IP Library Granted Patent US 7,759,393
Granted Patent B2
US 7,759,393 · App. 11/705,198 · Granted Jul 20, 2010

Bio-derived 1,3-propanediol and its conjugate esters as natural and non irritating solvents for biomass-derived extracts, fragrance concentrates, and oils

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Quick Facts
Patent No.
US 7,759,393
App. No.
11/705,198
Granted
Jul 20, 2010
Kind
B2
Abstract

Compositions containing 1,3-propanediol and an extraction product are provided, and the 1,3-propanediol in the composition is biologically derived. Also provided are processes for extracting an extract from a source. These processes include providing an ester of 1,3-propanediol and mixing the 1,3-propanediol ester with the source. This serves to extract the extract from the source into the ester. The processes also include separating the source from the ester and extract. Also provided are compositions containing an ester of 1,3-propanediol and an extraction product. In these compositions, the ester can have at least 3% biobased carbon.

Claims (45)

1. A composition comprising an ester of 1,3-propanediol and an extraction product, wherein the composition is biodegradable, wherein the ester is a monomer and comprises at least 3% biobased carbon, and wherein said composition has a lower anthropogenic CO 2 emission profile as compared to a biodegradable composition comprising an ester of 1,3-propanediol with a bio-based carbon content of 0%.

2. The composition of claim 1 , wherein the ester has at least 6% biobased carbon.

3. The composition of claim 1 , wherein the ester has at least 10% biobased carbon.

4. The composition of claim 1 , wherein the ester has at least 25% biobased carbon.

5. The composition of claim 1 , wherein the ester has at least 50% biobased carbon.

6. The composition of claim 1 , wherein the ester has at least 75% biobased carbon.

7. The composition of claim 1 , wherein the ester has 100% biobased carbon.

8. The composition of claim 1 , wherein the ester has the formula R1-C(═O)—O—CH2-CH2-CH2-OH, wherein R1 is a linear or branched carbon chain of a length between about 1 and about 40 carbons.

9. The composition of claim 8 , wherein R1 has one or more functional groups selected from the group consisting of alkene, amide, amine, carbonyl, carboxylic acid, halide, hydroxyl groups, ether, alkyl ether, sulfate and ethersulfate.

10. The composition of claim 1 , wherein the ester has the formula R1-C(═O)—O—CH2-CH2-CH2-O—C(═O)—R2, wherein R1 and R2 are linear or branched carbon chains of a length between about 1 and about 40 carbons.

11. The composition of claim 10 , wherein R1 and R2 have one or more functional groups selected from the group consisting of alkene, amide, amine, carbonyl, carboxylic acid, halide, hydroxyl groups, ether, alkyl ether, sulfate and ethersulfate.

12. The composition of claim 10 , wherein R1 and R2 are the same carbon chain.

13. The composition of claim 1 , wherein the ester is selected from the group consisting of:

i. propanediol distearate, monostearate and a mixture thereof;

ii. propandiol dilaurate, monolaurate and a mixture thereof;

iii. propanediol dioleate, monooleate and a mixture thereof;

iv. propanediol divalerate, monovalerate and a mixture thereof;

v. propanediol dicaprylate, monocaprylate and a mixture thereof;

vi. propanediol dimyristate, monomyristate and a mixture thereof;

vii. propanediol dipalmitate, monopalmitate and a mixture thereof;

viii. propanediol dibehenate, monobehenate and a mixture thereof;

ix. propanediol adipate;

x. propanediol maleate;

xi. propanediol dibenzoate;

xii. propanediol diacetate; and

xiii. mixtures thereof.

14. The composition of claim 13 , wherein the ester is selected from the group consisting of:

a. propanediol distearate, monostearate and a mixture thereof;

b. propanediol dioleate, monooleate and a mixture thereof;

c. propanediol dicaprylate, monocaprylate and a mixture thereof;

d. propanediol dimyristate, monomyristate and a mixture thereof; and

e. mixtures thereof.

15. The composition of claim 1 , wherein the extraction product is a natural extract.

16. The composition of claim 15 , wherein the natural extract is a botanical extract.

17. The composition of claim 1 , wherein the extract is selected from the group consisting of botanical extracts, vegetal extracts, protein extracts, lipid extracts, marine extracts, algae extracts, milk extracts.

18. The composition of claim 1 , further comprising 1,3-propanediol.

19. The composition of claim 18 , wherein the 1,3-propanediol has at least 95% biobased carbon.

20. The composition of claim 19 , wherein the 1,3-propanediol has 100% biobased carbon.

21. A composition comprising 1,3-propanediol and an extraction product, wherein the 1,3-propanediol is biologically derived, wherein the composition is biodegradable and has a lower anthropogenic CO 2 emission profile as compared to a biodegradable composition comprising 1,3-propanediol with a bio-based carbon content of 0%, and wherein the 1,3-propanediol is a monomer, and comprises at least 3% biobased carbon.

22. The composition of claim 21 , wherein the 1,3-propanediol has at least 85% biobased carbon.

23. The composition of claim 21 , wherein the 1,3-propanediol has at least 95% biobased carbon.

24. The composition of claim 21 , wherein the 1,3-propanediol has 100% biobased carbon.

25. The composition of claim 21 , wherein the extraction product is a natural extract.

26. The composition of claim 25 , wherein the natural extract is a botanical extract.

27. The composition of claim 21 , wherein the extract is selected from the group consisting of botanical extracts, vegetal extracts, protein extracts, marine extracts, algae extracts, milk extracts.

Assignments (4)
SECURITY INTEREST Recorded Feb 27, 2026
From: PRIMIENT COVATION LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 073921/0082 →
SECURITY INTEREST Recorded Feb 27, 2026
From: PRIMIENT COVATION LLC
To: BARCLAYS BANK PLC, AS COLLATERAL AGENT
Reel/Frame 073925/0665 →
CHANGE OF NAME Recorded Jul 27, 2022
From: DUPONT TATE & LYLE BIO PRODUCTS COMPANY, LLC
To: PRIMIENT COVATION LLC
Reel/Frame 060979/0818 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 2, 2009
From: JOERGER, MELISSA; FENYVESI, GYORGYI; POLADI, RAJA HARI PRASAD R.; MILLER, ROBERT
To: DUPONT TATE & LYLE BIO PRODUCTS COMPANY, LLC
Reel/Frame 023318/0859 →