WO2007044200A2

WO2007044200A2 - Inhibition of tuber sprouting

Info

Publication number: WO2007044200A2
Application number: PCT/US2006/037078
Authority: WO
Inventors: Gary Stephen Olson; Ronald K. Schafer; Grace Gillard
Original assignee: Aceto Agricultural Chemicals Corporation
Priority date: 2005-10-04
Filing date: 2006-09-22
Publication date: 2007-04-19
Also published as: WO2007044200A3

Abstract

The present invention relates to inhibiting the sprouting of potato tubers using at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof.

Description

INHIBITION OF TUBER SPROUTING

Reference to Related Applications

This application is claims priority to U.S. application Serial No. 11/241,980 filed October 4, 2005, to U.S. application Serial No. 11/296,216 filed December 8, 2005, and to U.S. application Serial No. 11/413,090 filed April 28, 2006 .all of which are incorporated herein in their entireties by reference.

Field of the Invention

The present invention relates to the use of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefiuidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, their salts and esters, and mixtures thereof, to inhibit sprouting of tubers, particularly potato tubers, and most preferably the sprouting of tubers of stored potatoes. The application of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefiuidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, their salts and esters, and mixtures thereof, to tubers also makes up a part of the invention, as do tubers having at least one of MCPP, carbetamide, pronamide, ethofumesate, mefiuidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, their salts and esters, and mixtures thereof on at least a part of a surface thereof. Salts and esters of these compounds can also be used in all aspects of the invention. Because potatoes are an important application of the present invention, they will be discussed in detail below. However, the invention is not limited thereto, and includes tubers in general such as other root crops like sweet potatoes and yams.

Background of the Invention

It is well known in the art to treat tubers such as potatoes with various chemicals having sprout-inhibiting properties. CIPC (chlorpropham, chlorprophame; chlor-IPC IUPAC name isopropyl 3-chlorocarbanilate; isopropyl 3- chlorophenylcarbamate;

Chemical Abstracts name 1-methylethyl (3-chlorophenyl)carbamate EEC no. 202- 925-7) has been conventionally used for this purpose for about 40 plus years. More recently, chemicals such as various isomers of diisopropylnaphalene and other substituted naphthalenes have exhibited sprout-inhibiting characteristics.

Potato tubers are often treated with a chemical sprout inhibitor in the storage season, and may receive another treatment of sprout inhibitor before being packaged for shipment to retail outlets. In the absence of chemical sprout inhibitors, the ultimate storage life is greatly reduced by loss of dormancy and early sprouting. Thus, virtually all potatoes stored mid and long term are treated with chemical sprout inhibitors.

Potatoes when being dug are frequently bruised, cut and/or abraded. These injuries to the potatoes oftentimes cause spoilage during shipment, storage and the like. A process known as suberization occurs naturally which tends to heal many of these injuries. However, whenever potatoes are stored, which occurs with a particularly large portion of potatoes harvested in any given year, if healing occurs slowly, a significant loss of potatoes can occur through spoilage. Early treatment with certain sprout inhibitors, such as CIPC, may retard the suberization process, thus contributing to the loss of potatoes through spoilage.

The main sprout inhibitors registered for use on potatoes are (CIPC), maleic hydrazide (MH), and dimethylnaphthalene (DMN) and Diisopropylnaphthalene (DIPN). The two chemicals in combination (CIPC plus DIPN) appear to be more effective at lower concentrations than either of the two chemicals alone. Simultaneous application of CIPC and DIPN provides improved results over application of either sprout inhibitors separately.

For example, it is relatively common in the potato storage industry to treat potatoes with Chloroisopropyl-N-carbamate (CIPC) to prevent or retard development of sprouts in the potatoes. Even though untreated potatoes are stored at a cool temperature, for example, generally between about 36- 52 ⁰F, sprouting does begin to occur after a month or more of storage. Storage of upwards of six to ten months is typical for stored potatos. Thus, without treatment of a chemical such as CIPC, the stored potatoes become entangled in sprouts and the whole stored lot of potatoes may become economically useless. Although early treatment with CIPC could be advantageous for sprout inhibition purposes, application of CIPC is typically delayed until after suberization has occurred inasmμch as CIPC tends to retard suberization, resulting in accelerated rot and spoilage.

CPC is typically applied in one or multiple applications to the tubers to be stored using thermal fogging techniques, sprays and powders. Conventional thermal fogging involving the application of CIPC into a stream of hot air or onto a hot surface of 550 - 1000 ⁰F, to produce a CIPC aerosol. The CIPC aerosol is circulated through potatoes piled in a potato storage building with the use of fans. Preferably the potatoes are turgid rather than soft when treated with the CIPC aerosol, since a pile of softened potatoes may be substantially compressed thereby impeding distribution of the aerosol. CIPC residue levels, will, however, typically decrease over time due to biodegration, venting and atmospheric loss. To extend the effective sprout inhibiting capability of CIPC, further applications may be needed.

CIPC is used in significant quantities world wide and is capable of suppressing sprouts on stored tubers with the chemical ability to limit cell division. Increased rates, multiple applications, addition of substituted naphthalene chemistries coupled with strict storage management strategies have been implemented to help reduce sprout development in CIPC treated potatoes. The instant invention provides an effective anti-sprouting treatment protocol that does not use CIP C and/or compliments the use of CIPC.

Summary of the Invention

The present invention embodies the inventors' discovery that MCPP, carbetamide, pronamide (termed "propyzamide" in the UK), ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof, including the use of salts and esters thereof, inhibit the sprouting of tubers, particularly potato tubers, and that they can be used, if desired, in the same manner as conventional sprout inhibitors registered for use on potatoes. Of course, in addition to being used alone, MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof (including the use of salts and esters thereof) can be used in concert with any other sprout inhibitor(s). While certain of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof have been known for other uses, the inventors' discovery that MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof, as well as salts and esters thereof, inhibit the sprouting of tubers represents a new use for these materials.

Detailed Description of the Preferred Embodiments

The active agents whose use in inhibiting the sprouting of tubers forms the basis of the present invention are known as MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA. As explained further below, salts and esters thereof may also be used herein.

MCPP:

Other names for MCPP include Mecoprop, mechlorprop, mecoprop, Mecoprop-P, Kilprop, Mecopar, Triester-II, Mecomin-D, Mecopex, Mecomec, and U46 KV Fluid (41, 43), the technical brochures, data sheets, and MSDS sheets thereof all incorporated herein by reference. Preferred MCPP compounds useful herein include (i?5)-2-(4-chloro-o-tolyloxy)propionic acid (±)-2-(4-chloro-2- methylphenoxy)propanoic acid, CAS RN [7085-19-0] racemate; [93-65-2] (formerly used for mecoprop) unstated stereochemistry Development Codes RD 4593 (Boots); L 143 (Marks), 2-(4-Chloro-o-tolyloxy) propionic acid otherwise known as 2-(4-Chloro-2-methylphenoxy)propanoic acid. Compounds with CAS #s 93-65-2 and 7085-19-0 are also preferred, as are (ΛS)-2-(4-chloro-o- tolyloxy)propionic acid, (i?)-2-(4-Chloro-2-methylphenoxy)propionic acid and (S)- 2-(4-Chloro-2-methylphenoxy)propionic acid. Also preferred are mecoprop- dimethylammonium [32351-70-5], mecoprop-diolamine [1432-14-0], mecoprop- ethadyl, mecoprop-isoctyl [28473-03-2], mecoprop-potassium [1929-86-8], mecoprop-sodium [19095-88-6], mecoprop-trolamine [53404-61-8]. A preferred MCPP compound for use in the present invention has the formula:

Included are racemic mixtures and all stereoisomers (molecules that are identical in atomic constitution and bonding, but differ in the three-dimensional arrangement of the atoms) thereof, including individual enantiomers and mixtures thereof. Similarly, all salts and esters of the above formula (including racemates and enantiomers thereof) and of all MCPP compounds are useful herein, especially the potassium, sodium and lithium salts thereof and the C₁-C₂₄ esters thereof. As is known by those of skill in this art, the salts and esters of the above formula replace the hydrogen (H) of the hydroxyl group (-OH) with, e.g., a metal ion (e.g., Na+, K+, etc.) or, e.g., an alkyl group (e.g., -CH₃), respectively. Preferred MCPP salts include the sodium and potassium salts. Preferred esters include C₁-C₂₄ branched or unbranched, substituted or unsubstituted alkyl and alkenyl esters, preferably C₁-C₁₀ unbranched, Substituted or unsubstituted alkyl esters. "Substituted" refers to the replacement of hydrogen with a monovalent or divalent radical. Suitable substitution groups include, for example, hydroxyl, nitro, amino, imino, cyano, halo, thio, thioamido, amidino, imidino, oxo, oxamidino, methoxamidino, imidino, guanidino, sulfonamido, carboxyl, formyl, loweralkyl, haloloweralkyl, loweralkoxy, haloloweralkoxy, loweralkoxyalkyl, alkylcarbonyl, arylcarbonyl, aralkylcarbonyl, heteroarylcarbonyl, heteroaralkylcarbonyl, alkylthio, aminoalkyl, cyanoalkyl, and the like.

As used herein, the terms "MCPP" and "MCPP compound" include all of these materials including all acids, salts and esters thereof, particularly C₁-C₂₄ esters thereof. In Europe MCPP is sometimes referred to as "CMPP." As used herein "MCPP" and "MCPP compound" include CMPP.

Carbetamide:

Carbetamide has the following structure:

and is variously known as (i?)-l-(ethylcarbamoyl)ethyl carbanilate and (2R)-N- ethyl-2-[[(phenylamino)carbonyl]oxy]propanamide. It has CAS No. 16118-49-3 and the empirical formula C₁₂H₁₆N₂O₃.

Pronamide:

Pronamide has the following structure:

and is variously known as propyzamide, ,5-dichloro-iV-(l,l- dimethylpropynyl)benzamide and 3,5-dichloro-JV-(l,l-dimethyl-2- propynyl)benzamide. It has CAS No. 23950-58-5 and the empirical formula C₁₂H₁₁Cl₂N.

Ethofumesate:

Ethofumesate has the structure:

and is variously known as (i?5)-2-ethoxy-2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulfonate and 2-ethoxy-2,3-dihydro-3,3-dimethyl-5-benzofuranyl methanesulfonate. It has Registration No. 26225-79-6 and an empirical formula C₁₃H₁₈O₅S.

Mefluidide:

Mefluidide has the structure:

and is variously known as 5'-(l,l,l-trifluoromethanesulfonamido)acet-2',4'-xylidide and iV-[2,4-dimethyl-5-[[(trifluoromethyl)sulfonyl]amino]phenyl]acetamide. It has CAS No. 53780-34-0 and empirical formula C₁₁H₁₃F₃N₂O₃S.

Paclobutrazol:

Paclobutrazol has the structure:

and is variously known as (2i?5;3i?₁S)-l-(4-chlorophenyl)-4,4-dimethyl-2-(lH-l,2,4- triazol-l-yl)pentan-3-ol and e/-(αi?,βi?)-β-[(4-chlorophenyl)methyl]-α-(l,l- dimethylethyl)-l/f-l,2,4-triazole-l-ethanol. It has Registration No. 76738-62-0 and the empirical formula C₁₅H_2OClN₃O.

2,4 DB:

2,4 DB has the structure:

It is variously known as 4-(2,4-dichlorophenoxy)butyric acid and 4-(2,4- dichlorophenoxy)butanoic acid. It has CAS No. 94-82-6 and the empirical formula C_1OH₁₀Cl₂O₃. This material can be used as a salt, or an ester, such as 2,4-DB-butyl, 2,4-DB-dimethylammoniurn [2758-42-1], 2,4-DB-isoctyl, 2,4-DB-potassium [19480-40-1], 2,4-DB-sodium [10433-59-7], etc.

2,4 DP:

2,4 DP has the structure:

It is variously known as (i?>S)-2-(2,4-dichlorophenoxy)propionic acid and 2-(2,4- dichlorophenoxy)propanoic acid. It has CAS No. 120-36-5 and the empirical formula C₉H₈Cl₂O₃. This material can be used as a salt, or an ester, such as dichlorprop-butotyl, dichlorprop-dimethylammonium, dichlorprop-ethylammonium, dichlorprop-isoctyl [28631-35-8], dichlorprop-potassium. The (i?)-isomer of this substance has the common name dichlorprop-P. MCPA:

MCPA has the general structure:

It is variously known as (4-chloro-2-methylρhenoxy)acetic acid and 4-chloro-ø- tolyloxyacetic acid. It has CAS No. 94-74-6 and the empirical formula CpHgClO₃, The name "metaxon" was used in the former USSR. This material can be used as a salt, or an ester, such as for example MCPA-butotyl [19480-43-4], MCPA-butyl [1713-12-8], MCPA-dimethylammonium [2039-46-5], MCPA-diolamine [20405- 19-0], MCPA-2-ethylhexyl [29450-45-1], MCPA-isobutyl [1713-11-7], MCPA- isoctyl [26544-20-7], MCPA-isopropyl [2698-40-0], MCPA-methyl [2436-73-9], MCPA-olamine [6365-62-4], MCPA-potassium [5221-16-9], MCPA-sodium [3653- 48-3], MCPA-trolamine [42459-68-7].

Included as useful herein for all of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof, are racemic mixtures and all stereoisomers (molecules that are identical in atomic constitution and bonding, but differ in the three-dimensional arrangement of the atoms) thereof, including individual enantiomers and mixtures thereof. Similarly, all salts and esters of the above formulae (including racemates and enantiomers thereof) are useful herein, especially the potassium, sodium and lithium salts thereof and the C₁-C₂₄ esters thereof. As is known by those of skill in this art, the salts and esters of the above formula replace, e.g., the hydrogen (H) of the hydroxyl group (-OH) with, e.g., a metal ion (e.g., Na+, K+, etc.) or a dimethylamine group, etc., or a carbonylhydrocarbon group (COR) or, for MCPP₅ 2,4 DB 2,4-DP and MCPA, e.g., a hydrocarbon group such as an alkyl group (e.g., - CH₃), respectively. Alternatively, or in addition, salts may be formed at the nitrogen atom by addition, of, e.g., acids, etc. Those of skill in this art are aware of where and how salts and esters of the noted compounds herein can be made and used in view of this disclosure. Preferred salts include the sodium and potassium salts as well as the hydrohalide salts such as hydrochloride, etc. Preferred esters include C₁- C24 branched or unbranched, substituted or unsubstituted alkyl and alkenyl esters, preferably C₁-C₁₀ unbranched, substituted or unsubstituted alkyl esters. "Substituted" refers to the replacement of hydrogen with a monovalent or divalent radical. Suitable substitution groups include, for example, hydroxyl, nitro, amino, imino, cyano, halo, thio, thioamido, amidino, imidino, oxo, oxamidino, methoxamidino, imidino, guanidino, sulfonamido, carboxyl, formyl, loweralkyl, haloloweralkyl, loweralkoxy, haloloweralkoxy, loweralkoxyalkyl, alkylcarbonyl, arylcarbonyl, aralkylcarbonyl, heteroarylcarbonyl, heteroaralkylcarbonyl, alkylthio, aminoalkyl, cyanoalkyl, and the like.

As used herein, the term "tuber" is inclusive of "potato tuber." "Potato tuber" refers to the underground storage organ of the potato plant (Solanum tuberosum). The potato tuber is a modified stem and includes buds that can sprout and form new potato plants. The term "(potato) tubers" refers to both tubers generally and to potato tubers. Preferred potatoes include Russet Burbank, Ranger Russet, Umatilla Russet, Shepody, Norkotah Russet, Yukon Gold, Norchip, Gem Russet, Atlantic, Chipeta, Snowden, and Dark Red Norland

The phrase "effective to inhibit sprouting" means that: (a) the number, and/or the weight, of stems (sprouts) growing from a defined number of (potato) tubers contacted with at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof, salts and esters thereof, in accordance with the present invention is less than the number, and/or the weight, of stems growing from the same number of control (potato) tubers (of the same cultivar as the treated (potato) tubers) that were not contacted with a sprouting inhibitor; and/or (b) the average rate of growth of stems growing from a defined number of (potato) tubers contacted with at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof, salts and esters thereof, in accordance with the present invention is less than the average rate of growth of stems growing from the same number of control (potato) tubers (of the same cultivar as the treated (potato) tubers) that were not contacted with a sprouting inhibitor. Such inhibition can be at any time as compared to the control. As understood by those in this field, the concept of inhibition is meaningful when control tubers show activity being inhibited in tubers contacted with at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof, salts and esters thereof. Another preferred measure of inhibition is a comparison between the total amount of "dormant + sprout up to 3 mm" tubers at, e.g., 50 days after harvest as compared to untreated control. Whichever measure is used, preferred amounts of inhibition include less than 1%, 1%, 3%, greater than 3%, 5%, 8%, 10%, 20%, 30%,eto. to 100%.

As used herein the phrase "at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof includes salts and esters thereof, and any mention of an invention compound or material (e.g., carbetamide) herein includes its salts, and includes its salts and esters for any invention compound capable of forming a salt ans/or an ester such as MCPP, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA.

The MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA materials, salts and esters thereof, used herein can be purchased commercially, or synthesized by one of ordinary skill in the art. They can be used alone or in mixture, and can be applied together with other materials such as other sprout inhibitors. By "together," we mean that the MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof can be used in mixture with other materials such as active agents upon application to, e.g., potatoes, and/or can be used sequentially before, during, and/or after application of any other material. Useful combinations of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof with other materials include combinations with one or more of MCPP, MCPA, CIPC, 2,4-D and dicamba. However, formulations including dicamba are not preferred due to the long residual of dicamba and the harmful effects that minute residues of dicamba cause in potato. Potatoes treated with dicamba or the surfaces contacted by these potatoes can render the storage and handling equipment trucks and such unfit for handing seed potatoes. In addition, and regardless whether MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof are utilized with any other active agent, the present invention includes multiple applications of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof on the same tuber, generally where the applications are spaced over certain time intervals.

In general, the present invention includes any application of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof to tubers, and particularly includes application to potato plants in the field before the potatoes are harvested, and/or application after the potatoes are harvested but before they are stored, and/or application after the potatoes are in storage. In a preferred embodiment the MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP₅ MCPA, and mixtures thereof is applied via an aerosol, spray or thermal fog, as a dust, or in microencapsulated form to harvested potatoes. Methods of application also include via aerosol can and via smoke generators, for example for treatment in rail cars. MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof may also be first or subsequently applied after tubers (potatoes) have been harvested and stored for a sufficient period that bruises and cuts have healed, i.e., suberization has occurred. In another aspect of the invention, the MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof is applied such that it inhibits sprouting during the potato shipping and distribution process.

In accordance with the foregoing, the present invention provides methods for inhibiting sprouting of potato tubers, the methods each including the step of contacting a potato tuber with an amount of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof, wherein the amount of the at least one carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA is effective to inhibit potato tuber sprouting. Typically, the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, is applied simultaneously, or substantially simultaneously, to numerous, harvested, potato tubers. In the practice of the methods of the invention the at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA is applied after the potato tubers have been harvested, but typically not later than the onset of sprouting. In some embodiments of the methods of the invention, the effective amount of at least one MCPP₅ carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA is that amount sufficient to provide a dosage of from far less than 1 mg per / 1 kg (parts per million) potato tubers to, e.g., 100 ppm, 500 ppm, and above. Preferred amounts include 0.01, 0.05, 0.1, 0.2, 0.3, 0.5, 1, 2, 3, 5, 8, 10, 15, 20, 25, 30, 35, 40, 50, 60, etc. ppm.

The instant invention includes a method of inhibiting the sprouting of stored tubers, especially potatoes, by applying a first sprout inhibiting chemical to the stored potatoes and then applying a second sprout inhibiting chemical at a later time, where at least one of the sprout inhibiting chemicals is at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA. Because multiple applications of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof makes up a part of the invention, the "second sprout inhibiting chemical" can be any of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof. Other useful sprout inhibitors include CIPC, MCPP, and DMN (dimethyl naphthalene) or DIPN, especially 2,6 Disopropyl naphthalene. Multiple materials may be applied together, or the time elapsed between application of the first and second chemical applications may be from a few moments to several months. The second chemical is generally applied at a time span when the efficacy of the sprout inhibiting characteristics of the first chemical is waning. Application may be in any fashion, and may be according to the methods detailed in any of U.S. 4226179, 6432882, 6790469, 6855669, 6310004, 6107247, 6010728, 6001773, 5965489, 5436226, 5,622,912 , 5,811,372, and 6855669 all incorporated herein by reference.

In accordance with the foregoing, in one aspect, the present invention provides methods for treating (potato) tubers, the methods each comprising the step of contacting a (potato) tuber with an amount of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA. Preferably the amount of the at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA is an amount effective to inhibit (potato) tuber sprouting. However, this is not required. For example, when the at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA is used together with another sprout inhibitor, the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA can be used in an amount less than that effective to inhibit potato tuber sprouting. Preferably, of course, the total amount of sprout inhibitor (i.e., the amount of the at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound, mixture thereof, and any additional sprout inhibitor(s)) is effective to inhibit potato tuber sprouting. Such additional sprout inhibitors include, e.g. CIPC, MCPP, chlorpropham, maleic hydrazide, diisopropylnaphthalene, diniethylnaphthalene, carvone, aliphatic aldehydes and ketones, eugenol, benzothiazide, ethylene, aromatic acids (e.g., anisic acid, coumaric acid, gallic acid), rape oil methyl ester, medium and long-chain alcohols, jasmonates, aromatic aldehydes (e.g., benzaldehyde, salicaldehyde, cinnamaldehyde, hydrocinnamaldehyde, cuminaldehyde, thymol), monoterpenes (e.g., cineole, fenchone, menthol), and essential oils (e.g., mint oils)). In addition, sprout inhibitors listed in the following US patents, all incorporated herein by reference, may be used:

6,958,167 6,946,155 6,855,669 6,790,469 6,541,054 6,495,710 6,432,882 6,403,536 6,375,999 6,338,296 6,322,002 6,310,004 6,107,247 6,068,888 6,010,728 6,001,773 5,965,489 5,935,660 5,918,537 5,849,664 5,580,596 5,436,226 5,009,152 4,977,825 4,887,525 4,226,179

Where a combination of sprout inhibitors is applied in a single composition it is preferred that the composition comprise A) at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA and, further, B) at least one other sprout inhibitor, such as CIPC. The weight ratio of A/B can vary without limitation, and is preferably 99/1, 95/5, 90/10, 85/15, 80/20, 75/25, 70/30, 65/35, 60/40, 55/45, 50/50, 45/55, 40/60, 35/65, 30/70, 25/75, 20/80, 15/85, 10/90, 5/95, 1/99, etc., including all values and subranges between less than 100 and greater than 0. Preferably, the amount of sprout inhibitor applied, in ppm, has these same values and, for example, include A/B ratios such as 1:1.1, 1:4.4, , 1:11, etc. A preferred example is the application of, e.g., 10 ppm MCPP + 11 ppm CIPC, 1 ppm MCPP + 11 ppm CIPC, etc. Where multiple sprout inhibitors are applied, whether simultaneously from the same or different compositions or applied in a time separated manner, useful amounts of the inhibitor(s) according the invention (MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof) and of another inhibitor or inhibitors (Inhibitor X) include less than 1, 1, 3, 5, 8, 10, 15, 18, 20, 30, 40, 50, 70, 90, 100, 120, 150, 180, etc. ppm of each.

In the present invention, MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA, and mixtures thereof can also be used together with one or more antimicrobial and/or disease suppressing active agents, including products containing phosphites, hydrogen peroxide (dioxide), sodium chlorite, chlorine dioxide, thiobendazole, azoxystrobin, fludioxonil, and mancozeb.

In a preferred embodiment of the invention, the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA compound is applied after the potato tubers have been harvested, but typically not later than the onset of sprouting. Thus, in some embodiments of the methods of the invention, the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA compound is applied to the tubers within one, two, three, four five, six, seven or eight weeks after the tubers are harvested. Typically, the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound is applied before the end of the natural dormancy period of the harvested potato tubers, i.e., before the buds on the potato tubers have begun to sprout. Preferably the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB₅ 2,4 DP, and MCPA compound is applied as close to the end of the natural dormancy period as is practical. The duration of the natural dormancy period is known to those of skill in the art and varies between potato cultivars, and depends on such factors as the physiology and condition of the tubers at harvest, and the storage temperature. For example, depending on temperature and potato cultivar estimates (in days) of the natural dormancy period can fall between about 70-140 days at temperatures of 45 - 48 ⁰F, or for example, about 10 months at 28-54⁰F.

If potatoes are subject to reconditioning, the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound is typically applied at the beginning of the reconditioning period. Thus, in some embodiments of the invention, the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound is applied one, two, three, four or five weeks before potato tubers are processed or sold as fresh to make french fries or potato chips. In the practice of the methods of the invention, the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound may be applied to the potato tubers on more than one occasion (e.g., at least twice, for example six times or more) during the storage period. Typically, but not as a requirement, the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound is applied simultaneously, or substantially simultaneously, to numerous, harvested, potato tubers. Potatoes may be stored in bulk storage sheds designed to hold anywhere from, e.g., 5000 to 25000 tons. The sheds are designed to precisely control ventilation through the bulk pile (which may be about twenty five feet deep) along with temperature and relative humidity. Temperature is controlled by refrigeration and/or ventilation with outside air through cell decks which also raises the humidity. For example, the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound can be volatilized at high temperature and applied as a thermal fog into the storage ventilation system that circulates air through the potato pile, from bottom to top. The storage sheds are generally closed tight after fogging, and the air may be circulated internally through the pile for several hours after application of the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound. Again by way of example, the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound can also be atomized or vaporized with various types of nozzles (e.g., air assisted, ultra-sonic or pressurized aerosol cans) without the use of heat or humidification apparatus to include centrifugal or cell decks and introduced onto the surface of one or more tubers via, e,g, the ventilation system of a storage sheds, or transit containers via humidification-type apparatuses such as humidifiers, drums, evaporators, filter pads, centripetal devices, and air assistance sprayers and via aerosol cans (smoke generators). Drenches, dips, dusts and sprays can also be used to apply the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound, for example while the potatoes are on a conveyor belt. The at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound can also be impregnated on filters, or other inert materials, to facilitate slow release over time through the ventilation system of the storage sheds. The at least one MCPP₅ carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound can also be applied as an emulsifiable concentrate for spraying onto fresh market potatoes as they go through sorting and packing lines prior to bagging, for example in any form such as a microemulsion, etc.

In a preferred embodiment, potato tubers are contacted with an amount of atomized particles of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof effective to inhibit sprouting. Preferably, these particles are less than 10 microns in size, but can range up to 50, 75, 100, 150, 200, 250 microns and larger, and include all of, e.g., 45, 40, 35, 30, 25, 20, 15, 10, 8, 6, 4, 2, and 1 microns and less than 1 micron. Also preferably, these particles are droplets of liquid, and need not be neat sprout inhibitor (i.e., at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof), although this is preferred, even if the sprout inhibitor(s) have to be heated for such application. That is, diluents, processing aids, extenders, etc, (i.e., water, solvents, etc.) may be present in the atomized particles. Thus, the term "atomized particles of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA, salts thereof and esters thereof includes droplets of liquid comprising at least one of these sprout inhibitors and, optionally, a solvent, diluent, water, etc. Useful nozzles for producing such particles include Turbotak and SoniCore® atomizing nozzles, Sprayvector Air/Liquid Spray Nozzles including models 1713, 1713-1, 1703, 1703-1, 1707, 1707-1, 1700, HO727, FloMax and QuickMist air atomizing nozzles, etc. In addition the nozzles and techniques used in U.S. 4,226,179, incorporated herein by reference, may be used herein. The application of such atomized particles is particularly convenient, especially when the ventilation system of a storage shed is used to advantage. For example, the particles of sprout inhibitor can be introduced into the air in the ventilation system of the storage shed, for example a slant wall or Quonset hut storage shed, preferably in or into a plenum thereof, and circulated, preferably recirculated, through the potatoes. If desired, the air can be recirculated for any given time period before opening the system up to fresh air in order to ensure complete coverage of the potatoes, etc.

The amount of at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound that is applied to the potato tubers is preferably an amount effective to inhibit sprouting of the tubers. Sprouting inhibition can vary in the present invention from minimal, but some, inhibition to complete inhibition, including all variations there between.

In a preferred embodiment, stored potatoes are treated with an aerosol comprising at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound to provide an effective residue upon the potatoes to prevent or inhibit sprouting for a period of at least several weeks to several months depending upon the conditions of storage.

The amount of at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound that is effective to inhibit sprouting of the potato tubers depends on such factors as the composition comprising the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound (e.g., neat, diluted, aerosol, etc.) and the potato cultivar being treated. In some embodiments of the methods of the invention, the at least one MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA compound is applied to the potato tubers in an amount sufficient to provide a dosage of from any measurable amount such as .001 ppm to, e.g., 50, 100, 200, 500, 1000, etc. ppm.

The methods of the present invention are applicable to any potato cultivar including, but not limited to, Russet Burbank, Ranger Russet, Umatilla Russet, Shepody, Norkotah Russet, Yukon Gold, Norchip, Gem Russet, Atlantic, Chipeta, Snowden, and Dark Red Norland.

EXAMPLES

Example 1. The Research Potato Storage Facility Design

The storage system was designed to duplicate a large commercial storage facility in miniature. Drums containing 150-200 pounds of potatoes were sealed and housed in a building in which temperature was maintained throughout the testing period at 54 degrees F for the first summer trial with Norkotah potatoes and 46 degrees F. for the Russet Burbank potatoes in the second trial. During both trials the humidity was maintained at and 96%. Formed in each drum is an inlet in which untreated air (ventilation air) was introduced under a perforated floor to the drum. The ventilation air moves through the pile of potatoes and is exhausted from the top of the drum to the outside of the building.

This storage ventilation was shut down for a 24 hour duration during and directly after the treatment of the chemicals. Then it is maintained for the duration of the trial, with ventilation air forced through the drums at a rate of 0.5 cubic feet per minute on a three-hour on and a three-hour off schedule.

Surface Sprays onto tubers

In the spray application technique the formulations were mixed with water and sprayed on the newly harvested tubers at a rate of 5 and 10 parts per million (weight of the active to weight of the potatoes) mixed in a water carrier. The mixture was applied at 2.5 quart per ton of potatoes. The spray was applied via a hand held spray gun propelled with compressed air as the tubers were rotating in a cement mixer drum. This insured that all surface area is coated with the active ingredient.

The application system was thoroughly cleaned and decontaminated between each active ingredient.

All of the treatments in the reported test on Russet Norkotah used this technique with the exception of Untreated and CIPC A (CIPC 98A) that was thermal fogged.

Thermal Fogs

The Fogs were all applied with thermal foggers built to duplicate applications of commercial thermal fogging techniques. The custom thermal fogger's heat source was an electric hot plate set at 500 degrees F. This temperature is monitored throughout the application with a thermal couple that is inserted in a cavity just below the surface where the chemical is placed. A chamber was attached to the hot plate. A fan was mounted to the top of the chamber. The fogger was attached to the storage container with flexible tubing.

The fog was delivered to each drum through separate ports. Through the bottom port of the storage drum a perforated stinger was installed that runs the length of the drum. Flexible tubing delivered the fog air mixture from the fogger. The fog air mixture was returned to the thermal fogger through a second flexible tubing that was attached from the top of the storage drum to the bottom of the thermal fogger. The air fog mixture was re-circulated through the system for five minutes.

The thermal foggers were cleaned and decontaminated when switching between actives and after each use.

Cultivar Selection

Russet Norkotah potatoes were selected for the first trial for their short natural dormancy and aggressive sprouting.

Russet Burbank potatoes were selected for the second trial. The Russet Burbank is noted for its long term storability and is one of the most popular cultivars used for storage as it can be used as both a fresh pack potato and also has very desirable processing qualities.

Evaluation

The potatoes were monitored for sprout activity on a regular basis after treatment. When early sprout activity was observed the potatoes were first evaluated. Then at approximately 30 day intervals, 60 tubers were randomly selected from each treatment. Each tuber was rated for the length of the longest sprout on each tuber. The scale used for the rating system as is follows:

0 - Not Peeping = no sprout or swelling of eye tissue evident.

1 - Peeping = swelling of eye tissue up to a sprout length of 3 mm

2 - sprout length from 3mm to 1 cm.

3 - sprout length from 1 cm to 3 cm.

4 — sprout length from 3 cm to 5 cm.

5 - sprout length from 5 cm and longer

Results of each set of 60 tubers were recorded into 6 subsets of 10 tubers each (replicates). Each set is summarized as a percent. The data is also summarized into AVERAGE SPROUT LENGTH and PERCENT OK RE: FRESHPCK (Fresh pack).

The PERCENT OK RE: FRESHPCK is the percent of the tubers that are NOT PEEPING and PEEPING categories combined together.

The MCPP spray was a MCPP potassium salt providing 2.5 pounds active ingredient per gallon of inert ingredients (water/coformulants). The MCPP fog used MCPP technical grade acid 97.4 % The 2,4-D [(2,4- (dichlorophenoxy)-acetic acid] acid was technical grade acid 2.5 pound per gallon. The 2,4-D LV was a commercial 2,4-D Low Volatile Ester, 3.8 pounds per gallon, LOW VOL 4 ESTER WEED KILLER (Isooctyl (2-ethylhexyl) ester of 2,4-Dichlorphenoxyacetic acid. All rates were calculated in parts per million of Active Ingredient by weight to pounds of potatoes treated.

Results

Russet Norkotah,

Analysis times are approximate days after harvest (DAH)

% OK for Fresh Pack Dormant + sprout up to 3 mm

53 85

Treatment DAH DAH 107

DAH

2,4 DB 5 ppm Spray 81.7 3.3 0.0 2,4 DB 10 ppm Spray 91.7 11.7 0.0 MCPP 5 ppm Spray 98.3 53.3 1.7 MCPP 10 ppm Spray 100.0 71.7 25.0 Untreated Control 81.7 8.3 0.0 CIPC A 16.6 ppm Fog 100.0 86.7 86.7

Russet Burbank

Thermal Fogs and Liquid Sprays

% OK For Fresh Pack Dormant + sprout up to 3 mm Approximate days after harvest

Treatment 132 161 191 223 252 Untreated Control 98.3 11.7 0.0 0.0 0.0

MCPP 10 ppm Fog 100.0 15.0 0.0 0.0 0.0

MCPP 5 ppm Fog 93.3 3.3 0.0 0.0 0.0

MCPP 10 ppm Fog 100.0 83.3 28.3 10.0 0.0 CIPC 98A 11 ppm Fog

MCPP 5 ppm Fog 100.0 90.0 15.0 0.0 0.0 CIPC 98A 11 ppm Fog

CIPC 98A 11 ppm Fog 100.0 26.7 0.0 0.0 0.0

CIPC 98 A 16.6 ppm Fog 100.0 26.7 0.0 0.0 0.0

DIPN 11 ppm Fog 56.7 15 0 0 0

MCPP 5 ppm Fog 96.7 6.7 0 0 0

DIPN 11 ppm Fog

2,4 D Acid 5 ppm Fog 100.0 16.7 0.0 0.0 0.0

2,4 D Acid 5 ppm Fog 90.0 3.3 0.0 0.0 0.0

CIPC 98A 11 ppm Fog

MCPP 5 ppm Spray 100.0 95.0 73.3 38.3 6.7

MCPP 10 ppm Spray 100.0 100.0 90.0 65.0 20.0 MCPP 5 ppm Spray 100.0 100.0 100.0 90.0 75.0

CIPC 98A l l ppm Fog

MCPP 10 ppm Spray 100.0 100.0 93.3 93.3 91.7

CIPC 98A 11 ppm Fog

2,4 D LV 5 ppm Spray 96.7 30.0 8.3 0.0 0.0

Fog treatments are combined Spray treatments are sequential

Concentration Analysis as it relates to sprout inhibiting results.

In addition to the above it was demonstrated that MCPP appears to break down rapidly when exposed to heat. Much better results were obtained with the spray applications compared to the thermal fog applications of MCPP, believed to be due to the fact that we established a higher concentration on the tuber via spray.

For example, for spray and thermal fog application, amounts recovered on the whole potato approximately four months later were as follows:

MCPP 10 ppm applied via thermal fog = 0.038 ppm

MCPP 10 ppm applied via liquid spray = 6.3 ppm

Example 2. The Research Potato Storage Facility Design

The storage system was designed to duplicate a large commercial storage facility in miniature. Drums containing 150-200 pounds of potatoes were sealed and housed in a building in which temperature and humidity could be controlled. Formed in each drum is an inlet in which untreated air (ventilation air) was introduced under a perforated floor to the drum. The ventilation air moves through the pile of potatoes and is exhausted from the top of the drum to the outside of the building. This storage ventilation was shut down for a 24 hour duration during and directly after the treatment of the chemicals. Then it is maintained for the duration of the trial, with ventilation air forced through the drums at a rate of 0.5 cubic feet per minute on a three-hour on and a three-hour off schedule.

Surface Sprays

Thermal Fogs

The Fogs were all applied with thermal foggers built to duplicate applications of commercial thermal fogging techniques:

The custom thermal fogger's heat source was an electric hot plate set at 500 degrees F. This temperature is monitored throughout the application with a thermal couple that is inserted in a cavity just below the surface where the chemical is placed. A chamber was attached to the hot plate. A fan was mounted to the top of the chamber. The fogger was attached to the storage container with flexible tubing.

Evaluation

The potatoes were monitored for sprout activity on a regular basis after treatment. When early sprout activity was observed the potatoes were first evaluated. Then at approximately 30 day intervals, 60 tubers were randomly selected from each treatment.

Each tuber was rated for the length of the longest sprout on each tuber. The scale used for the rating system as is follows:

0 - Not Peeping = no sprout or swelling of eye tissue evident.

1 - Peeping = swelling of eye tissue up to a sprout length of 3 mm

2 - sprout length from 3mm to 1 cm.

3 - sprout length from 1 cm to 3 cm.

4 - sprout length from 3 cm to 5 cm.

5 — sprout length from 5 cm and longer

Results of each set of 60 tubers were recorded into 6 subsets of 10 tubers each (replicates). The data is summarized into PERCENT OK RE: FRESHPCK (Fresh pack).

The PERCENT OK RE: FRESHPCK is the percent of the tubers that are NOT PEEPING and PEEPING categories combined together (i.e., the addition of the percentage of potatoes rated that are in the "0"- Not peeping = (no sprout or swelling of the eye tissue evident) plus "1" Peeping = (swelling of the eye tissue up to a sprout length of 3 mm.). Results

Analysis times are approximate days after harvest (DAH)

Russet Norkotah

% OK For Fresh Pack Dormant + sprout up to 3 mm Approximate Days After Harvest (DAH)

53 85 107

Treatment DAH DAH DAH 2,4 DB 5 ppm Spray 81.7 3.3 0.0

2,4 DB 10 ppm Spray 91.7 11.7 0.0

PAC 5 ppm Spray 93.3 13.3 1.7

PAC 10 ppm Spray 86.7 13.3 0.0

MEF 5 ppm Spray 81.7 11.7 0.0

MEF 10 ppm Spray 93.3 13.3 0.0

PRO 5 ppm Spray 100.0 90.0 18.3

PRO 10 ppm Spray 100.0 80.0 28.3

ETH 5 ppm Spray 68.3 11.7 0.0

ETH 10 ppm Spray 93.3 33.3 3.3

Untreated Control 81.7 8.3 0.0

CIPC A 16.6 ppm Fog 100.0 86.7 86.7

2,4 DB = Dimethyl Amine of 4-(2,4-Dichloropenoxy) butyric acid

PAC = Paclobutrazol

MEF = Mefluidide

PRO = Pronamide

ETH = Ethofumesate Russet Burbank

% OK For Fresh Pack

Approximate Days After Harvest (DAH)

132 161 191 223 252 283

Treatment DAH DAH DAH DAH DAH DAH Untreated Control 98.3 11.7 0.0 0.0 0.0 0.0

CIPC 98A 11 ppm Fog 100.0 26.7 0.0 0.0 0.0 0.0 CIPC 98A 16.6 ppm Fog 100.0 26.7 0.0 0.0 0.0 0.0 Car 5 ppm Spray 93.3 8.3 0.0 0.0 0.0 0.0

Car 5 ppm Spray 100.0 98.3 75.0 48.3 30.0 3.3 CIPC 98A 11 ppm Fog

PRO 5 ppm Spray 100.0 83.3 71.7 61.7 60.0 50.0

PRO 5 ppm Spray 100.0 83.3 91.7 58.3 63.3 70.0 CIPC 98A 11 ppm Fog

2,4 D LV 5 ppm Spray 96.7 30.0 8.3 0.0 0.0 0.0

Car = Carbetamide 70% WDG Ethyl-2-(((phenylamino)carbonyl)oxy)promanamide

2,4 D LV = Low VoI 4 Ester weed Killer lsoocotyl (2-ethylhexy!) ester of 2,4-dichlorophenoxyacetic acid

COLD FOG

MCPA and MCPP were applied to Russet Norkotah via a SoniCore® atomizing nozzle (MCPA ) and by spray application (MCPA and MCPP). The application rate varied from 2.5-10 ppm. The results showed MCPP spray to show the best PERCENT OK RE: FRESHPCK (98.3) 176 DAH.

FURTHER TESTS

LSD (P=.O5) Standard Deviation CV Bartlett's X2 P(Bartlett's X2)

AC 082404 is MCPP acid in methanol or other co-solvent (blend of methanol and methyl ester solvents)

A preferred combination herein is lOppm MCPP acid in combination with 1 lppm CIPC, both amounts being A.I. (active ingredient).

Techniques preferred herein include:

a foliar spray on live vines prior to harvest;

liquid spray directly after harvest as potatoes are being loaded into the storage; dry dust application after harvest as potatoes are being loaded into storage;

thermal fog to the potatoes in storage;

aerosol mist applied to potatoes in storage; and

liquid spray on potatoes prior to packing and shipping of the potatoes.

The above written description of the invention provides a manner and process of making and using it such that any person skilled in this art is enabled to make and use the same, this enablement being provided in particular for the subject matter of the appended claims, which make up a part of the original description and including: a method for inhibiting sprouting of potato tubers, comprising contacting a potato tuber with at least one compound selected from MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, MCPA and mixtures thereof, salts and esters thereof; a potato tuber comprising, on at least a part of a surface thereof, at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts and esters thereof; and an apparatus arranged to contact a potato tuber with a sprout inhibitor, said apparatus comprising therein at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts and esters thereof. Preferably the apparatus further comprises at leas one tuber.

Further preferred embodiments of the invention include the following:

1. A method for inhibiting sprouting of potato tubers, comprising contacting a potato tuber with an amount of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, effective to inhibit sprouting.

2. The method of preferred embodiment 1, wherein the amount of the at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA contacted to said potato tuber is an amount effective to inhibit sprouting in an amount greater than 3% at 50 days after harvest.

3. The method of preferred embodiment 1, comprising contacting a potato tuber with an amount of carbetamide or salt thereof effective to inhibit sprouting.

4. The method of preferred embodiment 1, comprising contacting a potato tuber with an amount of pronamide or salt thereof effective to inhibit sprouting.

5. The method of preferred embodiment 1, comprising contacting a potato tuber with an amount of ethofumesate effective to inhibit sprouting.

ό.The method of preferred embodiment 1, comprising contacting a potato tuber with an amount of mefluidide or salt thereof effective to inhibit sprouting.

7. The method of preferred embodiment 1, comprising contacting a potato tuber with an amount of paclobutrazol or salt thereof effective to inhibit sprouting.

8. The method of preferred embodiment 1, comprising contacting a potato tuber with an amount of 2,4 DB or C₁-C₁₀ ester thereof effective to inhibit sprouting.

9. The method of preferred embodiment 1, comprising contacting a potato tuber with an amount of 2,4 DP or C₁-C₁₀ ester thereof effective to inhibit sprouting.

10. The method of preferred embodiment 1 wherein the potato tuber is from a cultivar selected from the group consisting of Russet Burbank, Ranger Russet, Umatilla Russet, Shepody, Norkotah Russet, Yukon Gold, Norchip, Gem Russet, Atlantic, Chipeta, Snowden, and Dark Red Norland.

11. The method of preferred embodiment 1, wherein the potato tuber is contacted with the at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA during a time period extending from harvest of the tuber to one week prior to utilization by a processor or a consumer. 12. The method of preferred embodiment 11, wherein the potato tuber is contacted with the at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA within one month after harvest.

13. The method of preferred embodiment 11, wherein the potato tuber is contacted with the at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA within two months after harvest.

14. The method of preferred embodimentl, further comprising contacting said potato tuber with at least one non-carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, or 2,4 DP sprout inhibitor.

15. The method of preferred embodiment 1, further comprising contacting said potato tuber with CIPC.

16. The method of preferred embodiment l,wherein said at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, or 2,4 DP is in the form of a thermal fog.

17. The method of preferred embodiment 1, comprising contacting a potato tuber with an amount of MCPA effective to inhibit sprouting.

18. The method of preferred embodiment 1, wherein said at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA is in the form of a liquid composition.

19. A potato tuber comprising, on at least a part of a surface thereof, at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA.

20. An apparatus arranged to contact a potato tuber with a sprout inhibitor, said apparatus comprising therein at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA. Also preferred are the following embodiments concerning MCPP:

1. A method for inhibiting sprouting of potato tubers, comprising contacting a potato tuber with an amount of at least one MCPP compound effective to inhibit sprouting.

2. The method of preferred embodiment 1, wherein the amount of the at least one MCPP compound contacted to said potato tuber is an amount effective to inhibit sprouting in an amount greater than 3% at 50 days after harvest.

3. The method of preferred embodiment 1, wherein the at least one MCPP compound comprises at least one MCPP compound of the following formula:

salts thereof, and the C₁-C₂₄ esters thereof.

4. The method of preferred embodiment 2, wherein the at least one MCPP compound comprises at least one MCPP compound of the following formula:

salts thereof, and the C₁-C₂₄ esters thereof.

5. The method of preferred embodiment 1 wherein the at least one MCPP compound comprises (i?)-2-(4-Chloro-2-methylphenoxy)propionic acid, the potassium salt thereof, or a mixture thereof. 6. The method of preferred embodiment 1 wherein the at least one MCPP compound comprises (5)-2-(4-Chloro-2-methylphenoxy)propionic acid, the potassium salt thereof, or a mixture thereof.

7. The method of preferred embodiment 2 wherein the at least one MCPP compound comprises (i-)-2-(4-Chloro-2-methylphenoxy)propionic acid, the potassium salt thereof, or a mixture thereof.

8. The method of preferred embodiment 2 wherein the at least one MCPP compound comprises (5)-2-(4-Chloro-2-methylphenoxy)propionic acid, the potassium salt thereof, or a mixture thereof.

9. The method of preferred embodiment 1 wherein the amount of the at least one MCPP compound is sufficient to provide a dosage of less than 1 mg per / 1 kg (parts per million) potato tubers.

11. The method of preferred embodiment 1, wherein the potato tuber is contacted with the at least one MCPP compound during a time period extending from harvest of the tuber to one week prior to utilization by a processor or a consumer.

12. The method of preferred embodiment 11, wherein the potato tuber is contacted with the at least one MCPP compound within one month after harvest.

13. The method of preferred embodiment 11, wherein the potato tuber is contacted with the at least one MCPP compound within two months after harvest.

14. The method of preferred embodiment 1, further comprising contacting said potato tuber with at least one non-MCPP compound sprout inhibitor. 15. The method of preferred embodiment 14, wherein said at least one non-MCPP compound sprout inhibitor comprises CIPC.

16. The method of preferred embodiment 1, wherein said at least one MCPP compound is in the form of a thermal fog.

17. The method of preferred embodiment 1, wherein said at least one MCPP compound is in the form of an aerosol.

18. The method of preferred embodiment 1, wherein said at least one MCPP compound is in the form of a liquid composition.

19. A potato tuber comprising, on at least a part of a surface thereof, at least one MCPP compound.

20. An apparatus arranged to contact a potato tuber with a sprout inhibitor, said apparatus comprising therein at least one MCPP compound.

Also preferred are the following embodiments:

1. A method for inhibiting sprouting of a potato tuber, comprising contacting a potato tuber with an amount of atomized particles of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB₅ 2,4 DP, and MCPA, salts thereof and esters thereof, effective to inhibit sprouting.

2. The method of embodiment 1, wherein the atomized particles of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, originate from a air assisted nozzle, an ultra-sonic nozzle, or a pressurized aerosol can.

3. The method of embodiment 1, wherein the atomized particles of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, are introduced into the ventilation system of a storage shed in which the potato tubers are stored.

4. The method of embodiment 3, wherein the atomized particles of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, are introduced into a central plenum of the ventilation system of a storage shed in which the potato tubers are stored, and wherein air is recirculated through the stored potatoes.

5. The method of Embodiment 3, wherein the shed is a slant wall storage shed or a Quonset hut storage shed.

6. The method of Embodiment 4, wherein the shed is a slant wall storage shed or a Quonset hut storage shed.

7. The method of embodiment 1, wherein the atomized particles of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, have a particle size of less than 10 microns.

8. The method of Embodiment 1, comprising contacting a potato tuber with an amount of atomized particles of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, and of at least one other sprout inhibitor, effective to inhibit sprouting.

9. The method according to Embodiment 8, comprising contacting a potato tuber with an amount of atomized particles of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, and of CIPC, effective to inhibit sprouting.

10. The method according to Embodiment 8, comprising contacting a potato tuber with an amount of atomized particles of MCPP and CPC effective to inhibit sprouting. 11. A potato tuber comprising, on at least a part of a surface thereof, atomized particles of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA, salts thereof and esters thereof.

12. The potato tuber according to Embodiment 11, comprising, on at least a part of a surface thereof, atomized particles of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA, salts thereof and esters thereof, and of at least one other sprout inhibitor.

13. The potato tuber according to Embodiment 11, comprising, on at least a part of a surface thereof, atomized particles of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA, salts thereof and esters thereof, and of CIPC.

14. The potato tuber according to Embodiment 11, comprising, on at least a part of a surface thereof, atomized particles of MCPP and CIPC.

15. An apparatus arranged to contact a potato tuber with a sprout inhibitor, said apparatus having at least one atomizer and comprising therein at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA, and salts thereof and esters thereof.

16. The apparatus according to Embodiment 15, said apparatus having at least one atomizer and comprising therein at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA, and salts thereof and esters thereof, and at least one other sprout inhibitor.

17. The apparatus according to Embodiment 15, said apparatus having at least one atomizer and comprising therein at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA, and salts thereof and esters thereof, and CIPC. 18. The apparatus according to Embodiment 15, said apparatus having at least one atomizer and comprising therein MCPP and CIPC.

19. A storage shed comprising potato tubers, at least one atomizer, and at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA₃ and salts thereof and esters thereof.

20. The storage shed according to Embodiment 19, comprising potato tubers, at least one atomizer, at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP and MCPA, and salts thereof and esters thereof, and at least one other sprout inhibitor.

As used above, the phrases "selected from the group consisting of," "chosen from," and the like include mixtures of the specified materials.

All references, patents, applications, tests, standards, documents, publications, brochures, texts, articles, etc. mentioned herein are incorporated herein by reference. Where a numerical limit or range is stated, the endpoints are included. Also, all values and subranges within a numerical limit or range are specifically included as if explicitly written out. Terms such as "contain(s)" and the like as used herein are open terms meaning 'including at least' unless otherwise specifically noted.

The above description is presented to enable a person skilled in the art to make and use the invention, and is provided in the context of a particular application and its requirements. Various modifications to the preferred embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments and applications without departing from the spirit and scope of the invention. Thus, this invention is not intended to be limited to the embodiments shown, but is to be accorded the widest scope consistent with the principles and features disclosed herein. In all embodiments herein more than one of the identified active ingredients, including their salts and esters, may be used in combination.

Claims

CLAIMSWhat is claimed is:

1. A method for inhibiting sprouting of a potato tuber, comprising contacting a potato tuber with an amount of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, effective to inhibit sprouting.

2. The method of Claim 1, wherein the amount of the at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, contacted to said potato tuber is an amount effective to inhibit sprouting in an amount greater than 3% at 50 days after harvest.

3. The method of Claim 1, comprising contacting a potato tuber with an amount of carbetamide or salt thereof effective to inhibit sprouting.

4. The method of Claim 1 , comprising contacting a potato tuber with an amount of pronamide or salt thereof effective to inhibit sprouting.

5. The method of Claim 1, comprising contacting a potato tuber with an amount of ethofumesate effective to inhibit sprouting.

6.The method of Claim 1, comprising contacting a potato tuber with an amount of mefluidide or salt thereof effective to inhibit sprouting.

7. The method of Claim 1, comprising contacting a potato tuber with an amount of paclobutrazol or salt thereof effective to inhibit sprouting.

8. The method of Claim 1, comprising contacting a potato tuber with an amount of 2,4 DB or C₁-C₁₀ ester thereof effective to inhibit sprouting.

9. The method of Claim 1, comprising contacting a potato tuber with an amount of 2,4 DP or C₁-C_1O ester thereof effective to inhibit sprouting.

10. The method of Claim 1 , comprising contacting a potato tuber with an amount of MCPP or salt or ester thereof effective to inhibit sprouting.

11. The method of Claim 1 , comprising contacting a potato tuber with an amount of MCPA or salt or ester thereof effective to inhibit sprouting.

12. The method of preferred embodiment 1 wherein the potato tuber is from a cultivar selected from the group consisting of Russet Burbank, Ranger Russet, Umatilla Russet, Shepody, Norkotah Russet, Yukon Gold, Norchip, Gem Russet, Atlantic, Chipeta, Snowden, and Dark Red Norland.

13. The method of Claim 1, wherein the potato tuber is contacted with the at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, within one month after harvest.

14. The method of Claim 1, wherein the potato tuber is contacted with the at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, within two months after harvest.

15. The method of preferred embodimentl, further comprising contacting said potato tuber with at least one non- MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP or MCPA, salts thereof and esters thereof, sprout inhibitor.

16. The method according to Claim 1, comprising contacting a potato tuber with an amount of atomized particles of at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, effective to inhibit sprouting.

17. The method of preferred embodiment l,wherein said at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, is in the form of a thermal fog.

18. The method of preferred embodiment 1, wherein said at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, is in the form of a liquid composition.

19. A potato tuber comprising, on at least a part of a surface thereof, at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof.

20. An apparatus arranged to contact a potato tuber with a sprout inhibitor, said apparatus comprising therein at least one of MCPP, carbetamide, pronamide, ethofumesate, mefluidide, paclobutrazol, 2,4 DB, 2,4 DP, and MCPA, salts thereof and esters thereof, and at least one potato tuber.