A kind of polyβ-pinene resin functional modification method

A pinene resin and functionalization technology, which is applied in the field of functional modification of poly-β-pinene resin, can solve the problems of inability to realize functional modification of β-pinene resin and low insertion rate of β-pinene, and achieve Improve the original function, high selectivity, easy separation and purification effect

Active Publication Date: 2018-10-23
SUN YAT SEN UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the modified resin prepared by the copolymerization method, the insertion rate of β-pinene (that is, the content of β-pinene units in the copolymer) is often low, and the function of β-pinene resin in the true sense cannot be realized. modification

Method used

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  • A kind of polyβ-pinene resin functional modification method
  • A kind of polyβ-pinene resin functional modification method
  • A kind of polyβ-pinene resin functional modification method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Embodiment 1 mercaptopropionic acid modified β-pinene resin

[0039] 1. Method

[0040] (1) In the 20mL dry amp tube, add 1.088g poly-β-pinene resin (industrial product, number average molecular weight is 6635), 0.102g benzoin dimethyl ether, 2.544g mercaptopropionic acid and 8mL toluene as solvent successively, Nitrogen deoxygenation, tube sealing.

[0041] (2) After the reaction was continued for 12 hours under the irradiation of a UV lamp with a wavelength of 365nm, the reaction solution was added dropwise into 40mL of methanol to precipitate the product, filtered and dried in vacuum at 40°C to obtain mercaptopropionic acid-modified β-pinene resin.

[0042] 2. Results

[0043] Mercaptopropionic acid modified poly-β-pinene resin 1 See attached for H NMR spectrum figure 1 As shown in Figure A in the middle, the grafting rate of mercaptopropionic acid measured by the peak area of ​​the characteristic peak is 27%, that is, 27% of the monomer units on the poly-β-pinen...

Embodiment 2

[0045] Embodiment 2 mercaptoacetic acid modified β-pinene resin

[0046] 1, by the same synthetic method of embodiment 1, but feed intake is changed into 1.088g poly-pinene resin, 0.102g benzoin dimethyl ether and 2.208g thioglycolic acid. After treatment under the same conditions, thioglycolic acid modified β-pinene resin was obtained.

[0047] 2. Thioglycolic acid modified β-pinene resin 1 See attached for H NMR spectrum figure 1 As shown in Figure B, the grafting rate of thioglycolic acid measured by the peak area of ​​the characteristic peak is 15%.

[0048] as attached image 3 As shown, thioglycolic acid modified β-pinene resin (modified product) can self-emulsify in water to form nanoparticles (which is expected to be used in drug delivery system), and its particle size is 223nm as measured by dynamic light scattering. The morphology is spherical micelles.

Embodiment 3

[0049] Embodiment 3 methyl mercaptoacetate modified β-pinene resin

[0050] 1, according to the same synthetic method of embodiment 1, but feed intake is changed into 1.088g poly-β-pinene resin, 0.090g 2-hydroxyl-4'-(2-hydroxyethoxy)-2-methyl propiophenone and 2.544 g methyl thioglycolate. Post-treatment under the same conditions to obtain methyl thioglycolate modified β-pinene resin.

[0051] 2. Methyl thioglycolate modified β-pinene resin 1 See attached for H NMR spectrum figure 1 As shown in Figure C in the middle, the grafting rate of methyl thioglycolate is 21% measured by the peak area of ​​the characteristic peak.

[0052] 3. In addition, the above-mentioned methyl thioglycolate-modified β-pinene resin and acrylic resin (industrial product, glass transition temperature 15° C.) were blended in an equal mass ratio by using a solution blending method.

[0053] The DSC test shows that the glass transition temperature of the modified β-pinene resin component in the blend i...

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Abstract

The invention discloses a new method for functional modification of poly(beta-pinene) resin, and particularly relates to a new method for carrying out functional modification on poly(beta-pinene)resin through a sulfydryl-double bond addition reaction. The method includes the steps that a photoinitiator is adopted to initiate the addition reaction of double bonds on poly(beta-pinene) molecular chains and a sulfhydryl compound, polar functional groups carried by the sulfhydryl compound are introduced onto the poly(beta-pinene) molecular chains, and functionally-modified poly(beta-pinene)resin is obtained. Due to the introduction of the polar functional groups, on one hand, the compatibility of poly(beta-pinene) and common polyacrylic resin can be improved, and thus the tackifying effect of poly(beta-pinene) on polyacrylic resin can be improved; on the other hand, the traditional polymer poly(beta-pinene) can be endowed with new functions, the application field of the terpene polymer can be widened, and efficient utilization of the natural resource beta-pinene can be promoted; for example, after beta-pinene is modified with mercaptopropionic acid or mercaptoacetic acid, a product can be self-emulsified in water to form nano-particles and is expected to be applied to drug delivery systems.

Description

technical field [0001] The invention belongs to the technical field of polymer materials. More specifically, it relates to a new method for functional modification of poly-β-pinene resin, specifically a new method for functional modification of poly-β-pinene resin through efficient addition reaction of mercapto-double bonds. Background technique [0002] β-pinene is derived from turpentine oil, one of the most abundant renewable natural resources. The poly-β-pinene resin prepared by cationic polymerization has the advantages of non-toxic, odorless, acid and alkali resistance, oxidation resistance, anti-aging and other outstanding properties. Thermal stability and electrical insulation, widely used in pressure-sensitive adhesives, hot-melt adhesives, sealants, coatings, inks, rubber, plastics, printing, food packaging, hygiene and other industries as tackifiers and fillers. [0003] However, although poly-β-pinene resin has been industrially produced for a long time, its var...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F8/34C08F32/06
CPCC08F8/34C08F32/06
Inventor 秦何荣卢江梁晖徐文烈田巧杨斌
Owner SUN YAT SEN UNIV
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