IP Library Granted Patent US 12,234,410
Granted Patent B2
US 12,234,410 · App. 17/130,699 · Granted Feb 25, 2025

Systems and methods for formaldehyde control

Inventors: Barry A. Freel (Ottawa, CA); Satya T. Jujjuri (Wilmington, DE); Douglas A. Clarke (Ottawa, CA)
Assignee: Kerry Group Services International Limited
C10B49/22C07C45/51C10B53/02C10B57/04C10K1/001C10K1/002C07C47/04C07C47/19
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Quick Facts
Patent No.
US 12,234,410
App. No.
17/130,699
Granted
Feb 25, 2025
Kind
B2
Abstract

Methods are provided to use water-free quench liquids to obtain pyrolytic liquid products with reduced formaldehyde content. Products include liquids with improved hydroxyacetaldehyde content.

Claims (42)

1. A method for producing a low-formaldehyde product having (a) a ratio of no more than 150 ppm formaldehyde per 1° BX of the low-formaldehyde product, and (b) a ratio of between 0.1 wt. % hydroxyacetaldehyde per 1° BX of the low-formaldehyde product and 0.5 wt. % hydroxyacetaldehyde per 1° BX of the low-formaldehyde product, the method comprising:

i) pyrolyzing a biomass solution to form gaseous pyrolysis products;

ii) condensing a portion of the gaseous pyrolysis products to form the low-formaldehyde product, comprising: contacting the gaseous pyrolysis products with a nonaqueous coolant; and

iii) separating at least a portion of the low-formaldehyde product from the nonaqueous coolant,

wherein the low-formaldehyde product contains hydroxyacetaldehyde and has a ratio of formaldehyde-to-hydroxyacetaldehyde of no more than 0.1 (w/w),

wherein a temperature of the condensing is less than 80° C.,

wherein the nonaqueous coolant is selected from the group consisting of an unsaturated liquid hydrocarbon, a saturated liquid hydrocarbon, hexane, heptane, dodecane, a vegetable oil, a silicone oil, and a combination thereof, and

wherein the biomass solution comprises one or more sugars and/or one or more starches at a BRIX value of 40° BX to 90° BX.

2. The method of claim 1 , wherein the biomass solution comprises a simple sugar.

3. The method of claim 1 , wherein the biomass solution comprises an impure mixture of different sugars.

4. The method of claim 1 , wherein the biomass solution comprises one or more starches selected from the group consisting of corn starch, potato starch, wheat starch, oat starch, tapioca starch and rice starch.

5. The method of claim 1 , wherein the biomass solution further comprises a cellulosic biomass.

6. The method of claim 1 , wherein the biomass solution comprises a particulate solid and is provided in a carrier gas.

7. The method of claim 1 , wherein the low-formaldehyde product is a browning agent.

8. The method of claim 1 , wherein the low-formaldehyde product is a microwave browning agent.

9. The method of claim 1 , wherein the low-formaldehyde product is a binder.

10. The method of claim 1 , wherein the low-formaldehyde product may be processed into a binder.

11. The method of claim 1 , wherein a binder is derived from the low-formaldehyde product.

12. The method of claim 1 , wherein the low-formaldehyde product is a chemical.

13. The method of claim 1 , wherein the low-formaldehyde product may be processed into a chemical.

14. The method of claim 1 , wherein a chemical is derived from the low-formaldehyde product.

15. The method of claim 1 , wherein the low-formaldehyde product is rich in hydroxyacetaldehyde.

16. The method of claim 1 , wherein the low-formaldehyde product is a solvent.

17. The method of claim 1 , wherein the low-formaldehyde product may be processed into a plastic.

18. A method for producing a low-formaldehyde liquid product having (a) a ratio of no more than 150 ppm formaldehyde per 1° BX of the low-formaldehyde liquid product, and (b) a ratio of between 0.1 wt. % hydroxyacetaldehyde per 1° BX of the low-formaldehyde product and 0.5 wt. % hydroxyacetaldehyde per 1° BX of the low-formaldehyde product, the method comprising:

i) pyrolyzing a biomass solution to form gaseous pyrolysis products;

ii) introducing the gaseous pyrolysis products into a separation unit;

iii) recirculating a liquid coolant having a water solubility at 25° C. of less than 100 ppm water from an outlet of the separation unit to an inlet of the separation unit; and

iv) recovering a low-formaldehyde liquid product comprising at least 50 wt. % of the gaseous pyrolysis products from the separation unit,

wherein the low-formaldehyde product contains hydroxyacetaldehyde and has a ratio of formaldehyde-to-hydroxyacetaldehyde of no more than 0.1 (w/w),

a temperature of separating in the separation unit is less than 80° C.,

the liquid coolant is selected from the group consisting of an unsaturated liquid hydrocarbon, a saturated liquid hydrocarbon, hexane, heptane, dodecane, a vegetable oil, a silicone oil, and a combination thereof, and

the biomass solution comprises one or more sugars and/or one or more starches at a BRIX value of 40° BX to 90° BX.

19. A method for producing a low-formaldehyde liquid product having (a) a ratio of no more than 150 ppm formaldehyde per 1° BX of the low-formaldehyde liquid product, and (b) a ratio of between 0.1 wt. % hydroxyacetaldehyde per 1° BX of the low-formaldehyde product and 0.5 wt. % hydroxyacetaldehyde per 1° BX of the low-formaldehyde product, the method comprising:

i) pyrolyzing a biomass solution to form a gaseous pyrolytic stream comprising water;

ii) introducing the gaseous pyrolytic stream into a separation unit;

iii) recirculating a substantially water-free liquid coolant stream from an outlet of the separation unit to an inlet of the separation unit; and

iv) recovering substantially all of the water present in the gaseous pyrolytic stream from the separation unit in a first stream consisting of the liquid product and a second stream consisting of a non-condensed portion of the gaseous pyrolytic stream,

wherein the low-formaldehyde product contains hydroxyacetaldehyde and has a ratio of formaldehyde-to-hydroxyacetaldehyde of no more than 0.1 (w/w),

a temperature of separating in the separation unit is less than 80° C.,

the substantially water-free liquid coolant stream comprises at least one selected from the group consisting of an unsaturated liquid hydrocarbon, a saturated liquid hydrocarbon, hexane, heptane, dodecane, a vegetable oil, and a silicone oil, and

the biomass solution comprises one or more sugars and/or one or more starches at a BRIX value of 40° BX to 90° BX.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 10, 2023
From: FREEL, BARRY A.; JUJJURI, SATYA T.; CLARKE, DOUGLAS A.
To: KERRY GROUP SERVICES INTERNATIONAL LIMITED
Reel/Frame 064198/0099 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 21, 2022
From: KERRY LUXEMBOURG S.A.R.L.
To: KERRY GROUP SERVICES INTERNATIONAL LIMITED
Reel/Frame 058792/0891 →
Continuity (2)
Provisional Application 62952876 · Dec 23, 2019
Related Publication 20210189247A1 · Jun 24, 2021
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