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Self-dispersed pigments and methods for making and using the same

A technology for pigments and pigment yellows, applied in the field of preparing self-dispersing pigments, can solve the problems of increased dispersion viscosity, impaired stability, economic disadvantage and the like

Active Publication Date: 2010-10-06
SENSIENT COLORS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, chemical additives increase the viscosity of the dispersion to such an extent that it makes it difficult to eject the ink from the small orifices of the inkjet printhead
Moreover, chemical additives can significantly increase the production cost of the materials listed above, so it is also economically unfavorable
Chemical additives or dispersants may also not bond to the surface of the pigment, so stability may be compromised

Method used

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  • Self-dispersed pigments and methods for making and using the same
  • Self-dispersed pigments and methods for making and using the same
  • Self-dispersed pigments and methods for making and using the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0125] Pigment Dispersions (Chlorosulfonation in Chlorosulfonic Acid and Thionyl Chloride, Next Incorporation of Small Molecules Example)

[0126] The primary particle size is 20nm, the B.E.T surface area is 160m 2 / g, commercially available fumed carbon black from Degussa (Burr Ridge, IL) (65 g) was chlorosulfonated with 332 g of laboratory grade chlorosulfonic acid at 120-4°C for 20 hours. The reaction mixture was cooled to 56°C, and 68.5 g of thionyl chloride were added dropwise. After all the thionyl chloride had been added, the reaction mass was heated back to 103-5°C and held at this temperature for 4 hours. The reaction mixture was then cooled to RT and quenched in water and ice, keeping the quench temperature below -5°C. The precipitated product was isolated by filtration and the dissolved material was washed with ice-cold water (<5°C). The product cake (253 g) was then reacted with a solution of ethyl 4-aminobenzoate (laboratory grade, ex Aldrich, 21.7 g) in 140 g D...

Embodiment 2-9

[0128] Examples 2-9 were prepared in the same manner as described in Example 1.

[0129] Table 1. Examples of incorporation via reactive sulfonyl chloride intermediates

[0130]

[0131] 1 Degussa (Burr Ridge, IL)

[0132] 2 PB 15:4, purchased from CIBA (Newport, DE)

[0133] 3 PB 15:3 was purchased from BASF (Mount Olive, NJ) and large particles were separated by centrifugation at 10,000 rpm for 5 min before filtration with 0.7 micron TCLP.

[0134] 4 PB 15:3, purchased from Clariant Colors (Charlotte, NC)

[0135] Table 1 continued

[0136]

[0137] In all examples, abbreviations are used for simplicity. "H" means hour, "AP" means aminophenol, "SA" means sulfanilic acid, and "4ABA" means 4-aminobenzoic acid.

Embodiment 10

[0139] Pigment dispersions (example formed by combining different salts - example of tetramethylammonium salt)

[0140] The primary particle size is 20nm, the B.E.T surface area is 160m 2 / g, commercially available fumed carbon black from Degussa (66 g) was chlorosulfonated with 348 g of laboratory grade chlorosulfonic acid at 120-7°C for 19 hours. The reaction mixture was cooled to 74°C, and 30.0 g of thionyl chloride was added dropwise. After all the thionyl chloride had been added, the reaction mass was heated back to 134°C and held at this temperature for 1 hour. The reaction mixture was then cooled to RT and quenched in water and ice, keeping the quench temperature below -5°C. The precipitated product was isolated by filtration and the dissolved material was washed with ice-cold water (<5°C). The product cake (326 g) was remixed into ice-cold DI water to obtain a pH = 1.5 slurry. Initially the pH was raised to 4.5 with tetramethylammonium hydroxide solution (25%). Th...

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Abstract

A method of modifying a pigment that includes reacting a reactive compound having an X-[Y]n reactive group with a secondary compound N-S-ZM to form a substituted reactive intermediate [Y]a-X-(N-S-ZM)b. A pigment is reacted with the substituted reactive intermediate [Y]a-X-(N-S- ZM)b to attach the substituted reactive intermediate to the surface of the pigment to form a surface modified pigment. X may be a sulfonyl, phosphoryl, or 1,3,5-triazinyl group, Y may be a halogen leaving group, N may be a basic nucleophilic group, S may be an organic group, and ZM may be an ionizable end group. Also, n is an integer between 1 and 3, b is an integer between 1 and 3, and a = n-b. When n is equal to or greater than b, and if b is 2 or 3, each N-S- ZM can be the same or different.

Description

[0001] Cross References to Related Applications [0002] This application claims priority to US Provisional Patent Application No. 60 / 957,596, filed August 23, 2007, based on 35 U.S.C. §119(e). The entire content of this application is hereby incorporated by reference. technical field [0003] The present invention relates to a method for preparing self-dispersing pigments. More specifically, the present invention relates to the surface modification of pigments. The modification of the pigment surface by covalent bonding is known in the industry as self-dispersing pigments. Surface modification can be performed in aqueous environments and can be eco-friendly. The invention also relates to end-use applications comprising surface-modified pigments including, but not limited to, coatings, paints, paper, adhesives, latexes, toners, fabrics, fibers, plastics, and inks. Specific examples of end uses include, but are not limited to, printing inks for paper, fabrics, fibers, meta...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09C1/56C09C3/08
CPCC09C3/10C09B68/446C09B68/46775C01P2006/40C09B68/24C09C3/08C01P2006/12C09D17/003C01P2004/64C01P2006/22C01P2002/52C09D11/322C01P2002/85C01P2006/60C09C1/56B82Y30/00C09B68/443C09B68/41
Inventor P·K·苏吉斯J·P·凯恩D·A·韦莱特M·乌尔里希V·兴M·伯格莫利内
Owner SENSIENT COLORS
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