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Research Article
Zoran S. Petrovic
Pittsburg State University
Corresponding Author
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The direct conversion of natural products to useful engineering materials is desirable from both economic and environmental considerations. We are describing the synthesis and properties of 100 % oil-based epoxy resins generated from three epoxidized oils. The catalyst, tris(pentafluorophenyl)borane (B(C6F5)3) in toluene, allowed for controlled cationic polymerization at a very low concentration. Epoxidized oils (derived from triolein, soybean, and linseed oil) had varying epoxy content, rendering resins of different cross-link density. The polymerization was carried out at room temperature followed by post-curing at elevated temperature to speed up conversion. Epoxy resins were amorphous transparent glasses with glass transitions below glass transitions and hard rubbers above. Despite their high cross-link density, these materials show relatively low Tg’s reflecting the aliphatic nature of fatty acids and the presence of plasticizing “dangling” chains. The structure of the triglyceride starting oils influenced the properties of the resulting materials: the more regular structure of triolein compared to the very heterogeneous structures of soybean and linseed oils seemed to have enhanced some properties of the polymer networks. These epoxy polymers are potentially useful as encapsulating and potting compounds for electronic applications.
Keywords
Epoxidized oils, cationic polymerization, highly cross-linked epoxy resins
Figure 1
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Figure 8
This is a list of supplementary files associated with this preprint. Click to download.
- s3.jpg
Scheme 3. Graphic representation of the formation of a polymer network from epoxidized triolein
- S4.jpg
Scheme 4. Illustration of the process for the synthesis of networks and subsequent methanolysis
- scheme1.jpg
Scheme 1. Polymerization of epoxidized oil
- scheme2.jpg
Scheme 2. Epoxidized oils used in this work
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CURRENT STATUS: Published
View the published article at Journal of Polymers and the Environment.
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Posted 17 May, 2021
No community comments so far
Editorial decision: Minor Revisions Needed
On 09 Jun, 2021
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Received 11 May, 2021
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On 20 Apr, 2021
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See the published version of this preprint at Journal of Polymers and the Environment.
This is a preprint, a preliminary version of a manuscript that has not completed peer review at a journal. Research Square does not conduct peer review prior to posting preprints. The posting of a preprint on this server should not be interpreted as an endorsement of its validity or suitability for dissemination as established information or for guiding clinical practice.
Learn more about In Review
Research Article
Zoran S. Petrovic
Pittsburg State University
Corresponding Author
Badges
Prescreen
This manuscript passed our Prescreen assessment
Complete author information
Appropriate declaration statements
Potential risks to human health
Prescreen
Peer Review Timeline
CURRENT STATUS: Published
View the published article at Journal of Polymers and the Environment.
Version 1
Posted 17 May, 2021
No community comments so far
Editorial decision: Minor Revisions Needed
On 09 Jun, 2021
Reviews received
Received 11 May, 2021
First submitted
On 20 Apr, 2021
Metrics
Comments: 0
PDF Downloads: ...
HTML Views: ...
License:
This work is licensed under a CC BY 4.0 License. Read Full License
View the published article at Journal of Polymers and the Environment.
The direct conversion of natural products to useful engineering materials is desirable from both economic and environmental considerations. We are describing the synthesis and properties of 100 % oil-based epoxy resins generated from three epoxidized oils. The catalyst, tris(pentafluorophenyl)borane (B(C6F5)3) in toluene, allowed for controlled cationic polymerization at a very low concentration. Epoxidized oils (derived from triolein, soybean, and linseed oil) had varying epoxy content, rendering resins of different cross-link density. The polymerization was carried out at room temperature followed by post-curing at elevated temperature to speed up conversion. Epoxy resins were amorphous transparent glasses with glass transitions below glass transitions and hard rubbers above. Despite their high cross-link density, these materials show relatively low Tg’s reflecting the aliphatic nature of fatty acids and the presence of plasticizing “dangling” chains. The structure of the triglyceride starting oils influenced the properties of the resulting materials: the more regular structure of triolein compared to the very heterogeneous structures of soybean and linseed oils seemed to have enhanced some properties of the polymer networks. These epoxy polymers are potentially useful as encapsulating and potting compounds for electronic applications.
Figure 1
Figure 2
Figure 3
Figure 4
Figure 5
Figure 6
Figure 7
Figure 8
This is a list of supplementary files associated with this preprint. Click to download.
- s3.jpg
Scheme 3. Graphic representation of the formation of a polymer network from epoxidized triolein
- S4.jpg
Scheme 4. Illustration of the process for the synthesis of networks and subsequent methanolysis
- scheme1.jpg
Scheme 1. Polymerization of epoxidized oil
- scheme2.jpg
Scheme 2. Epoxidized oils used in this work
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