Patent US4952559A successfully refreshed from Google Patents.
US4952559A
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Fragrance additive
Assignee: ISP Investments LLC
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Filing: 1989-03-01
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Granted: 1990-08-28
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Expires: 2009-03-01
Abstract
Abstract The invention relates to an odoriferous formulation containing an odoriferous compound of between 3 and 60 carbon atoms and having an acidic hydrogen atom and a quaternized fragrance extender having the formula ##STR1## wherein X - is an anion; m is an integer having a value of from 1 to 4; R is linear alkylene having from 3 to 8 carbon atoms and is optionally substituted with C 1 to C 4 alkyl; R 1 , R 2 and R 3 are each independently selected from the group of alkyl, alkyleneoxyalkyl, alkoxy, alkyleneoxyalkenyl, alkylhydroxy, aryl, aralkenyl, aralkyl, alkaryl, alkyleneamidoalkyl, alkylenecarbamoyalkyl, arylenecarbamoylalkyl and aryleneamidoalkyl radicals, said groups each having up to 30 carbon atoms and at least one of R 1 , R 2 and R 3 is a radical having from 8 to 30 carbon atoms, except that alternatively R 2 and R 3 with the quaternized nitrogen can form a 5 to 14 membered heterocyclic ring having from 1 to 2 heteroatoms selected from the group of oxygen, nitrogen and sulfur, in which case R 1 can be any of the aforementioned groups or can represent a bond in an unsaturated quaternized heterocyclic ring.
Inventors
- 👤 Robert B. Login
- 👤 Michael W. Helioff
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 15:58
CPC Classifications
D; D06; D06M; D06M16/00; A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/49; A61K8/4906; A61K8/4913; A61Q; A61Q13/00; A61Q19/00; C; C07; C07D; C07D207/00; C07D207/02; C07D207/18; C07D207/22; C07D207/24; C07D207/26; C07D207/263; C07D207/27; A61Q15/00; A61Q17/00; A61Q17/04; A61Q19/10; A61Q5/00; A61Q5/02; A61Q9/00; A61Q9/02
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
207 words
The composition comprising a quaternary lactam having the formula: ##STR11## wherein X - in an anion; m is an integer having a value of from 1 to 4; R is linear alkylene having from 3 to 8 carbon atoms and is optionally substituted with C 1 to C 4 alkyl; R 1 , R 2 and R 3 are each independently selected from the group of alkyl, alkyleneoxyalkyl, alkoxy, alkyleneoxyalkenyl, alkylhydroxy, aryl, aralkenyl, aralkyl, alkaryl, ##STR12## R 5 is hydrogen or alkyl, said groups each having up to 30 carbon atoms and at least one of R 1 , R 2 and R 3 is a radical having from 8 to 30 carbon atoms, except that alternatively R 2 and R 3 with the quaternized nitrogen can form a 5 to 14 membered heterocyclic ring having from 1 to 2 heteroatoms selected from the group of oxygen, nitrogen and sulfur, in which case R 1 can be any of the aforementioned groups or can represent a bond in an unsaturated quaternized heterocyclic ring; and an odoriferous fragrance containing compound having an acidic hydrogen atom and from 3 to 50 carbon atoms wherein the weight ratio of fragrance to quaternary lactam is between about 1:0.05 and about 1:10.
Claim 2
Dependent Claim
207 words
The composition comprising a quaternary lactam having the formula: ##STR11## wherein X - in an anion; m is an integer having a value of from 1 to 4; R is linear alkylene having from 3 to 8 carbon atoms and is optionally substituted with C 1 to C 4 alkyl; R 1 , R 2 and R 3 are each independently selected from the group of alkyl, alkyleneoxyalkyl, alkoxy, alkyleneoxyalkenyl, alkylhydroxy, aryl, aralkenyl, aralkyl, alkaryl, ##STR12## R 5 is hydrogen or alkyl, said groups each having up to 30 carbon atoms and at least one of R 1 , R 2 and R 3 is a radical having from 8 to 30 carbon atoms, except that alternatively R 2 and R 3 with the quaternized nitrogen can form a 5 to 14 membered heterocyclic ring having from 1 to 2 heteroatoms selected from the group of oxygen, nitrogen and sulfur, in which case R 1 can be any of the aforementioned groups or can represent a bond in an unsaturated quaternized heterocyclic ring; and an odoriferous fragrance containing compound having an acidic hydrogen atom and from 3 to 50 carbon atoms wherein the weight ratio of fragrance to quaternary lactam is between about 1:0.05 and about 1:10.
Claim 3
Dependent Claim
47 words
The composition of claim 1 wherein said odoriferous compound is a normally volatile compound and is selected from the group consisting of a hydroxylated compound, an aldehyde, a primary or secondary amine, a primary or secondary amide, a carboxylic compound, an essential perfume oil and mixtures thereof.
Claim 4
Dependent Claim
13 words
The composition of claim 1 wherein said odoriferous compound is a hydroxylated compound.
Claim 5
Dependent Claim
11 words
The composition of claim 3 wherein said hydroxylated compound is vanillin.
Claim 6
Dependent Claim
12 words
The composition of claim 1 wherein X - is an organic anion.
Claim 7
Dependent Claim
10 words
The composition of claim 5 wherein X - is tosylate.
Claim 8
Dependent Claim
11 words
The composition of claim 5 wherein X - is methyl sulfonate.
Claim 9
Dependent Claim
11 words
The composition of claim 5 wherein X - is methyl sulfate.
Claim 10
Dependent Claim
11 words
The composition of claim 5 wherein X - is ethyl sulfate.
Claim 11
Dependent Claim
142 words
The composition of claim 1 wherein the quaternary lactam has the formula ##STR13## wherein m is an integer having a value of from 1 to 4; R is alkylene containing from 3 to 8 carbon atoms and is optionally substituted with lower alkyl; R 1 is alkylene containing from 1 to 4 carbon atoms, phenylene or naphthylene optionally substituted with lower alkyl; ##STR14## R 5 is hydrogen or lower alkyl; R 4 is alkyl having from 1 to 30 carbon atoms; R 2 and R 3 are each independently selected from the group of --R 1 --Y--R 4 , alkyl, alkyleneoxyalkyl, alkylhydroxy, aryl, aralkyl, aralkenyl, alkenylaryl and alkaryl said groups each having up to 30 carbon atoms and at least one of R 4 , R 2 and R 3 having 8 or more carbon atoms and X - is an anion.
Claim 12
Dependent Claim
121 words
The composition of claim 1 wherein the quaternary lactam has the formula ##STR15## wherein X - is an anion; m is an integer having a value of from 1 to 4; R is linear alkylene having from 3 to 8 carbon atoms and is optionally substituted with C 1 to C 4 alkyl; R 1 forms a double bond in the heterocyclic ring with the quaternized nitrogen or is selected from the group consisting of alkyl, hydroxyalkyl, alkyleneoxyalkyl, alkyleneoxyalkenyl, aryl, alkaryl, aralkyl, aralkenyl, alkyleneamidoalkyl, alkylenecarbamoylalkyl, arylcarbamoylalkyl and arylamidoalkyl and R 2 , together with the quaternary nitrogen atom forms a 5 to 14 membered heterocyclic structure containing up to 2 hetero atoms, selected from the group of nitrogen, oxygen and sulfur.
Claim 13
Dependent Claim
129 words
The composition of claim 1 wherein the quaternary lactam has the formula ##STR16## wherein X - is an anion, m and p are each integers having a value of up to 4; R is linear C 3 to C 8 alkylene in which alkylene may be substituted with lower alkyl; R 1 is alkyl or alkenyl having from 1 to 30 carbon atoms and R 2 and R 3 are each independently selected from the group consisting of --(CH 2 ) p OR 1 , alkyl, hydroxyalkyl, aryl, alkaryl, aralkyl, aralkenyl, alkylene amidoalkyl, arylamidoalkyl, alkylenecarbamoylalkyl and arylcarbamoylalkyl radicals, said groups having up to 30 carbon atoms and at least one of R 1 , R 2 and R 3 is a radical containing from 8 to 30 carbon atoms.
Claim 14
Dependent Claim
53 words
The process which comprises intimately mixing an odoriferous fragrance bearing component containing a compound having an acidic hydrogen atom and from 3 to 50 carbon atoms and an effective fragrance extending amount of a quaternary lactam of claim 1 at a temperature and pressure at which said components are in the liquid state.
Claim 15
Dependent Claim
33 words
The process of claim 13 wherein the odoriferous fragrance bearing component is mixed with said quaternary lactam in a weight ratio of between about 1:0.05 and about 1:10 to produce a complexed product.
Claim 16
Dependent Claim
16 words
The process of claim 14 wherein said weight ratio is between about 1:0.2 and about 1:6.
Claim 17
Dependent Claim
13 words
The process of claim 13 wherein said odoriferous compound is a hydroxylated compound.
Claim 18
Dependent Claim
11 words
The process of claim 16 wherein said odoriferous compound is vanillin.
Claim 19
Dependent Claim
19 words
The process of adding an effective fragrance producing amount of the composition of claim 1 to a non-fragrant formulation.
Claim 20
Dependent Claim
22 words
The process of adding between about 0.1 and about 25 wt. % of the composition of claim 1 to a cosmetic formulation.
Claim 21
Dependent Claim
20 words
The process of adding between about 0.1 and about 25 wt. % of the composition of claim 1 to ethanol.
Claim 22
Dependent Claim
22 words
The process of adding between about 0.1 and about 25 wt. % of the composition of claim 1 to a detergent formulation.
Claim 23
Dependent Claim
23 words
The process of adding between about 0.1 and about 25 wt. % of the composition of claim 1 to a perfume base formulation.
Claim 24
Dependent Claim
23 words
The process of adding between about 0.1 and about 25 wt. % of the composition of claim 1 to a cologne base formulation.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1993-08-27 | 1994-02-26 | 1994-08-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-08-27 | 1998-02-26 | 1998-08-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-08-27 | 2002-02-26 | 2002-08-28 | $7700.00 | Window Closed / Lapsed |