CN-121975188-A - Benzoic acid-terminated cyanuric acid/melamine compound and preparation method thereof

Abstract

The invention discloses a benzoic acid-terminated cyanuric acid/melamine compound and a preparation method thereof, belonging to the technical field of functional materials. The general formula of the compound is (CA) x ·(M) y ·(S) z , and the carboxyl of the benzoic acid or the benzoic acid derivative and the amino of the cyanuric acid/melamine compound are utilized to generate directional and ordered hydrogen bond interaction at the molecular level, so that the precise end sealing is realized. The fine regulation and control of the molecular level can not only effectively weaken the original high-strength hydrogen bond network among the composite particles so as to improve the fluidity, but also be embedded into the integral structure of the composite in a synergistic and stable mode so as not to damage the excellent heat stability framework of the body. The invention has novel principle, simple process and low cost, and is suitable for industrial production.

Inventors

• SUN XIAOLI
• XU QINGBAO
• LI YINGJIE
• ZHAO HAIPENG
• QI GUOZHEN
• TIAN LIHUA
• DU HAO

Assignees

• 德润希纳(青岛)新材料科技有限公司

Dates

Publication Date

20260505

Application Date

20260122

Claims (9)

1. 1. A benzoic acid terminated cyanuric acid/melamine compound, characterized in that the cyanuric acid/melamine compound has a chemical composition formula (CA) x ·(M) y ·(S) z , wherein CA is cyanuric acid, M is melamine, S is benzoic acid or a benzoic acid derivative, the molar ratio of CA to M is (0.95-1.05): 1, and the molar ratio of S to M is (0.01-0.3): 1.
2. 2. The cyanuric acid/melamine composite according to claim 1, wherein the cyanuric acid/melamine composite has a content of 25% -35% of C element, 3% -5% of H element, 40% -50% of N element and 18% -20% of O element, respectively.
3. 3. Cyanuric acid/melamine complex according to claim 1, characterized in that the median particle size (D 50 ) of the cyanuric acid/melamine complex is 100nm-1000nm.
4. 4. Cyanuric acid/melamine complex according to claim 1, characterized in that the derivative of benzoic acid is benzoic acid bearing a hydroxyl, amino or C1-C4 alkyl substituent.
5. 5. A process for the preparation of a benzoic acid terminated cyanuric acid/melamine complex, characterized in that it comprises the steps of: a. Dispersing measured cyanuric acid in a solvent to prepare a first dispersion liquid, dispersing melamine in the solvent to prepare a second dispersion liquid, and dispersing benzoic acid or a benzoic acid derivative in the solvent to prepare a third dispersion liquid; b. c, dropwise adding the second dispersion liquid obtained in the step a into the first dispersion liquid under the conditions of stirring and temperature control, and performing molecular self-assembly, wherein the total dropwise adding amount of the second dispersion liquid is 65% -95%; c. continuously dripping the rest second dispersion liquid to finish; d. dropwise adding all the third dispersion liquid into the reaction system in the step c; e. inducing crystallization, filtering and separating to obtain precipitate; f. washing and drying the precipitate to obtain the compound.
6. 6. The preparation method according to claim 5, wherein the solvent in the step a is selected from one or more of water, dimethylsulfoxide, N-dimethylformamide and alcohols.
7. 7. The method according to claim 5, wherein the temperature in steps b, C, d is 40-95 ℃.
8. 8. The method according to claim 5, wherein the crystallization-inducing means in step f is a programmed temperature and/or an ultrasonic treatment.
9. 9. The method according to claim 5, wherein the solvent used in the washing in the step f is any one of water, ethanol and acetone.

Description

Benzoic acid-terminated cyanuric acid/melamine compound and preparation method thereof Technical Field The invention relates to the technical field of functional materials, in particular to a benzoic acid-terminated cyanuric acid/melamine compound and a preparation method thereof. Background The composite formed by self-assembling cyanuric acid and melamine through intermolecular hydrogen bonds is widely used due to its excellent flame retardancy, thermal stability and environmental friendliness. However, cyanuric acid/melamine complex (hereinafter referred to as complex) contains abundant carbonyl groups (c=o) and amine groups (-NH 2) in its molecular structure, and extremely dense and strong three-dimensional hydrogen bond network can be formed between these groups. This strong intermolecular interaction results in severe cohesion between the composite particles, which is manifested by: (1) Secondary agglomeration is serious, namely primary particles are tightly agglomerated through intermolecular hydrogen bonds to form a hard polymer; (2) Poor dispersibility, namely, the complex cannot be uniformly dispersed when in application due to hard polymers, and defect points are easy to form in the material; (3) The processing fluidity is poor, the processing is difficult, the screw is possibly worn, and even the screw is locked; (4) The amount of the compound to be added is limited because of the above-mentioned problems, and the amount of the compound to be added is often limited in order to maintain excellent comprehensive properties of the material. Currently, methods for improving the processability of the composite are mainly physical coating (such as silane coupling agent, film forming agent surface treatment) or microencapsulation. The methods can improve the processing performance to a certain extent, but have the problems of high cost, complex process, incapability of thoroughly eradicating dispersion and the like. At present, a method for mildly and efficiently regulating the intrinsic characteristics of the molecules from the aspect of molecular interaction is not available, so that the agglomeration tendency of the molecules is radically relieved. Disclosure of Invention The inventor of the present application found that benzoic acid or its derivative can act as a highly effective 'hydrogen bond regulator' to selectively intervene in the hydrogen bond network of the complex, thereby effectively reducing the cohesive strength between the particles thereof and improving the processing and dispersion properties thereof. The application aims to provide a method for improving the processability and the dispersibility of cyanuric acid/melamine compound, which has novel principle, simple operation and remarkable effect. In order to achieve the above purpose, the present invention adopts the following technical scheme: in a first aspect, the present invention provides a benzoic acid terminated cyanuric acid/melamine complex having the chemical composition formula (CA) x·(M)y·(S)z, wherein CA is cyanuric acid, M is melamine and S is benzoic acid or a benzoic acid derivative. The molar ratio of CA to M is (0.95-1.05): 1, and the molar ratio of S to M is (0.01-0.3): 1. Preferably, an elemental analysis method is adopted to carry out elemental analysis on the compound, wherein the content of each element of the cyanuric acid/melamine compound is 25% -35% of C element, 3% -5% of H element, 40% -50% of N element and 18% -20% of O element. The molar ratio of cyanuric acid, melamine and benzoic acid or benzoic acid derivatives is calculated through the element content, and is a mathematical model inversion problem based on mass conservation and chemometry. The following description will be given by taking benzoic acid as an example. The molar amounts of the three components are assumed to be n CA、 nM、 nS, respectively. According to conservation of mass, the total mass of a certain element in the product is equal to the sum of contributions of all components. Taking C, H, N elements which are most easily measured and have strong characteristics as examples: Carbon element correlation equation: C% (actual measurement). Times.M Total (S) =(3×nCA×12.01)+(3×nM X12.01) + (7 XnS 12.01) Wherein M Total (S) =nCA×129.08+nM×126.12+nS X122.12 Hydrogen element correlation equation: H% (actual measurement). Times.M Total (S) =(3×nCA×1.008)+(6×nM×1.008)+(6×nS X1.008) Nitrogen element correlation equation: N% (actual measurement). Times.M Total (S) =(3×nCA×14.01)+(6×nM X14.01) N CA:nM:nS can be solved by combining the measured C%, H and N% and the above equations. Preferably, the median particle diameter (D 50) of the cyanuric acid/melamine complex is from 100nm to 1000nm. Preferably, the derivative of benzoic acid is benzoic acid with a hydroxyl, amino or C1-C4 alkyl substituent. In a second aspect, the present invention provides a process for the preparation of a benzoic acid terminated cyanuric acid/melamine complex as desc