# US 10,246,547 B2 · Processes for obtaining a polyol from palm oil, polyols obtained from the processes, products derived from such polyol and their method of preparation

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- Number: US 10,246,547 B2
- Document ID: US10246547B2
- Status: Granted
- Kind: B2
- Application number: 14/349,029
- Filed: 2012-10-03
- Published: 2014-10-16
- Granted: 2019-04-02
- Earliest claimed: 2011-10-03
- Assignees: Industrial Agraria La Palma Limitada, Indupalma Ltda.
- Applicants: Industrial Agraria La Palma Limitada, Indupalma Ltda.
- Inventors: Margarita María Baena Restrepo; Dency Viviana Agudelo Velásquez; Dahiana Toro Álvarez
- Web page: https://patentgrep.com/patent/US10246547B2

## CPC

- C08G 18/348: {Hydroxycarboxylic acids}
- C07C 29/00: Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C 29/74: Separation; Purification; Use of additives, e.g. for stabilisation
- C08G 18/10: Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G 18/3206: {aliphatic}
- C08G 18/36: Hydroxylated esters of higher fatty acids
- C08G 18/8019: {Masked aromatic polyisocyanates}
- C11C 3/02: by esterification of fatty acids with glycerol
- C11C 3/06: with glycerol
- C08G 2110/0008: flexible
- C08G 2110/0025: rigid
- C08G 2110/0083: prepared using water as the sole blowing agent
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C11C: FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM

## Abstract

The present invention relates to the process for production of a polyol from palm oil and of rigid polyurethane foams prepared from said polyol derived from palm oil. On the one hand, this invention provides a method for obtaining monomeric polyols from palm oil that have hydroxyl number between 50 450 mgKOH/g sample. The polyols of the present application may be obtained by means of a procedure based on the following four mother routes: Route 1: maleinisation of the fatty acids of palm oil; Route 2: glycerolysis of palm oil; Route 3: trancesterification of palm oil; and Route 4: epoxidation of unsaturated carbon-carbon links of palm oil. Additionally, other modalities of the invention permit obtaining polyols from the combination of these mother routes. In other realizations of the invention polyurethanes are prepared from polyols obtained through any of the four routes or by combinations of the same.

## Claims

### Claim 1

A method for the production of polyol from palm oil, characterized by comprising the following steps:
a. mixing a source of palm oil with formic acid in the presence of heat;
b. adding hydrogen peroxide to the mixture of step a) and shake to obtain a reaction product of step b);
c. washing the reaction product of step b) with water at a temperature between 55° C. and 65° C. to obtain a product of step c);
d. washing the product obtained in the step c) with 5% sodium bicarbonate to obtain a product of reaction of step d);
e. washing the product of reaction of step d) with water at a temperature between 55° C. and 65° C. to obtain a product of step e);
f. washing the product obtained in step e) with 5% sodium chloride to obtain an aqueous phase and an organic phase;
g. discarding the aqueous phase obtained in step f) to obtain an epoxidized oil;
h. mixing the epoxidized oil obtained in step g) with glycerol and a catalyst, in the presence of heat and agitation, wherein the catalyst is sodium hydroxide;
i. neutralizing the sodium hydroxide catalyst with drops of phosphoric acid to avoid the formation of soap; and
j. obtaining the polyol resulting in a hydroxyl number between 400 and 440 mg KOH/g sample,
wherein step h) has a reaction temperature that varies between 170° C. and 190° C. and has a time of reaction that varies between 40 and 50 minutes.

### Claim 2 (depends on 1)

The method in accordance with claim 1, wherein the source of palm oil in step a) is the olein phase of crude palm oils.

### Claim 3 (depends on 1)

The method in accordance with claim 1, wherein the source of palm oil in step a) is the olein phase of refined bleached and deodorized palm oil (RBD).

### Claim 4 (depends on 1)

The method in accordance with claim 1, wherein step b) has a reaction temperature that varies between 45° C. and 55° C. and has a time of reaction that varies between 1 and 2 hours after the addition of hydrogen peroxide.