IP Library Granted Patent US 9,951,303
Granted Patent B2
US 9,951,303 · App. 13/793,035 · Granted Apr 24, 2018

Compositions for grafting fragrance substances

Inventors: Stephen V. Dente (Oakland, NJ); Ketrin Leka Basile (Oakland, NJ); Julianne Harraka (Oakland, NJ); Garry Johnson (Oakland, NJ); Paul Thottathil (Port Washington, NY); Satyabrata Mukherjee (Port Washington, NY); Purushothaman Kesavan (Port Washington, NY); John Ryan (Port Washington, NY)
Assignee: Robertet, Inc.
C11D3/505A61K8/19A61K8/22A61K8/23A61K8/585A61K8/8147A61K8/8152A61K8/8194A61K8/84A61K8/85A61K8/86A61K8/87A61K8/891A61Q5/02A61Q13/00A61Q15/00C08F220/06C08F236/12C08G63/08C08G65/329C08G73/10C08G77/00C11D3/162C11D3/373C11D3/3788C11D3/507D06M10/00D06M13/005D06M13/507D06M14/00D06M15/643D06P5/08A61K2800/57
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Quick Facts
Patent No.
US 9,951,303
App. No.
13/793,035
Granted
Apr 24, 2018
Kind
B2
Abstract

This disclosure relates to composition for grafting fragrance substances, as well as related articles, consumer products, and methods.

Claims (55)

1. A grafting composition, comprising:

a fragrance;

a coupling agent;

a polymerizable prepolymer which is a polymerizable monomer or oligomer selected from the group consisting of: acrylonitrile, sodium vinyl sulfonate, an ester, an alkylpyrrolidone, a carbodiimide, or a mixture thereof;

a graft initiator;

a catalyst; and at least one of

terpene or benzyl benzoate

wherein the coupling agent is a silane of formula (I):

Si—R 1 R 2 R 3 R 4   (I),

in which R 1 is C 1 -C 10 alkyl or C 2 -C 10 alkenyl, and

each of R 2 , R 3 , and R 4 , independently, is C 1 -C 10 alkyl, C 1 -C 10 alkoxy, or C 6 -C 30 aryl and the composition comprises from 0.1 ppm to 5000 ppm of the coupling agent.

2. The grafting composition of claim 1 , wherein R 1 is vinyl and each of R 2 , R 3 , and R 4 is methoxy.

3. The grafting composition of claim 1 , wherein the composition comprises from 2 wt % to 50 wt % of the prepolymer.

4. The grafting composition of claim 1 , wherein the graft initiator comprises a salt of Ag, Fe, Co, or Cu, or a mixture thereof.

5. The grafting composition of claim 4 , wherein the graft initiator consists of silver perchlorate.

6. The grafting composition of claim 1 , wherein the composition comprises from 0.01 ppm to 10 ppm of the graft initiator.

7. The grafting composition of claim 1 , wherein the catalyst comprises a peroxide, a peracid, a perbenzoate, a metabisulfite, a persulfate, or a mixture thereof.

8. The grafting composition of claim 7 , wherein the catalyst consists of urea peroxide.

9. The grafting composition of claim 1 , wherein the composition comprises from 0.01 ppm to 10 ppm of the catalyst.

10. The grafting composition of claim 1 , further comprising a surfactant.

11. The grafting composition of claim 1 , wherein the composition comprises from 1 wt % to 80 wt % of the fragrance.

12. The grafting composition of claim 1 , wherein the composition comprises from 10 wt % to 80 wt % of a solvent.

13. The grafting composition of claim 1 , wherein the composition comprises from 1 wt % to 80 wt % of the fragrance, from 2 wt % to 50 wt % of the prepolymer, from 0.01 ppm to 10 ppm of the graft initiator, and from 0.01 ppm to 10 ppm of the catalyst.

14. The grafting composition of claim 1 , wherein the composition comprises from 1 wt % to 80 wt % of the fragrance, from 2 wt % to 50 wt % of the prepolymer, from 0.01 ppm to 10 ppm of the graft initiator, from 0.01 ppm to 10 ppm of the catalyst, from 0.01 wt % to 0.5 wt % of the surfactant, and from 10 wt % to 80 wt % of the solvent.

15. The grafting composition of claim 1 , wherein:

the graft initiator consists of silver perchlorate, and,

the catalyst consists of urea peroxide.

16. The grafting composition of claim 1 , wherein the prepolymer is a resin.

17. A grafting composition, comprising:

a fragrance;

a coupling agent;

a rosin ester;

silver perchlorate;

urea peroxide; and at least one of

terpene or benzyl benzoate;

wherein the coupling agent is a silane of formula (I):

Si—R 1 R 2 R 3 R 4   (I),

in which R 1 is C 1 -C 10 alkyl or C 2 -C 10 alkenyl, and

each of R 2 , R 3 , and R 4 , independently, is C 1 -C 10 alkyl, C 1 -C 10 alkoxy, or C 6 -C 30 aryl and the composition comprises from 0.1 ppm to 5000 ppm of the coupling agent.

18. A grafting composition according to claim 17 , comprising a polybutylene prepolymer.

19. A grafting composition according to claim 17 , comprising vinyltrimethoxy silane.

20. A grafting composition according to claim 17 , comprising beta-(3,4-epoxycyclohexylethyltriethoxysilane).

21. A grafting composition comprising a fragrance, an isobutylene/butylene copolymer, a hydrogenated rosin ester, benzyl benzoate, a terpene, a mineral oil, a non-ionic surfactant, trimethoxyvinylsilane, a polyalkylene glycol, an organomodified polydimethylsiloxane, urea peroxide, and silver perchlorate.

22. A consumer product, comprising the composition of claim 1 .

23. The product of claim 22 , wherein the product is a detergent, a softener, a deodorant, a shampoo, a fabric refresher, a dryer sheet, or a surface cleaner.

24. A method of washing a cloth item, comprising:

applying a composition of claim 1 to the cloth item;

washing the cloth item.

25. The method of claim 24 , further comprising drying the cloth item after the washing step.

26. An article, comprising the grafting composition of claim 1 , wherein the composition forms a compound including a fragrance moiety bonded to a polymeric moiety and wherein the compound is bonded to the article.

27. The article of claim 26 , wherein the fragrance moiety is covalently bonded to the polymeric moiety.

28. The article of claim 27 , wherein the fragrance moiety is covalently bonded to the polymeric moiety through a silane moiety.

29. The article of claim 26 , wherein the compound is covalently bonded to the surface.

30. The article of claim 29 , wherein the compound is covalently bonded to the surface through a siloxane moiety.

31. The article of claim 26 , wherein the article is a cloth item.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Jun 2, 2026
From: PNC BANK, NATIONAL ASSOCIATION
To: ROBERTET USA, INC.; ROBERTET, INC.; ROBERTET FLAVORS, INC.; ROBERTET REALTY, LLC
Reel/Frame 074822/0996 →
IP SECURITY AGREEMENT Recorded Dec 22, 2022
From: ROBERTET USA, INC.; ROBERTET, INC.; ROBERTET FLAVORS, INC.; ROBERTET REALTY, LLC
To: PNC BANK, NATIONAL ASSOCIATION
Reel/Frame 062209/0773 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 22, 2013
From: DENTE, STEPHEN V.; BASILE, KETRIN LEKA; HARRAKA, JULIANNE; JOHNSON, GARRY; THOTTATHIL, PAUL; MUKHERJEE, SATYABRATA; KESAVAN, PURUSHOTHAMAN; RYAN, JOHN
To: ROBERTET, INC.
Reel/Frame 030466/0608 →
Continuity (2)
Provisional Application 61708875 · Oct 2, 2012
Related Publication 20140090182A1 · Apr 3, 2014