in the table 1 are adopted, 200 g of the auxiliary agent (150 g of the dispersing agent MF and 50 g of sodium lignosulfonate) is added, 1000 g of water is added for blending to prepare slurry, and the slurry is ground, dispersed and dried to prepare the finished product, and the dye can provide turquoise blue color tone with excellent fastness performance for polyester and blended fabrics thereof.
TABLE 1
Example 15:
61 g of a compound of a formula (I-1), 25 g of a compound of a formula (II-2), 5 g of a compound of a formula (IV-8), 5 g of a compound of a formula (IV-1), 2 g of a compound of a formula (V-1), 2 g of C.I. disperse orange 25, 250 g of a dispersing agent MF, 1200 g of water are added for blending, grinding and dispersing are carried out, and spray drying is carried out, so that a finished product is obtained, and the finished product can provide turquoise blue color tone of polyester and blended fabrics thereof.
Example 16:
61 g of a compound of a formula (I-1), 30 g of a compound of a formula (II-2), 7 g of a compound of a formula (V-1), 2 g of C.I. disperse red 158 and 250 g of a dispersing agent MF are mixed with 1200 g of water, and then the mixture is ground, dispersed and spray-dried to obtain a finished product, wherein the finished product can provide turquoise blue color tone of polyester and blended fabrics thereof.
Comparative example:
example 1 and example 8 in CN102732061A were used as comparative example 1 and comparative example 2.
Examples 1, 2 and 5 in CN107383936A were used as comparative examples 3, 4 and 5.
Dyeing example:
respectively weighing 2 g of the disperse dye prepared in the examples 1-16 and the dyes in the comparative examples 1 and 2, treating the polyester/ammonia mixed fabric by adopting a conventional high-temperature high-pressure dyeing method, controlling the dyeing depth (o.w.f) to be 4.0 percent and the bath ratio to be 1: 25, adjusting the pH value of a dyeing bath to be 4-5, dyeing at room temperature, heating to 130 ℃ at 1 ℃/min, keeping the temperature for 45min, reducing, cleaning, washing and drying according to a conventional method, and carrying out heat setting at 200 ℃ for 30 seconds. The sample was observed for color and tested for fastness to rubbing, washing and sublimation using international standards ISO105-X12, AATCC 61-2A, ISO 105-P01, the results are shown in Table 2:
TABLE 2
Therefore, when the turquoise blue disperse dye composition provided by the invention is applied to dyeing of polyester/spandex fabrics, the turquoise blue disperse dye composition is more excellent in performance compared with the existing disperse turquoise blue dye after heat setting finishing.
Claims (11)
1. A disperse turquoise blue dye composition characterized by: the disperse turquoise blue dye composition comprises 30-75 parts by mass of a component A, 20-65 parts by mass of a component B and 1-20 parts by mass of a component C, wherein the component A is selected from at least one compound shown in the following formula (I), the component B is selected from at least one compound shown in the following formula (II), and the component C is selected from one or more compounds shown in the following formula (V);
in formula (I):
R1is H, C1～C4Alkyl of (C)1～C4Alkoxy or CF of3；R2、R3Each independently is C1～C8Alkyl group of (i), (ii), (iii), (iv) and (iv)2)m-OK1、-(CH2)n-Ph; wherein Ph is phenyl, K1Is selected from C1～C4M, n are each independently 2 or 3;
in the formula (II):
R4is C1～C4Alkyl or C1～C4An alkoxyalkyl group of (a);
in the formula (V):
R10is methyl or ethyl.
2. The disperse turquoise blue dye composition of claim 1, wherein: the disperse turquoise blue dye composition comprises a component A, a component B and a component C, wherein:
the component A is at least one of compounds shown as formulas (I-1) and (I-2);
the component B is at least one of compounds shown as formulas (II-1) and (II-2);
the component C is at least one selected from compounds shown in formulas (V-1) and (V-2);
3. the disperse turquoise blue dye composition of claim 1, wherein: the disperse turquoise blue dye composition further comprises at least one of compounds shown as a formula (IV) and a formula (III),
in the formula (III):
R5is C1～C4An alkyl group;
R6is-O (CH)2)p-R, p is 0-4, R is H or-Ph-K2Ph is phenylene, K2Is H or C1～C4Alkyl or C1～C4Alkoxy or halogen, and when R is H, p is not 0;
in the formula (IV):
R7is-COOC2H4OC2H4OCH3Or SO2NHR9，R8、R9Each independently is C1～C18An alkyl group.
4. A disperse turquoise blue dye composition according to claim 3, wherein: in the disperse turquoise blue dye composition, the mass part of the component A is 30-75 parts, the mass part of the component B is 20-65 parts, the mass part of the component C is 1-19 parts, and the total mass part of at least one of the component C + compound (III) and the compound (IV) is 2-20 parts.
5. The disperse turquoise blue dye composition according to claim 3 or 4, wherein: r6Is C1～C4Alkoxy or-O (CH)2)p-Ph-K2Wherein Ph is phenylene, p is 0 or 1 or 2, K2Is H or C1～C4Alkyl or C1～C4Alkoxy or halogen.
6. The disperse turquoise blue dye composition of claim 5, wherein: -O (CH)2)p-Ph-K2is-O (CH)2)p-Ph-H or-O-Ph-K2Wherein Ph is phenylene, p is 1 or 2, K2Is C1～C4Alkyl radical, C1～C4Alkoxy or halogen.
7. The disperse turquoise blue dye composition according to claim 3 or 4, wherein: the compound (III) is selected from at least one of the following:
8. the disperse turquoise blue dye composition according to claim 3 or 4, wherein: the compound (IV) is selected from at least one of the following:
9. a disperse turquoise blue dye composition according to claim 3, wherein: the compounds represented by the formulae (III) and (IV) respectively contain quinone hydrazone structures represented by the following formulae (IIIa) and (IVa),
wherein R is5、R6、R7、R8The same as defined in the compounds of the formulae (III) and (IV).
10. A disperse turquoise blue dye product comprising the disperse turquoise blue dye composition as claimed in claim 1 and an auxiliary, wherein the weight ratio of the auxiliary to the disperse turquoise blue dye composition is 0.2 to 5: 1.
11. The disperse turquoise blue dye preparation of claim 10, wherein: the auxiliary agent is selected from one of the following or a mixture of more than two of the following: lignosulfonate, alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate and anhydrous sodium sulphate.
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