EP0390419A2 - Improvements relating to smoking articles - Google Patents
Improvements relating to smoking articles Download PDFInfo
- Publication number
- EP0390419A2 EP0390419A2 EP19900303067 EP90303067A EP0390419A2 EP 0390419 A2 EP0390419 A2 EP 0390419A2 EP 19900303067 EP19900303067 EP 19900303067 EP 90303067 A EP90303067 A EP 90303067A EP 0390419 A2 EP0390419 A2 EP 0390419A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- tobacco
- humectant
- smoking article
- article according
- loading level
- Prior art date
- 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
Links
Classifications
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D1/00—Cigars; Cigarettes
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/42—Treatment of tobacco products or tobacco substitutes by chemical substances by organic and inorganic substances
Definitions
- the invention the subject of this application relates to cigarettes and similar smoking articles.
- the subject invention provides a smoking article comprising a tobacco rod, which rod comprises cut tobacco and a paper wrapper circumscribing said tobacco, a major portion at least of said tobacco having been treated with a humectant to provide a loading level of said humectant of 4% to 15% by weight.
- the loading level of the humectant on the tobacco is not less than 5% and does not exceed 12%. More suitably, the loading level is in the range of 7 - 10%, 9% for example.
- the humectant is suitably one or more of glycerol, propylene glycol, sorbitol and diethylene glycol.
- the humectant is applied to the tobacco prior to the tobacco being subjected to an expansion process.
- the loading level of the humectant on the tobacco prior to expansion may be in a range of about 5% to about 20% in order to result in a post expansion level of 4% to 15%.
- the humectant is applied to the tobacco by being sprayed thereon, advantageously in aqueous solution.
- the humectant should, before the tobacco is subjected to the expansion process, be distributed of the tobacco with a significant degree of uniformity, which objective may be furthered by tumbling the tobacco and/or allowing the tobacco to stand in bulk for a sufficient time after the application of the humectant.
- Tobacco of smoking articles according to the subject invention which is to be subjected to an expansion process is suitably pre-conditioned to a moisture content in a range of 22% to 30% and preferably to a moisture content in a range of 26% to 30%.
- Tobacco of smoking articles according to the subject invention which is subjected to an expansion process may be lamina and/or stem tobacco.
- the expanded tobacco advantageously comprises a lamina tobacco the product of a tobacco expansion process which is effective to provide a high degree of expansion in tobacco subjected to the process.
- High expansion processes are disclosed, for example, in the specification of United States Reissue Patent No. 30,693 and in United Kingdom Patent Specifications Nos. 1,570,270 and 2 160 408A.
- tobacco expansion values in terms of filling value increase, of from about, typically, 75% and even up to about 125% may be obtained.
- Tobacco which has been subjected to a high expansion process may have a bulk density of, for example, from about 100 mg/cc to about 200 mg/cc, and preferably not less than 150 mg/cc, as measured using a Borgwaldt Densimeter.
- a minor proportion of the smoking material of smoking articles according to the subject invention may take the form of reconstituted tobacco and/or tobacco substitute material.
- the smoking material should be wholly natural cut tobacco. It is also preferable that the whole or a substantial proportion of the cut tobacco of smoking articles according to the subject invention should be expanded tobacco and that the whole of this expanded tobacco should have been treated with humectant prior to being expanded.
- at least 65% of the tobacco is treated expanded tobacco, and more suitably 70% is treated expanded tobacco.
- the weight of the smoking material in a cigarette according to the subject invention is suitably in a range of 500 to 800 mg.
- the packing density of the smoking material of smoking articles according to the subject invention does not exceed 210 mg/cc.
- the value obtained includes a proportion of the humectant. It may thus be of interest to express particulate matter delivery on a water, nicotine and humectant free basis (PMWNHF).
- PMWNHF to nicotine delivery ratio of smoking articles according to the subject invention is not more than 8 to 1 and is preferably in the region of 6 to 1, and more preferably in the region of about 5 to 1
- the humectant in the mainstream smoke of cigarettes according to the subject invention preferably forms not less than 15%, and more preferably not less than 20%, of the mainstream PMWNF. Yet more preferably the mainstream smoke humectant forms approximately 25% of the mainstream PMWNF.
- the mainstream smoke humectant may also be in the range 24% to 26%, 24% for example.
- a burn retardant may be used in smoking articles in accordance with the subject invention.
- the burn retardant may be, for example, magnesium chloride, sodium chloride, ammonium sulphate, ammonium lactate, or mixtures thereof, applied to the smoking material.
- the subject invention provides a tobacco treatment comprising the application of a humectant to tobacco and, subsequent to said application, the expanding of said tobacco, the application level of said humectants to said tobacco before the expansion step being such that the loading level of said humectant after said tobacco has been expanded is in a range of 4% to 15% by weight.
- glycerol at a 10% loading level and magnesium chloride at a 1% loading level.
- the blend was conditioned to 25% moisture content, the blend being thereafter subjected to a high level expansion process.
- the glycerol loading on the expanded tobacco was about 6%.
- Each cigarette comprised a 64 mm long tobacco rod consisting of 100% of the expanded tobacco and of wrapper of a standard commercial cigarette paper.
- the packing density of the tobacco in the tobacco rods was about 145 mg/cc.
- a tipping wrapper To each of the tobacco rods there was attached, by a tipping wrapper, a 20 mm long cellulose acetate filter plug. The cigarettes were laser ventilated at the filters to provide a ventilation value of 55%.
- the PMWNHF to nicotine ratio was 4.8. It may also be observed that the glycerol delivery represented 31% of the PMWNF delivery.
- glycerol at a 6% loading level and ammonium lactate at a 2% loading level.
- the blend was conditioned to a 30% moisture content, the blend being thereafter subjected to the high level DIET expansion process.
- the glycerol loading level on the expanded tobacco was 4.4%.
- a second cut tobacco blend comprised 50% burley lamina and 50% sun cured oriental lamina.
- the second blend was not subjected to an expansion process.
- the first and second blends were combined in the proportions 70% first to 30% second and to the thus obtained combined blend was added propylene glycol at a 1.5% loading level.
- the total loading level of humectant, glycerol plus propylene glycol was 4.6%.
- each cigarette comprised a 59 mm long tobacco rod and a standard commercial cigarette paper.
- the packing density of the tobacco in the rods was 190 mg/cc.
- the cigarettes were laser ventilated at the cellulose acetate sections of the filters to provide a ventilation of 60%.
- a commercially available cigarette of similar delivery namely Camel Lights (Trade Mark) was found to have a mainstream glycerol delivery of 0.39 mg, this representing 8% of the PMWNF delivery.
- the PMWNHF to nicotine ratio of Camel Lights was 9.7.
- a cut tobacco blend comprised 25% burley lamina, 40% flue cured lamina, 25% water treated stem and 10% sun cured oriental lamina.
- To this blend was added glycerol at a 10% loading level and magnesium chloride at a 1% loading level. The blend was thereafter subjected to a high level expansion process. The glycerol loading level on the expanded tobacco was 8%.
Abstract
Description
- The invention the subject of this application relates to cigarettes and similar smoking articles.
- It is an object of the subject invention to provide a cigarette which is of a low tar delivery but which is sensorily acceptable to the smoker.
- The subject invention provides a smoking article comprising a tobacco rod, which rod comprises cut tobacco and a paper wrapper circumscribing said tobacco, a major portion at least of said tobacco having been treated with a humectant to provide a loading level of said humectant of 4% to 15% by weight. Suitably, the loading level of the humectant on the tobacco is not less than 5% and does not exceed 12%. More suitably, the loading level is in the range of 7 - 10%, 9% for example.
- The humectant is suitably one or more of glycerol, propylene glycol, sorbitol and diethylene glycol.
- Advantageously, the humectant is applied to the tobacco prior to the tobacco being subjected to an expansion process. The loading level of the humectant on the tobacco prior to expansion may be in a range of about 5% to about 20% in order to result in a post expansion level of 4% to 15%.
- We have found that if the humectant is applied to the tobacco before rather than after the tobacco is subjected to the expansion process, a reduction in tobacco strand length during the process is avoided. Further advantages of applying the humectant prior to expansion reside in the avoidance of an undesirably high equilibrium moisture content post expansion and the avoidance of a reduction in the filling power of the expanded tobacco.
- Suitably, the humectant is applied to the tobacco by being sprayed thereon, advantageously in aqueous solution.
- The humectant should, before the tobacco is subjected to the expansion process, be distributed of the tobacco with a significant degree of uniformity, which objective may be furthered by tumbling the tobacco and/or allowing the tobacco to stand in bulk for a sufficient time after the application of the humectant.
- Tobacco of smoking articles according to the subject invention which is to be subjected to an expansion process is suitably pre-conditioned to a moisture content in a range of 22% to 30% and preferably to a moisture content in a range of 26% to 30%.
- Tobacco of smoking articles according to the subject invention which is subjected to an expansion process may be lamina and/or stem tobacco. The expanded tobacco advantageously comprises a lamina tobacco the product of a tobacco expansion process which is effective to provide a high degree of expansion in tobacco subjected to the process. High expansion processes are disclosed, for example, in the specification of United States Reissue Patent No. 30,693 and in United Kingdom Patent Specifications Nos. 1,570,270 and 2 160 408A. By use of high expansion processes, tobacco expansion values, in terms of filling value increase, of from about, typically, 75% and even up to about 125% may be obtained. Tobacco which has been subjected to a high expansion process may have a bulk density of, for example, from about 100 mg/cc to about 200 mg/cc, and preferably not less than 150 mg/cc, as measured using a Borgwaldt Densimeter.
- A minor proportion of the smoking material of smoking articles according to the subject invention may take the form of reconstituted tobacco and/or tobacco substitute material. Preferably though, the smoking material should be wholly natural cut tobacco. It is also preferable that the whole or a substantial proportion of the cut tobacco of smoking articles according to the subject invention should be expanded tobacco and that the whole of this expanded tobacco should have been treated with humectant prior to being expanded. Suitably, at least 65% of the tobacco is treated expanded tobacco, and more suitably 70% is treated expanded tobacco.
- The weight of the smoking material in a cigarette according to the subject invention is suitably in a range of 500 to 800 mg.
- Suitably, the packing density of the smoking material of smoking articles according to the subject invention does not exceed 210 mg/cc.
- It is to be observed that when measurement is made of the PMWNF delivery of a smoking article according to the subject invention, the value obtained includes a proportion of the humectant. It may thus be of interest to express particulate matter delivery on a water, nicotine and humectant free basis (PMWNHF). Preferably, the PMWNHF to nicotine delivery ratio of smoking articles according to the subject invention is not more than 8 to 1 and is preferably in the region of 6 to 1, and more preferably in the region of about 5 to 1
- The humectant in the mainstream smoke of cigarettes according to the subject invention, as measured under standard machine smoking conditions, preferably forms not less than 15%, and more preferably not less than 20%, of the mainstream PMWNF. Yet more preferably the mainstream smoke humectant forms approximately 25% of the mainstream PMWNF. Suitably, the mainstream smoke humectant may also be in the range 24% to 26%, 24% for example.
- A burn retardant may be used in smoking articles in accordance with the subject invention. The burn retardant may be, for example, magnesium chloride, sodium chloride, ammonium sulphate, ammonium lactate, or mixtures thereof, applied to the smoking material.
- According to a further aspect thereof, the subject invention provides a tobacco treatment comprising the application of a humectant to tobacco and, subsequent to said application, the expanding of said tobacco, the application level of said humectants to said tobacco before the expansion step being such that the loading level of said humectant after said tobacco has been expanded is in a range of 4% to 15% by weight.
- In order to further the understanding of the subject invention, examples according thereto will now be described.
- To a cut tobacco blend comprising 20% water treated stem, 40% burley tobacco lamina and 40% flue cured tobacco lamina there was added glycerol at a 10% loading level and magnesium chloride at a 1% loading level. The blend was conditioned to 25% moisture content, the blend being thereafter subjected to a high level expansion process. The glycerol loading on the expanded tobacco was about 6%.
- Using the thus obtained expanded tobacco, 24.75 mm circumference cigarettes were made. Each cigarette comprised a 64 mm long tobacco rod consisting of 100% of the expanded tobacco and of wrapper of a standard commercial cigarette paper. The packing density of the tobacco in the tobacco rods was about 145 mg/cc. To each of the tobacco rods there was attached, by a tipping wrapper, a 20 mm long cellulose acetate filter plug. The cigarettes were laser ventilated at the filters to provide a ventilation value of 55%.
- These cigarettes were smoked under standard (Coresta) machine smoking conditions according to which a 35 cm³ puff of two seconds duration is taken every minute and were found to yield mainstream smoke component deliveries as follows.
Component Delivery (mg) TPM 5.88 Nicotine 0.63 PMWNF 4.37 Glycerol 1.35 PMWNHF 3.02 - It is thus to be observed that the PMWNHF to nicotine ratio was 4.8. It may also be observed that the glycerol delivery represented 31% of the PMWNF delivery.
- It was found that when smoked under Coresta machine smoking conditions, a commercially available cigarette, Benson & Hedges Ultra (Trade Mark), of similar delivery, i.e. 5.57 mg TPM, had a mainstream glycerol delivery of 0.44 mg, this representing 9.4 per cent of the PMWNF delivery. The PMWNHF to nicotine ratio of the Ultra cigarettes was 9.9.
- In sensory panel smoking tests it was found that the above detailed cigarettes according to the subject invention exhibited sensory features superior to those of the Ultra cigarettes.
- To a first cut tobacco blend comprising 65% flue cured lamina and 35% burley lamina was added glycerol at a 6% loading level and ammonium lactate at a 2% loading level. The blend was conditioned to a 30% moisture content, the blend being thereafter subjected to the high level DIET expansion process. The glycerol loading level on the expanded tobacco was 4.4%.
- A second cut tobacco blend comprised 50% burley lamina and 50% sun cured oriental lamina. The second blend was not subjected to an expansion process.
- The first and second blends were combined in the proportions 70% first to 30% second and to the thus obtained combined blend was added propylene glycol at a 1.5% loading level. Thus the total loading level of humectant, glycerol plus propylene glycol, was 4.6%.
- Using the tobacco of the combined blend 24.75 mm circumference cigarettes were made. Each cigarette comprised a 59 mm long tobacco rod and a standard commercial cigarette paper. The packing density of the tobacco in the rods was 190 mg/cc. To each of the rods there was attached a 25 mm long dual filter comprising a 7 mm long section of crimped paper and an 18 mm long section of cellulose acetate filtration material. The cigarettes were laser ventilated at the cellulose acetate sections of the filters to provide a ventilation of 60%.
- When smoked under standard machine smoking conditions, mainstream smoke component deliveries were found to be as follows:
Component Delivery (mg) TPM 6.79 Nicotine 0.84 PMWNF 5.43 Glycerol 1.00 Propylene glycol 0.28 PMWNHF 4.15 - Thus the PMWNHF to nicotine ratio was 4.9 and humectant represented 24% of the PMWNF delivery.
- A commercially available cigarette of similar delivery, namely Camel Lights (Trade Mark), was found to have a mainstream glycerol delivery of 0.39 mg, this representing 8% of the PMWNF delivery. The PMWNHF to nicotine ratio of Camel Lights was 9.7.
- A cut tobacco blend comprised 25% burley lamina, 40% flue cured lamina, 25% water treated stem and 10% sun cured oriental lamina. To this blend was added glycerol at a 10% loading level and magnesium chloride at a 1% loading level. The blend was thereafter subjected to a high level expansion process. The glycerol loading level on the expanded tobacco was 8%.
- Using the thus obtained tobacco cigarettes were made which were to the same format as the cigarettes according to the invention of Example I. When smoked under standard machine smoking conditions, mainstream smoke component deliveries were found to be as follows:
Component Delivery (mg) TPM 6.55 Nicotine 0.54 PMWNF 4.93 Glycerol 1.63 PMWNHF 3.30 - Thus the PMWNHF to nicotine ratio was 6.1 and the humectant represented 33% of the PMWNF.
Claims (16)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8907255 | 1989-03-31 | ||
GB898907255A GB8907255D0 (en) | 1989-03-31 | 1989-03-31 | Improvements relating to smoking articles |
Publications (4)
Publication Number | Publication Date |
---|---|
EP0390419A2 true EP0390419A2 (en) | 1990-10-03 |
EP0390419A3 EP0390419A3 (en) | 1991-04-03 |
EP0390419B1 EP0390419B1 (en) | 1994-05-04 |
EP0390419B2 EP0390419B2 (en) | 1997-09-17 |
Family
ID=10654230
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP90303067A Expired - Lifetime EP0390419B2 (en) | 1989-03-31 | 1990-03-21 | Improvements relating to smoking articles |
Country Status (12)
Country | Link |
---|---|
EP (1) | EP0390419B2 (en) |
JP (1) | JP3113984B2 (en) |
AR (1) | AR244956A1 (en) |
AT (1) | ATE105149T1 (en) |
AU (1) | AU637089B2 (en) |
BR (1) | BR9001661A (en) |
CA (1) | CA2013427C (en) |
DE (1) | DE69008602T3 (en) |
DK (1) | DK0390419T3 (en) |
ES (1) | ES2054241T5 (en) |
GB (1) | GB8907255D0 (en) |
GR (1) | GR3025017T3 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006046149A2 (en) * | 2004-10-25 | 2006-05-04 | Philip Morris Products S.A. | Additives for tobacco cut filler |
CN103859581A (en) * | 2014-03-26 | 2014-06-18 | 安徽中烟工业有限责任公司 | Tobacco humectant achieving gradient distribution of molecular weights |
CN108254233A (en) * | 2017-12-29 | 2018-07-06 | 国家烟草质量监督检验中心 | A kind of nicotine solution standard substance and its preparation method and application |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2057962C (en) * | 1991-01-05 | 1999-08-10 | Larry Bowen | Novel smoking product |
TW201032738A (en) * | 2009-01-23 | 2010-09-16 | Japan Tobacco Inc | Cigarette |
GB201012090D0 (en) * | 2010-07-19 | 2010-09-01 | British American Tobacco Co | Cellulosic material |
CN102640981B (en) * | 2012-04-23 | 2014-04-16 | 湖北中烟工业有限责任公司 | Method for increasing bulk of reconstituted tobacco |
FR3041507B1 (en) * | 2015-09-25 | 2019-08-30 | Ltr Industries | RECONSTITUTED TOBACCO FOR DEVICES HEATING TOBACCO WITHOUT BURNING IT |
GB201520056D0 (en) * | 2015-11-13 | 2015-12-30 | British American Tobacco Co | Tobacco blend |
CN114868954A (en) * | 2022-03-22 | 2022-08-09 | 上海龙殷生物科技有限公司 | Tobacco humectant and method for improving tobacco moistening feeling |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4310006A (en) * | 1978-03-31 | 1982-01-12 | American Brands, Inc. | Method and apparatus for expanding tobacco |
EP0067601A1 (en) * | 1981-06-02 | 1982-12-22 | R.J. Reynolds Tobacco Company | Tobacco treatment process |
WO1989002227A1 (en) * | 1987-09-16 | 1989-03-23 | Sunas Ernest C | Treatment of cured unaged tobacco with monosaccharides |
-
1989
- 1989-03-31 GB GB898907255A patent/GB8907255D0/en active Pending
-
1990
- 1990-03-21 EP EP90303067A patent/EP0390419B2/en not_active Expired - Lifetime
- 1990-03-21 DE DE69008602T patent/DE69008602T3/en not_active Expired - Lifetime
- 1990-03-21 DK DK90303067.4T patent/DK0390419T3/en active
- 1990-03-21 AT AT9090303067T patent/ATE105149T1/en not_active IP Right Cessation
- 1990-03-21 ES ES90303067T patent/ES2054241T5/en not_active Expired - Lifetime
- 1990-03-29 CA CA002013427A patent/CA2013427C/en not_active Expired - Lifetime
- 1990-03-29 AU AU52395/90A patent/AU637089B2/en not_active Expired
- 1990-03-30 AR AR90316523A patent/AR244956A1/en active
- 1990-03-30 BR BR909001661A patent/BR9001661A/en not_active IP Right Cessation
- 1990-03-30 JP JP02087295A patent/JP3113984B2/en not_active Expired - Lifetime
-
1997
- 1997-10-14 GR GR970402662T patent/GR3025017T3/en unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4310006A (en) * | 1978-03-31 | 1982-01-12 | American Brands, Inc. | Method and apparatus for expanding tobacco |
EP0067601A1 (en) * | 1981-06-02 | 1982-12-22 | R.J. Reynolds Tobacco Company | Tobacco treatment process |
WO1989002227A1 (en) * | 1987-09-16 | 1989-03-23 | Sunas Ernest C | Treatment of cured unaged tobacco with monosaccharides |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006046149A2 (en) * | 2004-10-25 | 2006-05-04 | Philip Morris Products S.A. | Additives for tobacco cut filler |
WO2006046149A3 (en) * | 2004-10-25 | 2006-07-13 | Philip Morris Prod | Additives for tobacco cut filler |
US9894928B2 (en) | 2004-10-25 | 2018-02-20 | Philip Morris Usa Inc. | Additives for tobacco cut filler |
US10188139B2 (en) | 2004-10-25 | 2019-01-29 | Philip Morris Usa Inc. | Additives for tobacco cut filler |
CN103859581A (en) * | 2014-03-26 | 2014-06-18 | 安徽中烟工业有限责任公司 | Tobacco humectant achieving gradient distribution of molecular weights |
CN103859581B (en) * | 2014-03-26 | 2016-04-13 | 安徽中烟工业有限责任公司 | A kind of tobacco humectant of molecular weight gradient distribution |
CN108254233A (en) * | 2017-12-29 | 2018-07-06 | 国家烟草质量监督检验中心 | A kind of nicotine solution standard substance and its preparation method and application |
Also Published As
Publication number | Publication date |
---|---|
JP3113984B2 (en) | 2000-12-04 |
BR9001661A (en) | 1991-05-14 |
DK0390419T3 (en) | 1994-10-31 |
GB8907255D0 (en) | 1989-05-17 |
EP0390419A3 (en) | 1991-04-03 |
ES2054241T5 (en) | 1997-11-16 |
CA2013427A1 (en) | 1990-09-30 |
AU5239590A (en) | 1990-10-04 |
JPH02286068A (en) | 1990-11-26 |
AR244956A1 (en) | 1993-12-30 |
DE69008602T3 (en) | 1998-01-08 |
CA2013427C (en) | 1996-09-10 |
ES2054241T3 (en) | 1994-08-01 |
DE69008602T2 (en) | 1994-10-27 |
GR3025017T3 (en) | 1998-01-30 |
DE69008602D1 (en) | 1994-06-09 |
ATE105149T1 (en) | 1994-05-15 |
EP0390419B2 (en) | 1997-09-17 |
EP0390419B1 (en) | 1994-05-04 |
AU637089B2 (en) | 1993-05-20 |
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