Polyurethane materials formed from unsaturated plant oils via an alkyne zipper reaction
a polyurethane and unsaturated plant oil technology, applied in the field of biorenewable polyurethane materials, can solve problems such as poor mechanical properties of polyurethanes
Active Publication Date: 2017-06-15
INT BUSINESS MASCH CORP
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Benefits of technology
This patent describes a process for making polyurethane material from biorenewable plant oil. This involves creating unsaturated alcohols, converting them to alkyne-terminated alcohols, and then creating polyols with two primary hydroxyl groups. These polyols are then polymerized to form a polyurethane material. This process results in a biorenewable polyurethane material that can be used in various applications such as acoustic dampening foam.
Problems solved by technology
However, these polyols typically produce polyurethanes with poor mechanical properties compared to petroleum-based polyurethanes.
Method used
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[0010]The present disclosure relates to polyurethane materials and methods of forming polyurethane materials from biorenewable materials (e.g., plant oils, such as vegetable oils). Vegetable oils include a mixture of triglycerides (made up of three fatty acids), and these compositions may vary according to the source of the oil. There are relatively inexpensive and readily available unsaturated vegetable oils (UVOs) that include relatively small amounts of saturated fatty acids. In the present disclosure, each unsaturated fatty acid component of highly unsaturated UVOs is converted into long-chain alcohols with terminal, primary hydroxyl groups and no terminal aliphatic chains (also referred to as “dangling chains”). In the present disclosure, the UVOs are converted to long-chain alcohols, and alkenes in the long-chain alcohols are converted to alkynes via a subsequent bromination and “double” elimination reaction. The alkynes, which are internal at this point, are converted to term...
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Abstract
A process of forming a polyurethane material includes forming an unsaturated alcohol from an unsaturated plant oil via a reduction reaction. The process includes forming an alkyne-terminated alcohol from the unsaturated alcohol and forming a polyol having two primary hydroxyl groups from the alkyne-terminated alcohol. The process further includes polymerizing a mixture that includes the polyol having the two primary hydroxyl groups to form a polyurethane material.
Description
I. FIELD OF THE DISCLOSURE[0001]The present disclosure relates generally to biorenewable polyurethane materials.II. BACKGROUND[0002]Vegetable oils may be used to form polyols. Such vegetable oil-based polyols may be used as derivatives for polyurethanes. However, these polyols typically produce polyurethanes with poor mechanical properties compared to petroleum-based polyurethanes.III. SUMMARY OF THE DISCLOSURE[0003]According to an embodiment, a process of forming a polyurethane material includes forming an unsaturated alcohol from an unsaturated plant oil via a reduction reaction. The process includes forming an alkyne-terminated alcohol from the unsaturated alcohol and forming a polyol having two primary hydroxyl groups from the alkyne-terminated alcohol. The process further includes polymerizing a mixture that includes the polyol having the two primary hydroxyl groups to form a polyurethane material.[0004]According to another embodiment, a biorenewable polyurethane material is di...
Claims
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IPC IPC(8): C08G18/32C08G18/72G10K11/162C07C29/147
CPCC08G18/3206C07C29/147C08G2101/00G10K11/162C08G18/72C07C29/14C07C29/143C07C29/56C07C29/58C07C29/62C07C45/26C08G2350/00C08L75/04C07C33/025C07C33/02C07C31/36C07C33/042C07C33/04C07C47/19C07C49/185C07C31/20C07C31/22C07C31/24
Inventor KING, SCOTT B.KOBILKA, BRANDON M.KUCZYNSKI, JOSEPHWERTZ, JASON T.
Owner INT BUSINESS MASCH CORP