WO2005047397A1 - Pigment bbc rouge permanent a structure supramoleculaire constituant un moyen de stabilisation de lumiere et de chaleur et son procede de preparation - Google Patents

Pigment bbc rouge permanent a structure supramoleculaire constituant un moyen de stabilisation de lumiere et de chaleur et son procede de preparation Download PDF

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Publication number
WO2005047397A1
WO2005047397A1 PCT/CN2004/001116 CN2004001116W WO2005047397A1 WO 2005047397 A1 WO2005047397 A1 WO 2005047397A1 CN 2004001116 W CN2004001116 W CN 2004001116W WO 2005047397 A1 WO2005047397 A1 WO 2005047397A1
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WO
WIPO (PCT)
Prior art keywords
bbc
light
pigment
hydrotalcite
red bbc
Prior art date
Application number
PCT/CN2004/001116
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English (en)
Chinese (zh)
Inventor
Xue Duan
Dianqing Li
Weifeng Zhang
Original Assignee
Beijing University Of Chemical Technology
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 Beijing University Of Chemical Technology filed Critical Beijing University Of Chemical Technology
Publication of WO2005047397A1 publication Critical patent/WO2005047397A1/fr

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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
    • C09B63/00—Lakes
    • C09B63/005—Metal lakes of 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
    • C09B67/0097—Dye preparations of special physical nature; Tablets, films, extrusion, microcapsules, sheets, pads, bags with dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/40—Compounds of aluminium
    • C09C1/42—Clays

Definitions

  • the invention relates to a light and heat stable type light-resistant bright red BBC pigment with a supramolecular structure and an intercalation method thereof.
  • Lightfast red BBC is a lake pigment containing azo groups. Due to its poor light resistance and heat resistance, its application range and use effect are greatly limited, so the lightfastness of light fast red BBC is improved. 2. Heat resistance is of great significance.
  • Layered Double Hydroxides (LDHs) is an anionic layered material. Because of its intercalable layer 'assembly performance, some functional species can be inserted between the hydrotalcite layers to prepare it. Supramolecular intercalation structure material with special function.
  • hydrotalcite was first obtained by the urea thermal synthesis method [Zn 0. 67 Al 0. 33 (OH) 2 ] [C0 3 ]. , 165 ⁇ 0. 4H 2 0, and then reacted with NaCl and HC1 to obtain hydrotalcite Z 3 ⁇ 4 67 A1. . 33 (0H) 2 C1. 33 ⁇ 0. 4H 2 O, then Z 3 ⁇ 4 67 A1. 33 (OH) 2 C1 Q. 33 ⁇ 0.
  • the purpose of the present invention is to make use of the intercalability of LDHs to insert a light-resistant bright red BBC between the hydrotalcite-like layers to prepare a light-heat stable type light-resistant bright red BBC intercalation pigment.
  • naphthalene blue black 10B and methyl orange reported in the previous literature are both dyes, both of which are soluble in water, while the sun-resistant bright red BBC used in the present invention is a lake pigment, which is neither soluble in water nor soluble As most organic solvents, it is necessary to choose a suitable intercalation reaction solvent in order to intercalate the bright red BBC into LDHs.
  • a hydrotalcite-like interlayer anion of which is N0 3 — is used as a precursor, and an anion exchange method is used to replace the anion of the lightfast brilliant red BBC with the N0 3 -ion between the layers of the hydrotalcite, and the interlayer anion is generated as a lightfast brilliant red BBC anion intercalated hydrotalcite (LDH-BBC).
  • LDH-BBC The preparation steps of LDH-BBC are as follows:
  • the light-resistant brilliant red BBC is dissolved in the same organic solvent as in step A to control the concentration to 0. 02-0. 05M;
  • step C Thoroughly mix the lightfast red BBC solution prepared in step B with the hydrotalcite suspension prepared in step A, and react at a temperature of 90-150 ° C for 6-48h, filter and wash to neutrality, at 60 Dry at -100 ° C for 12-24h to obtain light-resistant bright red BBC anion intercalated hydrotalcite LDH_BBC.
  • the high-boiling organic solvent used in step A may be ethylene glycol, ethylene glycol dibutyl ether, or diethylene glycol diethyl ether.
  • the intercalation pigment LDH-BBC and light-resistant bright red BBC powder were placed in ovens at temperatures of 100, 150, 200, 250, and 300 ° C, respectively, and then taken out after being heated for 30 minutes. They were resistant to UV-Vis spectrophotometers.
  • the thermal analysis shows that the UV-Vis curve of the bright red BBC at 200 ° C has changed greatly, and the UV-Vis curve of the intercalation pigment LDH-BBC at 300 ⁇ has just begun. Changed. This shows that the intercalation pigment has higher thermal stability than the bright red BBC.
  • the intercalated hydrotalcite LDH-BBC prepared by the present invention maintains the original color of the sun-resistant bright red BBC, and can be used as a pigment, and the light and thermal stability of this new pigment is similar to that of the sun-resistant bright red BBC.
  • the ratio has been greatly improved, so the use of LDH-BBC instead of light-resistant bright red BBC in composite materials can greatly reduce its degree of discoloration and speed.
  • the method for preparing the precursor is simple, and the high-boiling organic solvent can be used to smoothly intercalate the bright red BBC into the hydrotalcite.
  • the LDH-BBC pigment can also be used in coatings and paints instead of light-fast brilliant red BBC. detailed description
  • Step A Take Mg (N0 3 ) 2 ⁇ 6 ⁇ 2 0 (15.38g, 0.06mol) and Al ( ⁇ 0 3 ) 3 ⁇ 9 ⁇ 2 0 (11. 25g, 0.03mol) and dissolve in 50ml to remove 0) 2 in deionized water; dissolve NaOH (7. 20g, 0.
  • Step B Weigh the light-resistant brilliant red BBC (2.75 g, 0.006 mol) according to the molar ratio of the light-resistant brilliant red BBC to the hydrotalcite precursor to 1.5, and dissolve it in 100 ml of ethylene glycol. .
  • Step C Suspend and swirl the bright red BBC solution and LDHs precursors in a container and mix, and then stir at 90 ° C for 48h under the protection of the filter, filter, and wash until the pH is about 7, 1G0 ° C dry At 18h, the lightfast brilliant red BBC anion intercalation LDHs material was assembled.
  • Step A Mg (N0 3 ) 2 ⁇ 6 ⁇ 2 0 (17. 31g, 0.0675mol) and Al ( ⁇ 0 3 ) 3 ⁇ 9 ⁇ 2 0 (8. 44g, 0. 0225mol) are mixed and dissolved in 50ml to remove C0 2 in deionized water.
  • Another NaOH (7.20 g, 0.18 mol) was dissolved in 75 ml of CO 2 deionized water and placed in a 250 ml three-necked bottle.
  • 1M ⁇ OHOH ⁇ Slowly drip the mixed salt solution into the lye under N 2 protection, stir vigorously, and then use 0.1 M NaOHsolve The pH of the reaction system was adjusted to 10 by the liquid.
  • Step B Weigh the light-resistant brilliant red BBC (4.59 g, 0.01 mol) according to the molar ratio of the light-resistant brilliant red BBC to the hydrotalcite precursor to 2.0, and dissolve it in 200 ml of ethylene glycol. .
  • Step C Mix the BBC solution and LDHs precursor suspension in a container, then ⁇ Under the protection, the reaction was stirred at 100 ° C for 24h, filtered and washed to a pH of about 7, and dried at 70 ° C for 24h.
  • the light-resistant bright red anion intercalation material LDH-BBC was assembled.
  • the interlayer anions of the intercalation products were all BBC anions, which was a single crystal phase with a consistent structure.
  • Super rammer intercalation structure material Compared with BBC, the interlaced pigment LDH-BBC has a color difference ⁇ E less than 5, which indicates that the interlaced pigment LDH-BBC and BBC are very close in color. After testing the intercalation pigment for light and thermal stability, it was found that its light and heat resistance were also significantly improved compared to the bright red BBC.
  • hydrotalcite precursor whose structural formula is: Zn ⁇ 4 ⁇ 1 2 (0 ⁇ ) 12 ( ⁇ 0 3 ) 2- 4H 2 0; 2.15 g (0.003 mol) of this hydrotalcite was dispersed in 50 ml of ethylene glycol.
  • Step B Weigh the light-resistant brilliant red BBC (2.06 g, 0.045 mol) according to the molar ratio of the light-resistant brilliant red BBC to the hydrotalcite precursor to 1.5, and dissolve it in 100 ml of ethylene glycol. .
  • Step C Mix the lightfast red BBC solution and the LDHs precursor suspension in a container, then Then, under the protection of 95 ° C, the reaction was stirred for 36h, filtered, washed to a pH of about 7, and dried at 70 ° C for 18h.
  • the light-resistant bright red BBC anion intercalation LDHs material was assembled.
  • the interlaced pigment has a color difference ⁇ E less than 5 compared with the light-resistant bright red BBC, indicating that the intercalation pigment maintains the original color of the light-resistant bright red BBC.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials For Photolithography (AREA)
  • Pigments, Carbon Blacks, Or Wood Stains (AREA)
  • Optical Filters (AREA)

Abstract

L'invention concerne un pigment BBC rouge permanent à structure supramoléculaire qui constitue un moyen de stabilisation de la chaleur et de la lumière, ainsi qu'un procédé d'intercalage associé. En vue d'améliorer la résistance à la lumière et à la chaleur du BBC rouge permanent d'un pigment organique, les anions du BBC rouge permanent sont intercalés dans l'hydrotalcite au moyen de la propriété d'intercalage de l'hydrotalcite avec un procédé d'échange ionique, de telle manière que les anions du BBC rouge permanent substituent tout NO3 dans l'hydrotalcite et le pigment LDH-BBC d'hydrotalcite intercalé est préparé à partir de l'hydrotalcite avec des anions d'intercouche NO3. Le pigment LDH-BBC d'hydrotalcite intercalé ne permet non seulement de maintenir une couleur que le BBC rouge permanent présente, mais également d'améliorer la résistance à la lumière et à la chaleur. Ledit pigment LDH-BBC peut remplacer le BBC rouge permanent qui est largement utilisé avec un revêtement, de la peinture et des composites.
PCT/CN2004/001116 2003-11-13 2004-09-28 Pigment bbc rouge permanent a structure supramoleculaire constituant un moyen de stabilisation de lumiere et de chaleur et son procede de preparation WO2005047397A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CNB2003101035993A CN1294211C (zh) 2003-11-13 2003-11-13 超分子结构光热稳定型耐晒艳红bbc颜料及其插层方法
CN200310103599.3 2003-11-13

Publications (1)

Publication Number Publication Date
WO2005047397A1 true WO2005047397A1 (fr) 2005-05-26

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CN (1) CN1294211C (fr)
WO (1) WO2005047397A1 (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1294213C (zh) * 2004-06-24 2007-01-10 北京化工大学 一种光热稳定型甲基橙插层颜料及其应用
CN1333005C (zh) * 2005-12-19 2007-08-22 北京化工大学 超分子插层结构紫外光吸收剂及其制备方法和用途
CN101879314B (zh) * 2009-12-08 2012-05-30 山东炳坤腾泰陶瓷科技有限公司 一种生物药物/类水滑石复合材料的合成方法
CN101982509A (zh) * 2010-10-08 2011-03-02 北京化工大学 一种光、热稳定型超分子结构酸性黄17插层颜料及其制备方法
CN102732055A (zh) * 2011-04-07 2012-10-17 北京化工大学 多组分显色阴离子共插层超分子结构颜料及其制备方法
CN103965654B (zh) * 2014-04-30 2016-08-17 北京化工大学 一种耐光型超分子插层结构颜料及其制备方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1056827A (zh) * 1990-05-25 1991-12-11 密歇根州州立大学托管委员会 多酸根嵌入的层状复氢氧化物
US5414080A (en) * 1992-11-25 1995-05-09 Board Of Trustees Operating Michigan State University Porphyrin-metallic complex intercalated layered double hydroxides
CN1171979A (zh) * 1996-07-29 1998-02-04 德国泰克萨科股份公司 制备水滑石及其金属氧化物的方法
US5730951A (en) * 1994-04-29 1998-03-24 Aluminum Company Of America Two powder synthesis of hydrotalcite and hydrotalcite-like compounds with polyvalent inorganic anions

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1056827A (zh) * 1990-05-25 1991-12-11 密歇根州州立大学托管委员会 多酸根嵌入的层状复氢氧化物
US5414080A (en) * 1992-11-25 1995-05-09 Board Of Trustees Operating Michigan State University Porphyrin-metallic complex intercalated layered double hydroxides
US5730951A (en) * 1994-04-29 1998-03-24 Aluminum Company Of America Two powder synthesis of hydrotalcite and hydrotalcite-like compounds with polyvalent inorganic anions
CN1171979A (zh) * 1996-07-29 1998-02-04 德国泰克萨科股份公司 制备水滑石及其金属氧化物的方法

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CN1294211C (zh) 2007-01-10
CN1616550A (zh) 2005-05-18

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