Process for the preparation of stable toluene diamine residue/water blends, related compositions, and methods of using such blends as a fuel

Patent metadata

Field	Value
Publication number	US-11078151-B2
Application number	US-201816478181-A
Country	US
Kind code	B2
Filing date	Jan 24, 2018
Priority date	Jan 27, 2017
Publication date	Aug 3, 2021
Grant date	Aug 3, 2021

Abstract

Processes for stabilizing toluenediamine residues are disclosed. These processes include adding a low viscosity, low boiling liquid to a toluenediamine residue composition to form a blend, and optionally, continuously monitoring the viscosity of the blend during addition of the low viscosity, low boiling liquid. The low viscosity, low boiling liquid may be added at 5% to 30% by weight based on the total weight of the blend. Further, the low viscosity, low boiling liquid may be added so that the blend has a viscosity of 10,000 cP or less throughout the temperature range of 40° C. to 95° C. Blends of toluenediamine residue compositions and low viscosity, low boiling liquids such as water, and methods of their use as a fuel are also disclosed.

First claim

What is claimed is:

1. A process for stabilizing toluenediamine residues, the process comprising:
adding a low viscosity, low boiling liquid to a toluenediamine residue composition to form a blend,
wherein the blend comprises 5 to 30% by weight of the low viscosity, low boiling liquid, based on the total weight of the blend, and
wherein the blend has a viscosity of 10,000 cP or less throughout the temperature range of 40° C. to 95° C., and
wherein the toluenediamine residue composition comprises:
(a) 25 to 60% by weight of toluenediamine residue and 40 to 75% by weight of meta-toluenediamine isomer, based on the total weight of the toluene diamine residue and the meta-toluenediamine isomer in the composition;
(b) 25 to 60% by weight of toluenediamine residue and 40 to 75% by weight of ortho-toluenediamine isomer, based on the total weight of the toluenediamine residue and the ortho-toluenediamine isomer in the composition; or
(c) 25 to 60% by weight of toluenediamine residue and 40 to 75% by weight of a mixture of meta-toluenediamine and ortho-toluenediamine isomers, based on the total weight of the toluenediamine residue and the mixture of meta-toluenediamine and ortho-toluenediamine isomers in the composition.

2. The process of claim 1 , further comprising:
continuously monitoring the viscosity of the blend during addition of the low viscosity, low boiling liquid; and
controlling an amount of toluenediamine residue composition and/or controlling an amount of the low viscosity, low boiling liquid added based on the viscosity of the blend.

3. The process of claim 2 , further comprising passing the blend through a heat exchanger to bring the temperature of the blend to a target temperature range for use as a liquid fuel.

4. The process of claim 1 , wherein the blend has a viscosity of 4,000 cP or less throughout the temperature range of 40° C. to 95° C.

5. The process of claim 1 , wherein the blend has a viscosity of 2,000 cP or less throughout the temperature range of 40° C. to 95° C.

6. The process of claim 1 , wherein the low viscosity, low boiling liquid comprises water.

7. The process of claim 6 , wherein the water comprises water recovered during crude toluenediamine purification to isolate meta-toluenediamine.

8. The process of claim 6 , wherein the amount of water in the blend is 10 to 20% by weight, based on the total weight of the blend.

9. The process of claim 1 , wherein the toluenediamine residue composition comprises a mixture of toluenediamine isomers and toluenediamine residues, wherein the toluenediamine residues comprise compounds formed during toluenediamine synthesis that have a higher boiling point than the 2,6 TDA isomer.

10. A blended composition comprising:
70 to 95% by weight of a toluenediamine residue composition; and
5 to 30% by weight of a low viscosity, low boiling liquid,
wherein the weight percents are based on the total weight of the composition,
wherein the blended composition has a viscosity of 10,000 cP or less throughout the temperature range of 40° C. to 95° C., and
wherein the toluenediamine residue composition comprises:
(a) 25 to 60% by weight of toluenediamine residue and 40 to 75% by weight of meta-toluenediamine isomer, based on the total weight of the toluene diamine residue and the meta-toluenediamine isomer in the composition;
(b) 25 to 60% by weight of toluenediamine residue and 40 to 75% by weight of ortho-toluenediamine isomer, based on the total weight of the toluenediamine residue and the ortho-toluenediamine isomer in the composition; or
(c) 25 to 60% by weight of toluenediamine residue and 40 to 75% by weight of a mixture of meta-toluenediamine and ortho-toluenediamine isomers, based on the total weight of the toluenediamine residue and the mixture of meta-toluenediamine and ortho-toluenediamine isomers in the composition.

11. The blended composition of claim 10 , wherein the blended composition has a viscosity of 4,000 cP or less throughout the temperature range of 40° C. to 95° C.

12. The blended composition of claim 10 , wherein the blended composition has a viscosity of 2,000 cP throughout the temperature range of 40° C. to 95° C.

13. The blended composition of claim 10 , wherein the toluenediamine residue composition comprises a mixture of toluenediamine isomers and toluenediamine residues, wherein the toluenediamine residues comprise compounds formed during toluenediamine synthesis that have a higher boiling point than the 2,6-TDA isomer.

14. The blended composition of claim 10 , wherein the low viscosity, low boiling liquid comprises water.

15. The blended composition of claim 14 , comprising 80 to 90% by weight of the toluenediamine residue composition and 10 to 20% by weight water.

16. A method of using a toluenediamine residue composition, the method comprising:
(a) feeding a blend comprising the toluenediamine residue composition to a fuel burning apparatus, wherein the blend comprises 70 to 95% by weight of the toluenediamine residue composition and 5 to 30% by weight of a low viscosity, low boiling liquid, wherein the weight percents are based on the total weight of the blend; and
(b) burning the blend in the fuel burning apparatus,
wherein the blend has a viscosity of 10,000 cP or less throughout the temperature range of 40° C. to 95° C., and
wherein the toluenediamine residue composition comprises:
(i) 25 to 60% by weight of toluenediamine residue and 40 to 75% by weight of meta-toluenediamine isomer, based on the total weight of the toluene diamine residue and the meta-toluenediamine isomer in the composition;
(ii) 25 to 60% by weight of toluenediamine residue and 40 to 75% by weight of ortho-toluenediamine isomer, based on the total weight of the toluenediamine residue and the ortho-toluenediamine isomer in the composition; or
(iii) 25 to 60% by weight of toluenediamine residue and 40 to 75% by weight of a mixture of meta-toluenediamine and ortho-toluenediamine isomers, based on the total weight of the toluenediamine residue and the mixture of meta-toluenediamine and ortho-toluenediamine isomers in the composition.

17. The method of claim 16 , wherein the toluenediamine residue composition comprises a mixture of toluenediamine isomers and toluenediamine residues, wherein the toluenediamine residues comprise compounds formed during toluenediamine synthesis that have a higher boiling point than the 2,6-TDA residue.

18. The method of claim 16 , wherein the blend comprises 80 to 90% by weight of the toluenediamine residue composition and 10 to 20% by weight of the low viscosity, low boiling liquid, wherein the low viscosity, low boiling liquid comprises water and the weight percents are based on the total weight of the blend.

19. The method of claim 16 , wherein the blend has a viscosity of 4,000 cP or less throughout the temperature range of 40° C. to 95° C.

20. The method of claim 16 , wherein the fuel burning apparatus comprises a boiler, a rotary kiln incinerator, a liquid injection kiln, a fluidized bed kiln, a cement kiln, or a metals forging furnace.

21. The method of claim 20 , wherein the fuel burning apparatus is a cement kiln.

Assignees

• Covestro Llc

Inventors

• Colbert James William
• Barry Mamadou Yaya
• Garrett Jeremy
• Kamath Ravindra S

Classifications

• C07C211/50

  with at least two amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton · CPC title

• C07C209/90 Primary

  Stabilisation; Use of additives · CPC title

• C10L2290/24

  Mixing, stirring of fuel components · CPC title

• C10L1/328

  Oil emulsions containing water or any other hydrophilic phase · CPC title

• C10L2290/141

  of additive or catalyst · CPC title