3-Hydroxy-4-alkylphenyl phosphite triester, preparation method thereof and application as antiaging agent for styrene thermoplastic elastomers
A technology of alkyl phenyl phosphite triester and hydroxyphenyl alkyl ketone, which is applied in chemical instruments and methods, compounds of Group 5/15 elements of the periodic table, organic chemistry, etc. Environment, low melting point, etc.
Active Publication Date: 2021-05-07
CHINA PETROLEUM & CHEM CORP +1
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Problems solved by technology
[0004] At present, the anti-aging system of styrene thermoplastic elastomer is generally 264 and TNPP system, the addition amount of 264 is 4-6‰ (mass ratio), and TNP is 4-6‰, and the two together account for about 10‰ of the total product 264 has a small molecular weight, low melting point (69-71°C), and low flash point (126.7°C), which is volatile during production and processing and pollutes the environment. The United States and the European Union have clearly banned it. Used in styrene-based thermoplastic elastomers, TNPP contains nonylphenol, which is harmful to the human body, and the United States and the European Union have also explicitly banned its use, which is prohibited by the EU Reach Act
[0005] The anti-aging system of the above-mentioned styrene-based thermoplastic elastomer is generally used in combination with two anti-aging agents, the main and the auxiliary, which are added in large amounts, easily pollute the environment, and harm the human body. , the amount of addition is small, the anti-aging agent that does not pollute the environment and does not harm the human body has not yet been involved
Method used
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Embodiment 1
[0040] Add measured resorcinol 350g and carboxylic acids with different carbon atoms (refer to Table 1), zinc chloride 10g in the reaction kettle, control the reaction temperature within 20°C-80°C, the reaction time is 40-120min, after treatment Samples A1, B1, C1, D1, E1, F1 were obtained.
[0041] Table 1
[0042] serial number Carboxylic acid with different carbon atoms mass (g) Sample No. A Valeric acid 530 A1 B caproic acid 563 B1 C Heptanoic acid 607 C1 D bitter 645 D1 E nonanoic acid 690 E1 F capric acid 714 F1
[0043] Using samples A1-F1 in Table 1, add zinc-mercury reagent and solvent into the reaction kettle, control the reaction temperature at 245-250°C, and the reaction time at 180-240min, and obtain samples A21-F21 respectively, as shown in Table 2:
[0044] Table 2
[0045]
[0046]
[0047]Using the samples A21-F21 in Table 2, add 15-25g of phosphorus trichloride into the reaction kettle...
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The invention discloses a 3-hydroxy-4-alkylphenyl phosphite triester, a preparation method thereof and an application as an antiaging agent for styrene thermoplastic elastomers; 3-hydroxy-4-alkylphenyl phosphite triester The preparation method of ester is to carry out Friedel-Crafts acylation reaction of resorcinol and monocarboxylic acid to obtain 2,4-dihydroxyphenyl alkyl ketone compound; 2,4-dihydroxy phenyl alkyl ketone compound is obtained by reducing carbonyl , to obtain 4-alkylresorcinol compound; said 4-alkylresorcinol compound is esterified with phosphorus trichloride, to obtain, the 3-hydroxyl-4-alkylphenylphosphite tris The ester contains triphenyl phosphite structure and phenolic structure at the same time, and introduces a large number of long-chain alkyl groups. It has the characteristics of resistance to volatility and good stability. It can be used for anti-aging of styrene thermoplastic elastomers. Its dosage is small and its effect is Remarkable, green and environmentally friendly, it can meet the requirements of EU Reach regulations.
Description
technical field [0001] The present invention relates to a kind of phosphite triester compound and its preparation method and the application as antiaging agent of styrene thermoplastic elastomer, especially relate to 3-hydroxy-4-alkylphenyl phosphite triester in styrene thermoplastic elastomer The anti-aging application of the body belongs to the anti-aging field of styrene thermoplastic elastomers. Background technique [0002] Commonly used styrenic thermoplastic elastomers refer to styrene, butadiene (or isoprene) as monomers, cyclohexane or n-hexane as solvent, and alkyllithium as initiator, through anionic solution polymerization made polymers. Common styrene-based thermoplastic elastomers mainly include: styrene-butadiene thermoplastic elastomer SBS and its hydrogenated product SEBS, pentylstyrene thermoplastic elastomer SIS and its hydrogenated product SEPS, and solution-polymerized styrene-butadiene rubber SSBR. [0003] When storing and using styrene-based thermop...
Claims
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IPC IPC(8): C07F9/145C08K5/526C08L53/02
CPCC07F9/145C08K5/526C08L2207/04C08L53/02
Inventor 江国防张千帆崔夫知马德力
Owner CHINA PETROLEUM & CHEM CORP