Perpetration method for novel phenophosphazineanthracene dioxazine dye and application of novel phenophosphazineanthracene dioxazine dye to wool salt-free dyeing

A technology of triphenyldioxazine and benzophosphine, which is applied in the field of outstanding performance of wool dyeing without salt, can solve the problems of the late start of research on triphenyldioxazine compounds, and achieve obvious anti-ultraviolet performance, excellent water-solubility, and excellent heat resistant effect

Inactive Publication Date: 2015-05-06
崔金海
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0014] The research on triphenyldioxazine compounds started late in China

Method used

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  • Perpetration method for novel phenophosphazineanthracene dioxazine dye and application of novel phenophosphazineanthracene dioxazine dye to wool salt-free dyeing
  • Perpetration method for novel phenophosphazineanthracene dioxazine dye and application of novel phenophosphazineanthracene dioxazine dye to wool salt-free dyeing
  • Perpetration method for novel phenophosphazineanthracene dioxazine dye and application of novel phenophosphazineanthracene dioxazine dye to wool salt-free dyeing

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] A novel benzophosphazinatriphenyldioxazine dye, whose general structural formula is

[0057] (I)

[0058] In formula (I), R = H, HSO 3 , R 1 = H, CH 3 、C 2 h 5 , R 2 = H, CH 3 、C 2 h 5 , R 3 = H, CH 3 、C 2 h 5 , R 5 = Cl, Br, H, R 7 = Cl, Br, H.

[0059] The preparation method of novel benzophosphazinatriphenyldioxazine dye is prepared by the following steps:

[0060] Step 1, with 5,10-dihydro-phosphazine-10-oxide and its derivatives as reactants, with nitric acid and acetic acid mixed volume ratio of 1:(1-5) as nitroxy reagent, nitroxyl The molar ratio of reagents to 5,10-dihydro-phosphazine-10-oxide and its derivatives is between (1.5-4):1, the reaction temperature is between 4-15°C, after 1- The 4-hour nitration reaction gives 5,10-dihydro-phosphazine-10-oxide and its derivatives mononitrates, and the specific reaction equation is shown in formula II:

[0061] (II)

[0062] Step 2, reducing the mononitrated compound of 5,10-dihydro-phosphazine-...

Embodiment 2

[0080] A novel benzophosphazinatriphenyldioxazine dye, whose general structural formula is

[0081] (I)

[0082] In formula (I), R = H, HSO 3 , R 1 = H, CH 3 、C 2 h 5 , R 2 = H, CH 3 、C 2 h 5 , R 3 = H, CH3 、C 2 h 5， R 5 , R 7 = Cl, Br, H.

[0083] The preparation method of novel benzophosphazinatriphenyldioxazine dye comprises the steps:

[0084] Step 1 uses 5,10-dihydro-phosphazine-10-oxides and derivatives thereof as reactants, with nitric acid and acetic acid mixed in a volume ratio of 1: 2 as nitroxyl reagent mixture as nitroxyl reagent, nitroxyl The molar ratio of the reagents to 5,10-dihydro-phosphazine-10-oxide and its derivatives is 3:1, the reaction temperature is 15°C, and the reaction time is 4 hours to obtain 5,10-di Hydrogen-phosphazine-10-oxides and the mononitrides of their derivatives, the specific reaction equation is shown in formula II:

[0085] (Ⅱ)

[0086] In formula (Ⅱ), R 1 = H, R 2 = H, R 3 = H;

[0087] In step 2, the mononit...

Embodiment 3

[0108] A novel benzophosphazinatriphenyldioxazine dye, whose general structural formula is

[0109] (I)

[0110] In formula (I), R = H, HSO 3 , R 1 = H, CH 3 、C 2 h 5 , R 2 = H, CH 3 、C 2 h 5 , R 3 = H, CH 3 、C 2 h 5， R 5 , R 7 = Cl, Br, H.

[0111] The preparation method of novel benzophosphazinatriphenyldioxazine dye comprises the steps:

[0112] Step 1 uses 5,10-dihydro-phosphazine-10-oxide and its derivatives as reactants, nitric acid and acetic acid at a mixing ratio of 1:5 as nitroxyl reagent, nitroxyl reagent and 5,10- The molar ratio of dihydro-phosphazine-10-oxide and its derivatives is 1.5:1, the reaction temperature is 10°C, and the reaction time is 2 hours to obtain 5,10-dihydro-phosphazine -10-Oxide and the mononitration of its derivatives, the specific reaction equation is shown in formula II:

[0113] (Ⅱ)

[0114] In formula (Ⅱ), R 1 = H, R 2 =H 5 , R 3 = H;

[0115] In step 2, the mononitrated compound of 5,10-dihydro-phosphazine-10-...

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Abstract

The invention discloses a novel phenophosphazineanthracene dioxazine dye with a structural formula (I) as described in the specification, wherein R is H or HSO3, R1 is H, CH3 or C2H5, R2 is H, CH3 or C2H5, R3 is H, CH3 or C2H5, R5 is Cl, Br, or H, and R7 is Cl, Br or H. A preparation method for the novel phenophosphazineanthracene dioxazine dye comprises the following steps: a step I, by taking 5,10-dihydro-phenophosphazine-10-oxide and a derivative thereof as reactants, adding a nitryl reagent to react to obtain mononitride; a step II, performing hydrogenation reduction on a substance prepared in the step I; a step III, reacting an intermediate prepared in the step II in a non-proton solvent; a step IV, adding an oxidization ring-closing reagent into the dicondensate prepared in the step III in the non-proton solvent to obtain the dye. The dye has the characteristics of high coloring strength and color strength, and excellent heat resistance, permeation resistance, light resistance and weather resistance, can be used for dyeing wool, cotton fibers and nylons, has remarkable ultraviolet resistance and excellent water solubility, and can be used as ultraviolet-absorption-resistant dyes and ink-jet dyes.

Description

technical field [0001] The invention relates to the preparation of a class of phosphaazine triphenyldioxazine dyes and the synthesis of intermediates thereof, and at the same time relates to the outstanding performance of the dyes in wool dyeing without salt. Background technique [0002] Triphenyldioxazine compounds are a class of polyheterocyclic compounds formed by condensation reaction of aromatic amines or heterocyclic amines and substituted benzoquinones (such as chlorobenzoquinone) under certain conditions. Its parent is bisoxane anthracene structure is , is a complex electron-donating-electron-accepting chromogenic system containing four heteroatoms. [0003] Since the triphenyldioxazine matrix does not contain water-soluble groups, its products are often widely used in various aspects such as coatings, paints, inkjet printing, plastics and coloring of pigment printing pastes. As organic pigments, triphenyldioxazine compounds have outstanding coloring strength and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B19/02C07F9/6584D06P3/14D06P1/00
Inventor 崔金海
Owner 崔金海
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