Vol.:(0123456789) 1 3
Journal of Polymers and the Environment
https://doi.org/10.1007/s10924-018-1227-2
ORIGINAL PAPER
Efects of Cashew Nut Shell Liquid and Its Decarboxylated Form
on the Properties of Natural Rubber
Uraiwan Sookyung
1
· Anoma Thitithammawong
1
· Charoen Nakason
2
· Charoen Pakhathirathien
3
·
Woothichai Thaijaroen
4
© Springer Science+Business Media, LLC, part of Springer Nature 2018
Abstract
Efects of addition of raw cashew nut shell liquid (CNSL) or its decarboxylated form (D-CNSL or cardanol) on curing
characteristics, physical properties and temperature scanned stress relaxation were investigated. The study revealed that the
CNSL containing high anacardic acid concentration acts as an acid activator and strongly afects curing behavior of NR
compounds. The efective curing rate and curing efciency, i.e., torque diference, crosslink density, and activation energy
for curing, clearly increased with 2–5 phr of CNSL. Furthermore, physical properties and thermal stability also improved.
However, when the acidity was removed by forming D-CNSL, the efects were totally diferent from those of the CNSL. The
D-CNSL behaves like a plasticizer improving chain fexibility and might show dilution efects if used at a high content in
the compound formulation. These efects are clearly seen in decreased curing rate and curing efciency, together with slight
losses of tensile properties, tear strength, and thermal stability, with D-CNSL addition.
Keywords Natural rubber · Cashew nut shell liquid · Decarboxylated cashew nut shell liquid · Renewable material · Curing
activator
Introduction
Cashew nut shell liquid (CNSL) is a by-product from the
cashew industry, and is a renewable natural material. The
natural raw CNSL mainly composes of phenolic compounds
with diferent alkenyl side chains. The phenolic compounds
include mostly anacardic acid, along with some cardol,
cardanol, and 2-methyl cardol [1] (the chemical structures
are shown in Fig. 1). The alkenyl side chains have 15 carbon
atoms with unsaturated sites of monoene, diene, or triene
(non-conjugated) types. The CNSL has as its advantages
cheap price, abundant availability, and biodegradability.
Also, there are unique structural features, such as active
positions of double bonds and phenolic hydroxyl group.
Therefore, CNSL is considered as a primary material in the
synthesis of many polymers, for example polyurethanes [2],
polyether [3] and phenolic resins [4, 5]. Moreover, some
researchers have applied CNSL as an additive in rubber and
polymer formulations to promote thermal stability, to plas-
ticize, and as antioxidant [6–8].
A large number of modifed CNSL products have been
developed, mostly by frst decarboxylating the CNSL. The
decarboxylation of CNSL produces structural change from
anacardic acid to cardanol, before further reactions such as
sulfonation, epoxidation, esterifcation, etc. [1]. Examples
of modifed CNSL products in rubber applications are phos-
phorylated cardanol prepolymer (PCP) used as a plasticizer
[9, 10], thermal resistance promoter [11], and coupling agent
enhancing fller–rubber interactions [12, 13]. It has also been
reported that NR-grafted-cardanol, cardanol-formaldehyde
* Uraiwan Sookyung
uraiwan.sookyung@gmail.com
* Anoma Thitithammawong
anoma.t@psu.ac.th
1
Department of Rubber Technology and Polymer Science,
Faculty of Science and Technology, Prince of Songkla
University, Pattani Campus, Pattani 94000, Thailand
2
Faculty of Science and Industrial Technology, Prince
of Songkla University, Suratthani Campus, Suratthani 84000,
Thailand
3
Department of Science, Faculty of Science and Technology,
Prince of Songkla University, Pattani Campus, Pattani 94000,
Thailand
4
National Metal and Materials Technology Center (MTEC),
Pathum Thani 12120, Thailand