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. 2023 Jul 5;28(13):5236.
doi: 10.3390/molecules28135236.

Sequential Esterification-Diels-Alder Reactions for Improving Pine Rosin Durability within Road Marking Paint

Aqsha Aqsha  1   2 , Haryo Pandu Winoto  1 , Tri Partono Adhi  1 , Sanggono Adisasmito  1 , Yusrin Ramli  3 , Lathifuddin Siddiq  2 , Fauzi Bhakti Pratama  2 , Mohammad Reza Ramdani  2 , Antonius Indarto  1   2
Affiliations

Sequential Esterification-Diels-Alder Reactions for Improving Pine Rosin Durability within Road Marking Paint

Aqsha Aqsha et al. Molecules. .

Abstract

Pine rosin, which is derived from Pinus merkusii resin, a natural product, has demonstrated potential as a road marking binder. Although pine rosin has an excellent shinning property, it has some limitations, such as instability and color change. To tackle these issues, modified rosin has been developed through sequential esterification and Diels-Alder reactions, and it has shown better properties than untreated rosin. In this study, from the evaluation of untreated and treated rosins, the treated rosin showed some improvements, such as a lower acid value and higher stability, as shown by the color consistency during the oxidation test at 150 °C for 24 h in open-air conditions. Additionally, as road marking paint, the modified rosin is blended with blending materials in the range of 18-28 wt.%. The modified rosin has a softening point of 170-210 °C, a hardness of 50-71 HD, and a weight loss of 1.33-5.12 mg during the wearing test. These results are comparable to or better than those of commercially available road marking products.

Keywords: Diels–Alder reaction; binder; pine rosin; road marking; sequential esterification; thermoplastic.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
The influence of the ratio of rosin to glycerol on the reduction in the acid number of the resin.
Figure 2
Figure 2
The reduction in acid value via Diels–Alder reaction using maleic anhydride.
Figure 3
Figure 3
FTIR analysis of modified and unmodified rosins.
Figure 4
Figure 4
(a) Light intensity differences between rosin before and after the oxidation test; (b) rosin’s appearance before and after the oxidation test.
Figure 5
Figure 5
Road marking test results: (a) softening point test; (b) paint’s hardness test; (c) weight loss after wearing test.
Figure 6
Figure 6
Heating stability test performed on modified and unmodified rosin road markings.
Figure 7
Figure 7
Microscopic image of cracking test at 40 mm magnification.
Figure 8
Figure 8
Modification and blending processes.
See this image and copyright information in PMC

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