Bondable flame-retardant vanillin-derived molecules

Patent metadata

Field	Value
Publication number	US-2019106632-A1
Application number	US-201816212954-A
Country	US
Kind code	A1
Filing date	Dec 7, 2018
Priority date	May 2, 2017
Publication date	Apr 11, 2019
Grant date	—

Abstract

A flame-retardant vanillin-derived molecule, a process for forming a flame-retardant resin, and an article of manufacture comprising a material that contains the flame-retardant vanillin-derived molecule are disclosed. The flame-retardant vanillin-derived molecule can be synthesized from vanillin obtained from a bio-based source, and can have at least one phosphoryl or phosphonyl moiety with phenyl, allyl, epoxide, propylene carbonate, or thioether substituents. The process for forming the flame-retardant resin can include reacting a vanillin derivative and a flame-retardant phosphorus-based molecule to form the flame-retardant vanillin-derived molecule, and binding the flame-retardant vanillin-derived molecule to a resin. The flame-retardant vanillin-derived molecules can also be bound to polymers. The material in the article of manufacture can be flame-retardant, and contain the flame-retardant vanillin-derived molecules. Examples of materials that can be in the article of manufacture can include resins, plastics, adhesives, polymers, etc.

First claim

What is claimed is:

1 . A process of forming a flame-retardant resin, comprising:
forming a phosphorus-based flame-retardant molecule; forming a vanillin derivative; chemically reacting the vanillin derivative with the phosphorus-based flame-retardant molecule to form a flame-retardant vanillin-derived molecule; and binding the flame-retardant vanillin-derived molecule to a resin to form the flame-retardant resin.

2 . The process of claim 1 , wherein the vanillin derivative is synthesized from vanillin that has been obtained from a bio-based source.

3 . The process of claim 1 , wherein the vanillin derivative is selected from a group consisting of:
a phenol vanillin derivative with a formula of:

a carboxylic acid vanillin derivative with a formula of:

and
a benzyl alcohol vanillin derivative with a formula of:

4 . The process of claim 1 , wherein the phosphorus-based flame-retardant molecule is a phosphate-based molecule with a formula of:

wherein R is a first substituent selected from a group consisting of an epoxide substituent and an allyl substituent.

5 . The process of claim 1 , wherein the phosphorus-based flame-retardant molecule is a phosphonate-based molecule with a formula of:

wherein R is a second substituent selected from the group consisting of the epoxide substituent and the allyl substituent.

6 . The process of claim 1 , further comprising chemically reacting the flame-retardant vanillin-derived molecule with a thiol molecule to form a flame-retardant vanillin-derived molecule with a thioether substituent.

7 . The process of claim 1 , further comprising chemically reacting the flame-retardant vanillin-derived molecule with lithium bromide and carbon dioxide to form a flame-retardant vanillin-derived molecule with a propylene carbonate substituent.

8 . An article of manufacture, comprising a material containing a flame-retardant vanillin-derived molecule.

9 . The article of manufacture of claim 8 , wherein the material is a resin.

10 . The article of manufacture of claim 8 , wherein the material is a plastic.

11 . The article of manufacture of claim 8 , wherein the material is an adhesive.

12 . The article of manufacture of claim 8 , wherein the material is a polymer selected from a group consisting of polyurethane, an epoxy, a polyhydroxyurethane, a polycarbonate, a polyester, a polyacrylate, a polyimide, a polyamide, a polyurea, and a poly(vinyl-ester).

13 . The article of manufacture of claim 8 , further comprising a printed circuit board.

Assignees

• IBM

Inventors

• Kobilka Brandon M
• Kuczynski Joseph
• Porter Jacob T
• Wertz Jason T

Classifications

• C07F9/145

  with hydroxyaryl compounds · CPC title

• C07F9/4021

  Esters of aromatic acids (P-C aromatic linkage) · CPC title

• C07F9/1403

  containing the structure Hal-P(=O)-O-unsaturated acyclic group · CPC title

• C07F9/1406

  containing the structure Hal-P(=O)-O-aryl · CPC title

• C09K21/14

  Macromolecular materials · CPC title