AU3867189A - Creation of Inventions and Patents with Artificial Intelligence

AU3867189A – Flavor delivery system for fat free foods
– Google Patents

AU3867189A – Flavor delivery system for fat free foods
– Google Patents
Flavor delivery system for fat free foods

Info

Publication number
AU3867189A

AU3867189A
AU38671/89A
AU3867189A
AU3867189A
AU 3867189 A
AU3867189 A
AU 3867189A
AU 38671/89 A
AU38671/89 A
AU 38671/89A
AU 3867189 A
AU3867189 A
AU 3867189A
AU 3867189 A
AU3867189 A
AU 3867189A
Authority
AU
Australia
Prior art keywords
fat
product
group
flavor
flavor compounds
Prior art date
1988-07-07
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Granted

Application number
AU38671/89A
Other versions

AU622200B2
(en

Inventor
Gale Anderson
Barbara L. Booth
Leora C. Hatchwell
Suseelan Pookote
Arlette G. Shazer
Norman S. Singer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Nutrasweet Co

Original Assignee
Nutrasweet Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
1988-07-07
Filing date
1989-07-05
Publication date
1990-02-05

1989-07-05
Application filed by Nutrasweet Co
filed
Critical
Nutrasweet Co

1990-02-05
Publication of AU3867189A
publication
Critical
patent/AU3867189A/en

1992-04-02
Application granted
granted
Critical

1992-04-02
Publication of AU622200B2
publication
Critical
patent/AU622200B2/en

2009-07-05
Anticipated expiration
legal-status
Critical

Status
Ceased
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

A—HUMAN NECESSITIES

A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES

A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS

A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines

A—HUMAN NECESSITIES

A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES

A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING THEREOF

A23C19/00—Cheese; Cheese preparations; Making thereof

A23C19/06—Treating cheese curd after whey separation; Products obtained thereby

A23C19/068—Particular types of cheese

A23C19/076—Soft unripened cheese, e.g. cottage or cream cheese

A23C19/0765—Addition to the curd of additives other than acidifying agents, dairy products, proteins except gelatine, fats, enzymes, microorganisms, NaCl, CaCl2 or KCl; Foamed fresh cheese products

A—HUMAN NECESSITIES

A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES

A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING THEREOF

A23C19/00—Cheese; Cheese preparations; Making thereof

A23C19/06—Treating cheese curd after whey separation; Products obtained thereby

A23C19/09—Other cheese preparations; Mixtures of cheese with other foodstuffs

A23C19/0925—Addition, to cheese or curd, of colours, synthetic flavours or artificial sweeteners, including sugar alcohols

A—HUMAN NECESSITIES

A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES

A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS

A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils

A23D9/007—Other edible oils or fats, e.g. shortenings, cooking oils characterised by ingredients other than fatty acid triglycerides

A—HUMAN NECESSITIES

A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES

A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL

A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof

A23L27/60—Salad dressings; Mayonnaise; Ketchup

A—HUMAN NECESSITIES

A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES

A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof

A23L27/70—Fixation, conservation, or encapsulation of flavouring agents

Description

“FLAVOR DELIVERY SYSTEM FOR FAT FREE FOODS”
BACKGROUND OF THE INVENTION The present invention relates generally to methods for delivery of flavors to food products and specifically to methods for delivery of fat soluble flavor compounds to nonfat and low-fat food products in which fat components have been replaced by non-lipid fat substitutes. With the development of novel nonfat and low-fat food products such as those described by Singer, et al. U.S. Patent No. 4,734,287 wherein fats or oils in food products are replaced by proteinaceous materials, there has developed a need for the development of compounds or flavor enhancers which can create a natural flavor impression reproducing that found in conventional high-fat foods. Full fat products possess a temporal flavor profile that is characteristically absent in food products wherein much of the fat is removed in an effort to reduce calories.
Differences in the efficacy of flavor components depend to a large degree upon their relative distributions between the fat and aqueous phases present in most food products. Patton, S., Flavor Thresholds of Volatile Fatty Acids, J. Food Science, 29, 679-680
(1964) discloses that long-chain volatile fatty acids

have low flavor thresholds in water (i.e., can be detected at low concentrations) and higher flavor thresholds in oil. Aliphatic aldehydes have been shown to demonstrate the same flavor phenomena. See, Lea, C. , and Swoboda, P., The Flavor of Aliphatic Aldehydes, Chem. and Indust., 1958, 1289 (1958). The reverse principle, however, has been known to hold true with respect to short-chain fatty acids. McDaniel, M. , et al.. Influence of Free Fatty Acids on Sweet Cream Butter Flavor, J. Food Science, 34, 251-253 (1969).
In food products wherein the fat components which are normally present have been replaced by non- lipid substitutes for fat, the retention and natural presentation of flavors associated with fat soluble flavor compounds is difficult -due to the absence of fat within which such flavor compounds can be incorporated. Non-lipid fat substitutes which reproduce the organoleptic character of fats and oils tend to retain and present fat soluble flavor compounds in a manner different from fats. Thus, while blends of flavor ingredients have been mixed with various non- caloric and low-caloric carriers in an attempt to flavor low-fat foods, the resulting mixtures provide only a short, intense and fleeting flavor profile wherein flavor components are perceived for only very short periods of tiir.e in an unfamiliar or unnatural pattern. Accordingly, the goal of preparing flavoring ingredients which provide to nonfat and low-fat food products the full temporal characteristics of full fat foods has been elusive.
SUMMARY OF THE INVENTION The present invention provides a system for delivery of fat soluble flavor compounds into nonfat and low-fat food products in which fat components have been replaced by non-lipid fat substitutes so as to reproduce

the natural taste impression of conventional full fat food products. Specifically, the invention provides a system for the delivery of fat soluble flavor compounds through the loading of elevated levels of the flavor compounds into carrier fat globules so that the natural flavor of these compounds can be incorporated into food products while at the same time adding minimal amounts of fat. The invention provides methods for the manufacture and use of the flavor delivery system as well as improved nonfat and low-fat food products comprising the flavor delivery system.
DETAILED DESCRIPTION OF THE INVENTION The present invention provides a system for the delivery of fat soluble flavor components into nonfat and low-fat food products. The invention relates to the partitioning of flavor components with respect to their solubility in fat and water. Flavor compounds with high solubility in fat can be loaded at elevated levels many times greater than their ordinary concentration into a fat globule. This flavor loaded fat globule acts as a carrier for incorporation into the low-fat food system. The flavor is then released in a more natural and familiar sequence and rate as the fat globules are warmed by the mouth, thereby generating a more natural temporal flavor profile which is characteristic of the flavor profile of conventional high-fat foods. Water soluble flavor components, on the other hand, are readily released in low or nonfat foods for sensory perception resulting in the usual pattern of perception for such components since this process doesn’t impede or perturb their pattern of release. Therefore, by increasing the flavor load of these fat soluble compounds into fat globules, the flavor sensation of full fat foods is achieved through the incorporation of only a deminimus amount of fat.

Specifically, the flavor compounds to be incorporated into the nonfat food product are mixed with a fat, such as butterfat, which may be presented as a dairy cream at a temperature above the melting point of the fat. This promotes loading (partitioning) of the fat soluble flavor components into the fat globule. The fat soluble components may be in admixture with water soluble components as is found in many natural flavor extracts with no adverse effects upon the process. High speed mixing of this blend prevents separation of the components and the fat and provides maximum exposure and therefore maximum opportunity for partition. Subsequent homogenization results in an emulsion comprising stabilized fat globules containing the fat soluble flavor compounds. The emulsion is then cooled and may be added to nonfat and low-fat food products for flavor enhancement. The process of loading the fat soluble flavor compounds into the fat globule may be carried out at atmospheric pressure. Alternatively, it may be carried out at elevated pressures such as would be produced in HTST pasteurization equipment. A continuous process could be carried out in which fat soluble flavor compounds and the fat globules could be mixed, homogenized and later cooled under elevated pressure in an HTST pasteurization device.
The fat soluble flavor compounds are loaded into the fat globules at elevated concentrations up to their saturation point. In order to minimize the amount of fat incorporated into a nonfat or low-fat food product in the form of the flavor system, it is generally desired that the level of fat soluble flavor compounds be maximized in the fat globule. Nevertheless, the precise amounts of fat soluble flavor compounds incorporated into the fat globules and the concentrations of fat globules incorporated into food products may be varied according to the circumstances of a oarticular aDDiication.

Fat globules that may serve as a suitable carrier system may be any naturally occurring food grade fat such as, but not limited to, butterfat, beef fat, tallow, vegetable oils and emulsifiers. Preferred fats include butterfat and cholesterol free fats. In addition to comprising food grade fats, the fat globules of the present invention may also be comprised of lipophilic non-caloric fat substitutes. Suitable materials are contemplated to include synthetic fat substitutes such as sucrose polyester materials, natural materials such as jojoba oil and blends thereof together and with food grade fats and oils.
The present invention may be used to deliver virtually any natural or artificial food grade fat soluble flavor component. The invention is particularly useful with vanilla extract, vanillin, starter distillates, lipolyzed oils and botanical extracts.
The invention provides improved nonfat and low-fat food products in which fat components have been replaced by non-lipid fat substitutes. The fat globules comprising the fat soluble flavor compounds may be introduced to the food products at concentrations of less than about 1.0% by weight of the food product. In cases where it is desired to maintain a very low-fat level in the food product, the fat globules may be added at concentrations less than about 0.2% by weight of the food product. Preferred nonfat and low-fat food products include those in which fat components have been replaced by a proteinaceous arcocolloid such as described in U.S. Patent No. 4,734,287. Food products in which the flavoring system is particularly useful include those products which are nonfat or low-fat analogs of ice cream and other frozen dessert products; high acid produc s such as salad dressings and mayonnaise; solid dairy products such as cheeses and cream cheese; fermented dairy products such as sour

cream and yogurt; dairy products such as milk and cream; semi-solid products such as icings and spreads; whipped toppings and spreads.
EXAMPLE 1: FLAVORING OF HIGH-FAT AND LOW-FAT FOODS
According to this example, 50 ml each of skim milk and heavy cream were flavored with 0.5 ml vanilla extract. Taste testing indicated that the mixture of skim milk and vanilla extract had a taste which was characterized as harsh, intense and fleeting with woody and alcoholic characteristics. The mixture of cream and vanilla extract was characterized as having a much milder, natural and lingering vanilla character, which blended more tightly into the dairy flavor complex of the cream. This demonstrates .the important role played by fat in presenting a flavor impression that is perceived as natural.
EXAMPLE 2: VANILLA FLAVOR DELIVERY SYSTEM According to this example, a vanilla flavor delivery system was formed using heavy cream (% Fat = 43), vanilla extract and a cream flavor was used to make an ice cream-like frozen dessert.
Flavor Frozen
Ingredients System (%) Dessert (%) Heavy Cream 55.76 0.58 Vanilla Extract 28.85 0.30 Cream Flavor 15.39 0.16
100.00 1.04
The ingredients listed above were combined in a jacketed kettle and warmed to 104°F while mixing at a medium speed in a Dispermat mixer equipped with a 70-90 mm diameter Cowles-type impeller (UMA-Getzmann

GMBH) . This mixture was homogenized at 3000 psi and then cooled to 60°F while being mixed by the Dispermat to yield the vanilla flavor delivery system comprising globules of milk fat into which the fat soluble flavor compounds of the vanilla extract and cream flavor were loaded. The flavor delivery system was then added to a fat-free frozen dessert mixture at a concentration of 1.04% (thus adding 0.25% fat to the dessert mixture) and the mixture was frozen and whipped as in the preparation of conventional ice cream. The product so made had a full, rich and lingering vanilla flavor with a natural vanilla character.
EXAMPLE 3; CREAM CHEESE-TYPE PRODUCT According to this example, a cream cheese-type product in which natural dairy fat had been replaced with a proteinaceous fat substitute was provided with butter and cream flavor by means of a flavor delivery system according to the invention. The flavor delivery system was formed by blending 5 parts (by weight) butter flavor (OTANI) and 5 parts cream flavor (Grindsted) into 500 parts Half and Half (11.7% butterfat, Deans Foods) using a Dispermat mixer at 500 rpm. The cream/flavor mixture was heated to 145°F and was then homogenized at 145°F at 2500 psi using a Rannie High Pressure
Ho ogenizer (Rannie a/s, Albertslund, Denmark) to form the flavor delivery system.
Ingredients Source Parts
Farmers Cheese Michigan Farms 3490
Pressed Dry Curd Deans 2459 Cottage Cheese
Proteinaceous Fat Substitute 3300 Meyprogat 150 (2%) Hi-Tek Polymer 60
Locust Bean Gum 175 (2%) Hi-Tek Polymer 120

Ingredients Carageenan CSMI (2%) Salt Cream Flavor Butter Flavor Half and Half (11.7% fat) Potassium Sorbate

10,000
The flavor delivery system was incorporated into a low-fat cream cheese-type product produced according to the following method. Farmers Cheese (3490 parts, Michigan Farms) and Pressed Dry Curd Cottage Cheese (2459 parts. Deans Foods) were ground in ‘a chopper for 15 minutes and transferred to a Dispermat mixer. Proteinaceous fat substitute prepared according to Singer, et al., U.S. Patent No. 4,734,287 was added (3300 parts) to the cheeses in the mixer which were then heated to 165°?. A mixture of prehydrated gums including Meyprogat 150 (2%) (60 parts, Hi-Tek Polymer), locust bean gum 175 (2%) (120 parts, Hi-Tek Polymer) and carageenan CSMI (2%) (30 parts, Hercules) were added to the mixer and blended for one minute. At this time, 30 parts salt (Alberger Fine Flake, Diamond Crystal), the flavor delivery system described above and potassium sorbate (1 part, Tri-K Industries) were added to the mixer. The ingredients were then homogenized at 11,000 psi at 165°F and were packed off at 160°F. The product so produced had the flavor of a conventional cream cheese product.
EXAMPLE 4: RANCH DRESSING PRODUCT
According to this example, a ranch dressing product in which natural fat had been replaced with a

proteinaceous fat substitute was provided with a flavor delivery system to improve the lingering aftertaste characteristic which is desired of salad dressings.
Ingredients Source Parts
Buttermilk, Cultured Dean Foods 41675 Low-fat
Skim Milk Dean Foods 10957
Xanthan Gum Kelco 110
Propylene Glycol Kelco 90 aginate
Modified Food Starch Staley 1000
Maltodextrin Staley 2000
Sugar C&H 1000
Corn Syrup Solids 35K Staley 5000
Garlic Powder Gilroy 300
Onion Powder Gilroy 300
Black Paper Saratoga Seasonings “60
Parsley Saratoga Seasonings 40
Nonfat Dry Milk Land 0’Lakes 3000
Monosodium Glutamate Saratoga Seasonings 250
Potassium Sorbate Tri-K Industries 1000
Proteinaceous Fat 20000 Substitute
Whole Egg Waldbaum 2000
Mixed Tocopherols Henkel 6
Soybean Oil ADM 2000
Liponate GC Lipo Chem 2
Dairy Flavor IFF 73568691 50
Mouthfeel Flavor IFF 13561188 300

Ingredients Source Parts
Garlic Flavor Takasago TAK-7516 10
Onion Flavor F&C 080841 400
Celery Oil at 0.01% McCormick 100 in Vegetable Oil Strange/Plant
White Distilled Fleischmann 100 gr 6000 Vinegar
Sodium Acetate
Flavor
Salt

100,000
The flavor del-ivery.system was formed by blending fat soluble flavor ingredients with soybean oil in a Dispermat high speed mixer. To 2000 parts soybean oil was mixed Liponate GC, a caprylic capric triglyceride (2 parts, Lipo Chem) , mouthfeel flavor (300 parts, IFF 13561188), garlic flavor (10 parts,
Takasago TAK-7516), onion flavor (500 parts, F&C 80841), celery flavor 0.01% in oil (100 parts, McCormick), mixed tocopherols (6 parts. Henkel) and dairy flavor (50 parts, IFF 73568691). The blended ingredients were warmed to 145°F and then homogenized at 2500 psi prior to being cooled to room temperature.
The flavor delivery system was incorporated into a low-fat ranch dressing product produced according to the following method. Cultured low-fat buttermilk and skim milk were added to a batch kettle according to the proportions presented in the table above. The gums, starch, maltodextrin, sugar, corn syrup solids, spices, nonfat milk, monosodium glutamate and potassium sorbate preservatives were dry-blended in the proportions presented above and were then added to the kettle under shearing conditions. Proteinaceous fat substitute

prepared according to Singer, et al. U.S. Patent No. 4,734,287 and whole egg were added under shear conditions to blend them into the mixture and the flavor delivery system was then also added. Vinegar, sodium acetate and Givaudan TPS 6551 flavor were then added slowly to acidify the mixture and salt was added. The mixture was homogenized at 2500 psi and was then heated to 180°F and held at that temperature for 30 seconds before being cooled to 165°F and packed off. The product so produced had the flavor of a conventional high-fat ranch dressing product.
From the foregoing description, one of skill in the art will recognize numerous variations and modifications of the invention to adapt it to particular usages.- Consequently, only such limitations should be placed on the invention as appear in the following claims.

Claims (1)

WHAT IS CLAIMED IS:
1. A method for the delivery of fat soluble flavor compounds into nonfat and low-fat food products in which fat components have been replaced by non-lipid fat substitutes comprising the step of introducing into said food products fat globules comprising elevated levels of fat soluble flavor compounds.
2. The method of claim 1 wherein said fat globules are introduced into said food products at a concentration of less than 1.0% by weight.
3. The method of claim 2 wherein said fat globules are introduced into said food products at a concentration of less than 0.2% by weight.
4. The method of claim 1 wherein said flavor compounds are selected from the group consisting of vanilla extract, vanillin, starter distillates, lipolyzed oils, botanical extracts, natural and artificial fatty flavors.
5. The method of claim 1 wherein said fat globule comprises material selected from the group consisting of butterfat, beef fat, tallow, vegetable oils and emulsifiers.
6. The method of claim 1 wherein said fat globules comprise material selected from the group consisting of sucrose polyesters and jojoba oil.
7. The method of claim 1 wherein said fat globules comprising fat soluble flavor compounds are incorporated in the form of an emulsion.

8. In a nonfat or low-fat food product in which fat components have been replaced by non-lipid fat substitutes, the improvement comprising delivering fat soluble flavor compounds into the food product by introducing into said food product, fat globules comprising elevated levels of fat soluble flavor compounds.
9. The product of claim 8 wherein said fat globules are introduced at a concentration of less than
1.0% by weight.
10. The product of claim 9 wherein said fat globules are introduced at a concentration of less than 0.2% by weight.
11. The product of claim 8 wherein said flavor compounds are selected from the group consisting of vanilla extract, starter distillates, lipolyzed oils, botanical extracts, natural and artificial fatty flavors.
12. The product of claim 8 wherein said fat globules comprise material selected from the group consisting of butterfat, beef fat, tallow, vegetable oils and emulsifiers.
13. The product of claim 8 wherein said fat globules comprise material selected from the group consisting of sucrose polyesters and jojoba oil.
14. The product of claim 8 wherein said fat globules comprising fat soluble flavor compounds are incorporated in the form of an emulsion.

15. The product of claim 8 wherein said fat substitute is a proteinaceous material.
16. The product of claim 8 wherein said product is a frozen desert product.
17. The product of claim 8 wherein said product is an analog of a high acid product selected from the group consisting of salad dressings and mayonnaise.
18. The product of claim 8 wherein said product is an analog of a solid dairy product selected from the group consisting of cheeses and cream cheese.
19. The product of claim 8 wherein said product is an analog of a fermented dairy product selected from the group consisting of sour cream and yogurt.
20. The product of claim 8 wherein said product is an analog of a dairy product selected from the group consisting of milk and cream.
21. The product of claim 8 wherein said product is an analog of a semi-solid product selected from the group consisting of icings and spreads.
22. The product of claim 8 wherein said product is an analog of a whipped topping.
23. The product of claim 8 wherein said product is an analog of a sauce.
24. A system for the delivery of fat soluble flavor compounds into nonfat and low-fat food products

in which fat components have been replaced by non-lipid fat substitutes the system comprising fat globules comprising elevated levels of fat soluble flavor compounds.
25. The flavor delivery system of claim 24 wherein said fat soluble flavor compounds are selected from the group consisting of vanilla extract, starter distillates, lipolyzed oils, botanical extracts, natural and artificial fatty flavors.
26. The flavor delivery system of claim 24 wherein said fat globule comprises a member selected from the group consisting of butterfat, beef fat, tallow, vegetable oils and emulsifiers.

AU38671/89A
1988-07-07
1989-07-05
Flavor delivery system for fat free foods

Ceased

AU622200B2
(en)

Applications Claiming Priority (4)

Application Number
Priority Date
Filing Date
Title

US21668188A

1988-07-07
1988-07-07

US216681

1988-07-07

US37176189A

1989-06-29
1989-06-29

US371761

1989-06-29

Publications (2)

Publication Number
Publication Date

AU3867189A
true

AU3867189A
(en)

1990-02-05

AU622200B2

AU622200B2
(en)

1992-04-02

Family
ID=26911238
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

AU38671/89A
Ceased

AU622200B2
(en)

1988-07-07
1989-07-05
Flavor delivery system for fat free foods

Country Status (18)

Country
Link

EP
(1)

EP0382820B1
(en)

JP
(1)

JP2638238B2
(en)

KR
(1)

KR900701172A
(en)

CN
(1)

CN1028199C
(en)

AU
(1)

AU622200B2
(en)

CA
(1)

CA1337383C
(en)

CZ
(1)

CZ279036B6
(en)

DD
(1)

DD300505A5
(en)

DE
(1)

DE68909207T2
(en)

DK
(1)

DK53790D0
(en)

FI
(1)

FI901125A0
(en)

HU
(1)

HU206252B
(en)

IE
(1)

IE61456B1
(en)

IL
(1)

IL90904A
(en)

NZ
(1)

NZ229859A
(en)

PT
(1)

PT91084B
(en)

RU
(1)

RU2019973C1
(en)

WO
(1)

WO1990000354A1
(en)

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1998-08-06
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(en)

1983-05-25
1987-01-20
Carolyn M. Niemand
Whey protein food product base

US4734287A
(en)

1986-06-20
1988-03-29
John Labatt Limited
Protein product base

US4707367A
(en)

1984-07-16
1987-11-17
Sunkist Growers, Inc.
Solid essential oil flavor composition

US4861613A
(en)

1986-07-25
1989-08-29
Arco Chemical Technology, Inc.
Non-digestible fat substitutes of low-caloric value

1989

1989-07-05
JP
JP1507574A
patent/JP2638238B2/en
not_active
Expired – Lifetime

1989-07-05
EP
EP89908045A
patent/EP0382820B1/en
not_active
Expired – Lifetime

1989-07-05
WO
PCT/US1989/002925
patent/WO1990000354A1/en
active
IP Right Grant

1989-07-05
KR
KR1019900700375A
patent/KR900701172A/en
not_active
Application Discontinuation

1989-07-05
AU
AU38671/89A
patent/AU622200B2/en
not_active
Ceased

1989-07-05
DE
DE89908045T
patent/DE68909207T2/en
not_active
Expired – Fee Related

1989-07-06
CA
CA000604968A
patent/CA1337383C/en
not_active
Expired – Fee Related

1989-07-06
IE
IE219089A
patent/IE61456B1/en
not_active
IP Right Cessation

1989-07-06
NZ
NZ229859A
patent/NZ229859A/en
unknown

1989-07-06
PT
PT91084A
patent/PT91084B/en
not_active
IP Right Cessation

1989-07-07
RU
SU894614617A
patent/RU2019973C1/en
active

1989-07-07
CZ
CS894196A
patent/CZ279036B6/en
unknown

1989-07-07
HU
HU893447A
patent/HU206252B/en
not_active
IP Right Cessation

1989-07-07
DD
DD330574A
patent/DD300505A5/en
unknown

1989-07-07
IL
IL90904A
patent/IL90904A/en
not_active
IP Right Cessation

1989-07-07
CN
CN89104762A
patent/CN1028199C/en
not_active
Expired – Fee Related

1990

1990-03-01
DK
DK053790A
patent/DK53790D0/en
not_active
Application Discontinuation

1990-03-06
FI
FI901125A
patent/FI901125A0/en
not_active
IP Right Cessation

Also Published As

Publication number
Publication date

EP0382820B1
(en)

1993-09-15

CN1039346A
(en)

1990-02-07

WO1990000354A1
(en)

1990-01-25

HUT54473A
(en)

1991-03-28

PT91084A
(en)

1990-02-08

IL90904A0
(en)

1990-02-09

KR900701172A
(en)

1990-12-01

RU2019973C1
(en)

1994-09-30

IE61456B1
(en)

1994-11-02

DD300505A5
(en)

1992-06-17

DE68909207T2
(en)

1994-02-03

FI901125A0
(en)

1990-03-06

PT91084B
(en)

1995-01-31

CZ419689A3
(en)

1994-04-13

AU622200B2
(en)

1992-04-02

NZ229859A
(en)

1991-02-26

IL90904A
(en)

1993-07-08

CA1337383C
(en)

1995-10-24

JPH03501564A
(en)

1991-04-11

IE892190L
(en)

1990-01-07

CZ279036B6
(en)

1994-12-15

EP0382820A4
(en)

1991-10-16

HU206252B
(en)

1992-10-28

CN1028199C
(en)

1995-04-19

DK53790A
(en)

1990-03-01

DK53790D0
(en)

1990-03-01

JP2638238B2
(en)

1997-08-06

EP0382820A1
(en)

1990-08-22

DE68909207D1
(en)

1993-10-21

Contact information