# US 2014/0155651 A1 · Lactic acid direct synthesis process

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- Number: US 2014/0155651 A1
- Document ID: US20140155651A1
- Status: Published application
- Kind: A1
- Application number: 14/087,203
- Filed: 2013-11-22
- Published: 2014-06-05
- Earliest claimed: 2012-11-25
- Assignees: INT - INSTITUTO NACIONAL de TECNOLOGIA; Petroleo Brasileiro S.A. - Petrobras
- Applicants: Int - Instituto Nacional De Tecnologia; PetróLeo Brasileiro S.A. - Petrobras
- Inventors: Marco André FRAGA; Tatiana Vieira GALVÃO; Simone Maria DE REZENDE; Andrea Maria Duarte DE FARIAS; Alexandre Barros GASPAR; Marlito GOMES JUNIOR; Carlos Renê Klotz RABELLO; Bernardo Galvão SIQUEIRA; Raphael Bezerra DE MENEZES
- Web page: https://patentgrep.com/patent/US20140155651A1

## CPC

- C07C 51/235: of —CHO groups or primary alcohol groups
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

This invention concerns a process for obtaining lactic acid in a single stage by direct oxidation in an aqueous medium of 1,2-propanediol in the presence of a mixture of heterogeneous catalysts, in conditions of low temperature and low pressure. The reaction takes place in the presence of oxygen and a mixture of heterogeneous catalysts, consisting of a first catalyst of noble metal supported in metallic oxide, and a second basic solid catalyst. The mixture of catalysts is easily recovered by filtration at the end of the process, to be reused. The lactic acid is obtained directly, with selectivity between 50% and 97%.

## Claims

### Claim 1

Process for direct synthesis of lactic acid, which process comprises oxidation of 1,2-propanediol in the presence of oxygen and a mixture of catalysts, which mixture of catalysts comprises: a first metallic catalyst comprising a supported noble metal; and a second basic catalyst which comprises a basic oxide; and wherein the oxidation takes place at a temperature of from 30° C. to 100° C.

### Claim 2 (depends on 1)

Process for direct synthesis of lactic acid according to claim 1 which process comprises the following stages:
feeding a reactor, which reactor is optionally equipped with a reflux system and mechanical agitation, with 1,2-propanediol or an aqueous solution of 1,2-propanediol, and with a physical mixture of the first metallic catalyst with a second basic catalyst, which second basic catalyst comprises a basic oxide, optionally obtained by means of thermal decomposition; and
allowing the materials to react by means of heating, kept within a range between 30° C. and 100° C. with bubbling of oxygen, air or a mixture of both, optionally under agitation at a speed of between 200 rpm and 2000 rpm, optionally with autogenous pressure between 1 bar and 5 bar.

### Claim 3 (depends on 1)

Process for direct synthesis of lactic acid according to claim 1, which process further comprises obtaining the first metallic catalyst from a precursor of noble metal capable of decomposition to form the corresponding oxide on a support, then activating the first metallic catalyst by means of reduction under flow of hydrogen, optionally in a hydrogen flow of 50 mL min-1 at 350° C., optionally for 2 hours.

### Claim 4 (depends on 1)

Process for direct synthesis of lactic acid according to claim 1, which process further comprises allowing reaction for approximately 6 hours and optionally separating the products obtained by removing the mixture of heterogeneous catalysts by filtration, and separating the lactic acid directly from the aqueous phase.

### Claim 5 (depends on 1)

Process for direct synthesis of lactic acid according to claim 1, which process has a selectivity between 50% and 97%, and optionally a yield of 25% or more.

### Claim 6 (depends on 1)

Process for direct synthesis of lactic acid, according to claim 1, wherein the referred to first metallic catalyst comprises at least one of the noble metals selected from Pt, Cu, Pd, Au, Ru, Rh, Ir, supported in a pure metallic oxide, in a mixture of metallic oxides or in aluminium silicates with zeolitic structure.

### Claim 7 (depends on 2)

Process for direct synthesis of lactic acid, according to claim 2, wherein the referred to precursor of a noble metal is selected from a salt precursor of platinum selected from H2Pt(OH)6, Pt(NO3)4, Pt(NH3)4(NO3)2, Pt(NH3)4(OH)2, PtCl4, Pt(NH4)2Cl4, Pt(NH4)2Cl6, Pt(C5H7O2)2 or a compound that decomposes to form PtO2.

### Claim 8 (depends on 1)

Process for direct synthesis of lactic acid, according to claim 1, wherein the amount of noble metal in the catalyst is in a range between 0.01% and 10%, preferably between 0.1% and 5% by weight of the first metallic catalyst.

### Claim 9 (depends on 1)

Process for direct synthesis of lactic acid, according to claim 1, wherein the referred to second basic catalyst comprises a simple basic oxide, a double basic oxide, a simple hydroxide or a double hydroxide, selected from Al, Zn, Li, Na, K, Rb, Cs, Fr, Be, Mg, Ca, Sr, Ba or a combination of these, preferably selected from simple oxides of magnesium or calcium, mixed oxides containing Mg, Al or Zn and double hydroxide compounds of Mg, Al or Zn, optionally wherein the second basic catalyst has a specific surface within the range 10 m2g−1 and 800 m2g−1

### Claim 10 (depends on 1)

Process for direct synthesis of lactic acid, according to claim 1, wherein 1,2-propanediol as a raw material in aqueous solution with a concentration of greater than or equal to 0.05 M is used, and a flow of synthetic air (20% of O2 in N2 by volume) in the range between 10 mL min−1 and 100 mL min−1 is used; the reaction temperature is allowed to vary in the range between 30° C. and 80° C., the pressure of reaction is allowed to vary in the range between 1 bar and 5 bar, and wherein mechanical agitation is maintained at a speed between 500 rpm and 2000 rpm.

### Claim 11 (depends on 2)

Process for direct synthesis of lactic acid, according to claim 2, wherein the reduction of the first metallic catalyst is conducted in-situ in the temperature range between 30° C. and 100° C.

### Claim 12 (depends on 2)

Process for direct synthesis of lactic acid, according to claim 2, wherein the reduction of the first metallic catalyst is conducted sequentially ex-situ at a temperature between 200° C. and 500° C. and in-situ in the temperature range between 30° C. and 100° C.

### Claim 13 (depends on 1)

Process for direct synthesis of lactic acid, according to claim 1, wherein the ratio of the mass of metallic catalyst:the mass of basic catalyst is between 0.5:1.0 and 6.0:1.0, preferably between 0.6:1.0 and 4.5:1.0.

### Claim 14 (depends on 1)

Process for direct synthesis of lactic acid, according to claim 1, wherein the ratio of the metallic catalyst:1,2-propanediol is in the range between 1:4 to 1:20 by weight.

### Claim 15 (depends on 1)

Process for direct synthesis of lactic acid, according to claim 1, wherein the process is conducted in a continuous regime, semi-continuous, in semi-batches or a combination of these, both in the gaseous phase and in the liquid phase.