US3932678A
Expired / Lapsed
US
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Novel dihydrochalcone sweetener compositions
Assignee: Procter and Gamble Co
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Filing: 1974-06-25
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Granted: 1976-01-13
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Expires: 1994-06-25
Abstract
Abstract A novel artificial sweetener compound, 3-(m-hydroxyphenyl)phloropropiophenone and a process for preparing same, as well as other 3-arylphloropropiophenones, from aryl aldehydes and phloroglucinol.
Inventors
- 👤 George P. Rizzi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 19:37
CPC Classifications
C; C07; C07C; C07C45/00; A; A23; A23L; A23L27/00; A23L27/30; C07C255/00
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
60 words
A sweetener composition comprising from about a 5 × 10.sup. -4 molar to about a 2.0 molar concentration of 3-(m-hydroxyphenyl)phloropropiophenone of the formula ##SPC3##and a solvent selected from the group consisting of ingestible, polar, organic liquids, and mixtures of ingestible, polar, organic liquids and water, said mixtures containing at least about 0.15% by weight of said ingestible, polar, organic liquids.
Claim 2
Dependent Claim
60 words
A sweetener composition comprising from about a 5 × 10.sup. -4 molar to about a 2.0 molar concentration of 3-(m-hydroxyphenyl)phloropropiophenone of the formula ##SPC3##and a solvent selected from the group consisting of ingestible, polar, organic liquids, and mixtures of ingestible, polar, organic liquids and water, said mixtures containing at least about 0.15% by weight of said ingestible, polar, organic liquids.
Claim 3
Dependent Claim
37 words
A composition according to claim 1 wherein the ingestible, polar, organic liquid is a member selected from the group consisting of liquid alcohols, glycols, low molecular weight organic acids, organic acid esters, aldehydes, ketones and mixtures thereof.
Claim 4
Dependent Claim
90 words
A composition according to claim 1 wherein the ingestible, polar, organic liquid is a member selected from the group consisting of ethyl alcohol, 1,2-dihydroxypropane, acetic acid, ethyl acetate, sorbitan monooleate polyoxyethylene, isoamyl acetate, isoamyl valerate, butyl butyrate, isobutyl propionate, oil of sweet birch, oil of spearmint, oil of wintergreen, oil of sassafras, cedarwood oil, anise oil, pine oil, dill oil, celery seed oil, lemon oil, orange oil, lime oil, grapefruit oil, clove oil, peppermint oil, tangerine oil, cassia, carrot seed oil, cola concentrate, ginger oil, angelica oil and mixtures thereof.
Claim 5
Dependent Claim
91 words
A sweetener composition comprising from about 1% to about 99% of a poly-ol compound of the formula HOCH 2 (CHOH) n CH 2 OH wherein n is an integer from 1 to 4, and 3-(m-hydroxyphenyl)phloropropiophenone of the formula ##SPC4##at a weight ratio of poly-ol:3-(m-hydroxyphenyl)phloropropiophenone in the range from about 1:10.sup. -6 to 1:1 dissolved in a solvent selected from the group consisting of ingestible, polar, organic liquids and mixtures of ingestible, polar, organic liquids and water, said mixtures containing at least about 0.15% by weight of said ingestible, polar, organic liquids.
Claim 6
Dependent Claim
91 words
A sweetener composition comprising from about 1% to about 99% of a poly-ol compound of the formula HOCH 2 (CHOH) n CH 2 OH wherein n is an integer from 1 to 4, and 3-(m-hydroxyphenyl)phloropropiophenone of the formula ##SPC4##at a weight ratio of poly-ol:3-(m-hydroxyphenyl)phloropropiophenone in the range from about 1:10.sup. -6 to 1:1 dissolved in a solvent selected from the group consisting of ingestible, polar, organic liquids and mixtures of ingestible, polar, organic liquids and water, said mixtures containing at least about 0.15% by weight of said ingestible, polar, organic liquids.
Claim 7
Dependent Claim
22 words
A composition according to claim 4 wherein the poly-ol compound is selected from the group consisting of xylitol, sorbitol, mannitol and glycerol.
Claim 8
Dependent Claim
90 words
A composition according to claim 4 wherein the ingestible, polar, organic liquid is a member selected from the group consisting of ethyl alcohol, 1,2-dihydroxypropane, acetic acid, ethyl acetate, sorbitan monooleate polyoxyethylene, isoamyl acetate, isoamyl valerate, butyl butyrate, isobutyl propionate, oil of sweet birch, oil of spearmint, oil of wintergreen, oil of sassafras, cedarwood oil, anise oil, pine oil, dill oil, celery seed oil, lemon oil, orange oil, lime oil, grapefruit oil, clove oil, peppermint oil, tangerine oil, cassia, carrot seed oil, cola concentrate, ginger oil, angelica oil and mixtures thereof.
Claim 9
Dependent Claim
74 words
A sweetener composition comprising from about 2% to about 70% by weight of a natural sugar and 3-(m-hydroxyphenyl)phloropropiophenone of the formula ##SPC5##at a weight ratio of sugar:3-(m-hydroxyphenyl)phloropropiophenone in the range from about 1:10.sup. -6 to 1:1 dissolved in a solvent selected from the group consisting of ingestible, polar, organic liquids and mixtures of ingestible, polar, organic liquids and water, said mixtures containing at least about 0.15% by weight of said ingestible, polar, organic liquids.
Claim 10
Dependent Claim
74 words
A sweetener composition comprising from about 2% to about 70% by weight of a natural sugar and 3-(m-hydroxyphenyl)phloropropiophenone of the formula ##SPC5##at a weight ratio of sugar:3-(m-hydroxyphenyl)phloropropiophenone in the range from about 1:10.sup. -6 to 1:1 dissolved in a solvent selected from the group consisting of ingestible, polar, organic liquids and mixtures of ingestible, polar, organic liquids and water, said mixtures containing at least about 0.15% by weight of said ingestible, polar, organic liquids.
Claim 11
Dependent Claim
23 words
A composition according to claim 7 wherein the sugar is selected from the group consisting of glucose, fructose, sucrose, lactose, mannose and cellibiose.
Claim 12
Dependent Claim
90 words
A composition according to claim 7 wherein the ingestible, polar, organic liquid is a member selected from the group consisting of ethyl alcohol, 1,2-dihydroxypropane, acetic acid, ethyl acetate, sorbitan monooleate polyoxyethylene, isoamyl acetate, isoamyl valerate, butyl butyrate, isobutyl propionate, oil of sweet birch, oil of spearmint, oil of wintergreen, oil of sassafras, cedarwood oil, anise oil, pine oil, dill oil, celery seed oil, lemon oil, orange oil, lime oil, grapefruit oil, clove oil, peppermint oil, tangerine oil, cassia, carrot seed oil, cola concentrate, ginger oil, angelica oil and mixtures thereof.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-01-12 | 1979-07-14 | 1980-01-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-01-12 | 1983-07-14 | 1984-01-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-01-12 | 1987-07-14 | 1988-01-13 | $7700.00 | Window Closed / Lapsed |