IP Library Granted Patent US 9,493,633
Granted Patent B2
US 9,493,633 · App. 14/771,661 · Granted Nov 15, 2016

Performance modifiers for bitumen comprising straight and branched chain fatty amide waxes

Inventors: John M. Rowland (Huissen, NL); Ralph Franklin (Danbury, CT); Stephanie Hogendoorn (Brookfield, CT)
Assignee: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
C08K5/20C08L95/00C08L95/005C08L2205/02C08L2555/64
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Quick Facts
Patent No.
US 9,493,633
App. No.
14/771,661
Granted
Nov 15, 2016
Kind
B2
Abstract

The present invention generally relates to the discovery that a blend of linear and branched amide wax additives can be used to enhance the performance of asphalt binders and asphalt emulsion residues. In particular, high temperature properties of asphalt pavement can be improved while maintaining or improving low temperature properties. The additives also improve workability and lower processing temperatures for asphalt paving (e.g. warm mix) or for roofing. These amide wax additives can reduce the tracking of tack coats, by decreasing binder penetration and forming a non-tacky surface layer.

Claims (40)

1. An asphalt binder composition comprising bitumen and an effective amount of a performance modifier, wherein said performance modifier comprises a blend of a first fatty bisamide wax of the structure

where each R is independently selected from a saturated or unsaturated, optionally substituted predominantly linear alkyl group having from 11 to 23 carbon atoms, and n is an integer of 2 to 6, and the second fatty bisamide wax of the structure

where R′ is a unsaturated or saturated, optionally substituted long-chain, branched alkyl group having from 11 to 23 carbon atoms, and n is an integer of 2 to 6,

wherein 5-50% of the alkyl groups of the bisamide waxes are branched.

2. The composition of claim 1 wherein each R group is independently selected from a saturated or unsaturated, optionally substituted long-chain alkyl group having from 17 to 23 carbon atoms.

3. The composition of claim 1 wherein each R′ group is independently selected from a saturated or unsaturated, optionally substituted long-chain, branched alkyl group having from 17 to 23 carbon atoms.

4. The composition of claim 1 wherein the alkyl branching in each R′ is methyl branching, and said methyl branching occurs on at least 40% of the R′ groups.

5. The composition of claim 1 wherein the ratio of said first fatty bisamide wax to said second fatty bisamide wax is from about 8:1 to about 1:8.

6. The composition of claim 1 wherein said performance modifier additionally comprises a mixed bisamide wax of the structure

where R is a long-chain, unsaturated or saturated, optionally substituted predominantly linear alkyl group having from 11 to 23 carbon atoms, and where R′ is a long-chain, unsaturated or saturated, optionally substituted alkyl group having from 11 to 23 carbon atoms with alkyl branching, and

where n is an integer of 2 to 6,

wherein 5-50% of the alkyl groups of the bisamide waxes in the composition are branched.

7. The composition of claim 6 wherein the alkyl branching in R′ of structure (IV) is methyl branching, and said methyl branching occurs on at least 40% of the R′ groups.

8. The composition of claim 1 wherein said performance modifier additionally comprises a bisamide wax of the structure

wherein each R″ is independently selected from a long-chain, unsaturated or saturated, optionally substituted alkyl group having from 12 to 24 carbon atoms, optionally alkyl branched, and m is 0 or an integer of 1 to 4,

wherein 5-50% of the alkyl groups of the bisamide waxes in the composition are branched.

9. The composition of claim 1 which comprises from about 0.5% to 10% by weight performance modifier based on the weight of the bitumen.

10. The composition of claim 9 wherein the performance modifier comprises from about 15% to about 75% of said second fatty bisamide wax, the remainder being said first fatty bisamide wax.

11. An asphalt binder composition comprising bitumen and from about 0.5% to 10% by weight performance modifier based on the weight of the bitumen, wherein said performance modifier comprises a mixed bisamide wax of the structure

wherein R is a long-chain, unsaturated or saturated, optionally substituted predominantly linear alkyl group having from 11 to 23 carbon atoms, and where R′ is a long-chain, unsaturated or saturated, optionally substituted alkyl group having from 11 to 23 carbon atoms with alkyl branching, and n is an integer of 2 to 6,

wherein 5-50% of the alkyl groups of the bisamide wax in the composition are branched.

12. An asphalt paving composition comprising aggregate and from about 2% to 20% of the asphalt binder composition of claim 1 , and wherein said paving composition is a hot mix, warm mix or cold mix paving composition.

13. An asphalt paving composition comprising aggregate and from about 2% to 20% of the asphalt binder composition of claim 6 , and wherein said paving composition is a hot mix, warm mix or cold mix paving composition.

14. An asphalt paving composition comprising aggregate and from about 2% to 20% of the asphalt binder composition of claim 8 , and wherein said paving composition is a hot mix, warm mix or cold mix paving composition.

15. An asphalt paving composition comprising aggregate and from about 2% to 20% of the asphalt binder composition of claim 11 , and wherein said paving composition is a hot mix, warm mix or cold mix paving composition.

16. An asphalt emulsion comprising 20-80% by weight of the asphalt binder composition of claim 1 .

17. An asphalt emulsion comprising 20-80% by weight of the asphalt binder composition of claim 6 .

18. An asphalt emulsion comprising 20-80% by weight of the asphalt binder composition of claim 8 .

19. A mastic asphalt composition comprising aggregate and the asphalt binder composition of claim 1 .

20. A method for reducing the tracking of tack coats, primes, and fog seals in asphalt compositions, said method comprising adding to said composition an effective amount of an asphalt binder composition comprising bitumen and an effective amount of a performance modifier, wherein said performance modifier comprises a blend of a first fatty bisamide wax of the structure

where each R is independently selected from a saturated or unsaturated, optionally substituted predominantly linear alkyl group having from 11 to 23 carbon atoms, and n is an integer of 2 to 6, and

a second fatty bisamide wax of the structure

where R′ is a unsaturated or saturated, optionally substituted long-chain, branched alkyl group having from 11 to 23 carbon atoms, and n is an integer of 2 to 6;

and/or

a mixed bisamide wax of the structure

wherein R is a long-chain, unsaturated or saturated, optionally substituted predominantly linear alkyl group having from 11 to 23 carbon atoms, and where R′ is a long-chain, unsaturated or saturated, optionally substituted alkyl group having from 11 to 23 carbon atoms with alkyl branching, and n is an integer of 2 to 6;

and/or

a bisamide wax of the structure

wherein each R″ is independently selected from a long-chain, unsaturated or saturated, optionally substituted alkyl group having from 12 to 24 carbon atoms, optionally alkyl branched, and m is 0 or an integer of 1 to 4,

wherein 5-50% of the alkyl groups of the bisamide waxes in the composition are branched.

Assignments (4)
CHANGE OF NAME Recorded Sep 18, 2019
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: NOURYON CHEMICALS INTERNATIONAL B.V.
Reel/Frame 050426/0671 →
SECURITY INTEREST Recorded Oct 1, 2018
From: STARFRUIT US MERGER SUB 1 LLC; STARFRUIT US MERGER SUB 2 LLC; AKZO NOBEL SURFACE CHEMISTRY LLC; AKZO NOBEL CHEMICALS B.V.; AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: WILMINGTON TRUST (LONDON) LIMITED, AS COLLATERAL AGENT
Reel/Frame 047231/0001 →
CHANGE OF ADDRESS Recorded May 15, 2017
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 042745/0406 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 31, 2015
From: ROWLAND, JOHN M.; FRANKLIN, RALPH; HOGENDOORN, STEPHANIE
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 036460/0564 →
Priority Claims (1)
EP 13175050 · Jul 4, 2013 · regional
Continuity (2)
Provisional Application 61782806 · Mar 14, 2013
Related Publication 20160002442A1 · Jan 7, 2016