CA1266990A - Plant growth regulating composition - Google Patents

Abstract

A b s t r a c t The invention relates to a plant growth regulating and crop-ripening accelerating composition containing 0.2 to 95 % by mass of 3-isononyloxypropyl-ammonium methyl phosphonate as active ingredient and a solid or liquid filler or carrier and optionally other additives, preferably a surface active agent and/or an adhesion promoting agent in an amount supplementing up to 100 % by mass.

Description

T~e invention relates to a plant growth regulating and crop-ripening accelerating composition containing 0.2 to 95% by mass of 3-isononyloxypropyl-ammonium methyl phosphonate and a solid or liquid filler or carrier and optionally ot~er additives, preferably a surfactant and/or an adhesion promoting agent in an amount supplementing up to 100% by mass.
The preparation of 3-isononyloxypropyl-ammonium methyl phosphonate as well as its use as the active ingredient of a fungicide composition are reported in the ~ungarian patent specification No. 18~,319; however, the p:Lant growth regu:lating effect of the above-mentioned active agent is not :L0 described Ln this speciflcation.
It has been found that 3-isononyloxypro~yl-ammonium methyl phosphonate, when applied ln an appropr:Late dose, can be used for regulatLng the root development, growth, the development of the Eoliage surface as well as the crop-bLndlng, flower-binding and crop-ripening oE Eield-cultivated plants, e.g. wheat, maLze, sugar beet, sunElower as wel:L as oE hortLcultural plants, e.g. papr:Lka, tomato, radLs'h, potato, Eurthermore of Eruit-trses, e.g. apple and oE b~rry plants such Is currlnt nncl vLne.
'rhe present LnvelltLoll provlcleo n pLnn~ growttl regu:latLng cornposltlorl contalnLng 0.2 ~o 95% by weLght oE 3-Lsl-nonyLoxypropy:L-llntllon:lulll 20 mettlyl p'ho~ptlonate ancl a fluLtah'Lo ~oLIcl or Ll~luLcl eLlLer, clL:Llwtlt or c~lrrLer.
Ln ano~:tlsr nspc!ct the :LnverltLon provLdcE~ n procesY Eor regu:Lltlrlg ~he growth oE pLnnts whLctl comprl.f~cfl trelclnfJ the seedfi, vegt.:tatlveA propag,lt:lng pLatlt f)tructuref) or e:Lowers, or the soll. Ln whlctl the p:lclntcs are grown, wLth 1 composLtLorl con~aLrll.n~ 0.2 to 95% by weLght oE 3-lsonony:Loxypropyl-ammon:LumItletlly'L phOSpllOll1te and 1 sultabLe sollcl or llqulcl E:L'ller, cllluent or carrier.
For regulatlng the p:lant growth or Eor accelerating the crop-ripenlng, the composltion of the invention may be

- 2 - 23305-1030 used in a 1 to 2000 ppm concentration oE -the active ingredient.
The dose used depends on the plant to be treatecd, on -the aîm of the treatment, t~e phenologic phase of the plant, on the form of t~e composition.
According].y, the invention also relates to a treating process for regulating the plant growth and for the promo-tion of the flower- and crop-binding ancl crop-ripening, which comprises treating the seeds, pl.ant initiatives and fl.owers with an amoun-t o~ 1 to 2000 ppm of the act:ive ingredi.ent, or treating the soil of the plaints with an amount oE 0.001 to 5.0 g/m2 of -the active ingredient before sowing, or with an amount of 1 to 2000 ppm of the active ingred;ent by spri.nkling after planting or after layering by using a composition containing 3-isononyloxypropyl-ammonium methyl phosphonate as active ingred:ient in an amount of 0.2 to 95% 'by ma~s and a sol;.d or liquid :Eiller or carrier and optionally other add.itives, pre:Eerably a surfactant and/or an adhesion promoting agen-t i.n an amounl: supplement-ing up to 100~ by mass .
Before the practi.ca'l. app:L1cation, t'he active i.ngredient of the i.nvention is ormul.ated to a composition 'by using æo:Lid or :L:i.c3uicl carriers ainc1 o~t-ion~ ly other acldit:ives~ sui.taibLy sur:Eace active and ad'hes:ion promot:ing agent.~.
Sui.taibl~ cclr.riers .inc.Lude organ:ic or mine:ral., natura]. or synthet:ic substclnces promoting t'he absorption or absorpt:ion of t'he act:ive ingreclient /e.g. water, methanol, g].ycero:l, waxes, resins, talc etc./.
Suitah:le surface active agents include ionic and/or

- 3 - 23305-1030 nonionic emulsifying and dispersing or wetting agen-ts, preferably a]kylaryl polyglycol e-thers and fatty acid polyglycol esters;
suitable adhesion promotlng agents are e.g. polyvinylpyrrolidone, polyethylene glycol and carboxymethylcellulose.
The compositions of the invention can be formulated as water-solub]e concentrates /WSC/, wettable powders /WP/, dusts, emulsifiable concentrates /EC/ or granulates /G/.
Fur-ther detalls of the invention are illustrated by -the following non-limi-ting Examples, wherein BF-51 means 3-isononyloxy-propyl-ammonium methyl phosphonate.
Exam~le ]
A solution is prepared from the following components-Emu]~ogen*N090/alkylaryl polyylycol ether/ 0.5 Methanol 94.5 Example 2 ~ solution is prepared e rom t'he following components:

%
BE'-51 2 Arkopal*N080 /nonylp'henol ~pol.yyLycoL et'her/ 0,5l Glycero:l. 97.~5 *Trade Marlc ~6@6~
~ ~ - 23305-1030 Example 3 A solution i5 prepared from the following components:

BF-51 go Arkopal N150/nonylphenol polyglycol ether/ 5 Dimethyl sulphoxide 5 Example 4 A mixture containing 10 g of BF-51 and 100 ml of methanol is homogenized with 90 g of talc. After evapora-ting the methanol under reduced pressure, a dust composition is obtained with an adhesi.on of 0.05 to 0.01 g/cm2.
Example 5 A mixture containing 10 g oE BE'-51, 10 g of polyethylene glycol, 0.1 g of Emulsogen N090 /alkylaryl polyglycol ether/ and 100 ml o:E methanol ls homogenized wi-th 79.9 g of talc. After evaporating the me-thanol under reduced pressure, a wettab].e powder contain;.ng 10% of active ingredient is obtained, t'he adh~si.on of which amounts to 0.07 to 0.01. g/cm?-.
?0 Examp:le 6 J
A m:ixture containing 1.0 g of E3E~1-5L, 5 g Oe polyv:inyl-pyrro:l:idone, 0.2 g of Arkopal N080 /nonylpheno:l polyglycol ether and 100 y Oe methano:l. i.9 homogen:ize~ w.it'h 84.8 cJ o.~ t~'lc. ~fter evclporat::ing t'he methano'l under :re(l~lce(l pressure, ~2~

a wet-table powder containing 10% of active ingredient is ob-tained, the adheslon o-E which arnounts to 0.01 to 0.002 g/cm2.
Example 7 lO0 g of pearl guhr are intensively stirred with lO0 g of BF-51, after s-tanding for 2 to 3 hours the mixture is filtered and the product is dried at 40C for l to 2 hours.
Example 8 lO0 g of pearl guhr, lO0 g of BF-51 and 25 g of Sipemat 50 /a synthetic silicate/ are thoroughly mixed then the method described in Example 7 is fol:Lowed.
Examp]e 9 Potato seedlings, as taken Ollt from a po-tato tuber by using a plug-borer, were dipped in solutions containing various concentrations oE the substances under test Eor lO minutes and then sown in cu]ture bottles.
3~'Lndolylacetic acid /IAA/ and gi'bberellic acid /GA/
were used as reEerence substances. The root mass, shoot mass and tuber shoot mass were weighecl. The results are summari~ed in Tab.l.e :C.

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Example 10 Paprika seeds /"ram-horn" species/ were soaked for 10 minutes in solutions containing various concentrations of the substances under test. After drying the surface, the seeds were sown in culture bot-tles. Af-ter 2 months the percentage of the germination and the average length were evaluated. The results are summarized in Table II.

TABLE II

Treatment Germination % Average plant length mm 19/0420/0~ 24/04 24/04 _ _ .
Control 8 30 38 8.26 BF-51 1 ppm18 38 60 22.40 BE~'-51 10 ppm 38 56 76 26.66 BF-51 100 ppm26 42 60 24.77 BF'-51 250 ppm 26 50 70 26.97 IAA1 ppm 14 28 62 14.51 IAA10 ppm .L8 24 60 22.47 I~A:l.OO ppm 8 :L6 48 L7.88 GA1 ppm J.O l4 52 13.69 GA.lO ppm 10 .L6 ~6 16.48 GA100 ppm 12 :1.2 42 l6.38 Example 11 Beet seeds /"Kamennaja" species/ were soaked ~or 10 minutes in solutions containing various concentrations oF the 9~
- 8 ~ 23305-1030 subs-tances under test. After drying -the surface, the seeds were sown in culture bottles and aiter 2 months the percentage of the germination was eva].uated. I'he results are summarized in Tahle III.

TABLE III

Treatment Germinatlon % Average green weight g/pc Control 27 3.25 BF-5:L500 ppm 73 4.68 BF-51250 ppm 60 5.27 BF-51100 ppm 60 4.44 BF-5110 ppm 53 6.87 BF-511 ppm 40 9.67 IAA100 ppm 80 4.76 10 pprn 76 3.91 l ppm 73 4 05 GA100 ppm 66 4.50 1 ppm 73 3-37 IAA means 3-:indo:Ly'Lacet:Lc ac:ic'l GA means g:i'bbereJ.:Lic ac-i.cl ExamE~2, Pol.ato sowl.ng~seed~ were dres~ecl by using solutions con-taining various concentrations of the BF-51 90 WSC composition clescribed in Example 3. Eight days after dre~sing, the tubers ,,: .

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we~e planted. The untreated control tubers were sown simul-ta-neously with the treated ones or by one week earlier. The amount of the crop was evaluated. The results are summarized in Table IV.

TABLE IV

Treatment Dose Crop amount of the early po-tato litre/ton kg/20 stems Total I II III IV

BF-51 90 WSC 0.5 4.B 4.5 2.8 2.9 15 BF-51 90 WSC 0.25 6.2 5.5 5.9 5.9 23.5 BF-51 90 WSC 0.1 5 6.5 5.75 5.6 22.65 BF-51 90 WSC 0.025 5.75 5.8 4.9 5.2 21.65 Untreated control - 4.0 5.0 6.3 4.9 20.2 Early sown untreated control - 3.6 5.1 6.7 4.9 20.3 Based on the results it can be stated that the tubers treated with BE-51 may be ~own by one week later wit'hout causiny any retardatl.on in the development Oe the plants /sown later/.
'rhL3 Ls particul.ar:Ly Lmportant eor area~, where the earLy sowing may be ri~ked by an unaclvantageou~, cool spring weather.
Exampl.e 13 Ten vine-s'hoots wit'h 5 buds eac'h Eor each t;reatment were soaked :Ln a 10, lO0 and 500 ppm, respectively containing solution ~266g90 of sF-5l 90 WSC for 24 hours, then the shoo-ts were cultivated under greenhouse condi~ion~ in plastic vessels, in a humus- and sand con-taining soil medium.
After a cultivation lasting 3 months, the length of sprouts developing on the vine-slips, then after cutting-off from the vine-s-talks the weight of the sprout and roots were determined in each plant. The data were averaged for each treatment and the development of the sprout and root was compared -to the control. The results are sumTnarized in Table V.

],o TABLE V

Average on one plant Treatment Dose Sprout length Sprout weight Root weight ppm cm % g % g 1/BF-51 90 WSC 1024 133.310.2 182.1 9.0 166.6 2/BF-51 9O WSC lOO 19105.5 7.0:L25.0 8.5 157.4 3/BE'-5l 90 WSC 500 1688.8 4.580.3 6.5 120.3

4/Control - 'l8lOO.O 5.6lOO.0 5.4 100.0 ___________. _______________ Thc ~p;rout cleve'l.opment o~ vine-~tcl]lc Wra~ promotecl by :LO
and I.O0 ppm concentratlon oE BE'-51. 90 WS('. The root c'leve:Lopm~nt oE
t'h~ slLp~ Wa~ promo~cl b,y 1.0, L00 or 500 ppm conc~ntrati.on of BF-5L
90 WSC'.

Perlites soaked wit'h the ~ame quantity o~ Elvaglancl ~2~
~ 23305-1030 nutriment solution were placed in 4 plas-tic culture bottles each with an openlng surface of 214 cm2. Various doses of BE-51 50 G
prepared according to Example 7 were evenly spread onto the perli-te surface, whereupon 10 wheat grains were sown in each bottle.
After beginning of the sprouting, the rhythm of the sprouting in each treatment was continuously evaluated un-til the sprouting percentage of the untreated control reached 90% /Table VI/. Further on, the percentage of germination, the shoot length, green weight and root weight were evaluated in the 4-leaf phase oE
the control plants /Table VII/.

TABLE V:[
__ _ Dose Rhythm of sprouting_~
Treatment g/bottle 2 days 3 days 4 days Contro:L - 68.75 86.25 90 BF-51 50 G 0.005 ~0 90 9:L.25 BF-Sl 50 G O.OL ~5 95 96.25 ~,~

TABLE VII

-Treatment Dose Germination ~ Shoot length Green weight Root weight abs. as ~ of grain as % of g as % of g as ~ of control con-trol control control -Control - 90 100 18.46 100 0.41 100 0.71 100 BF-51 50 G 0.005 91 101 23.68 128 0.70 170 0.9 127 BF-51 50 G 0.01 92 102 22.72 123 0.88 141 0.85 119 It is obvi.ous :Erom the results that:
a/ the sprouting rhythm of -the plants became more intense under the effect of the treatment; and b/ both the plant height and green weight of the plants were significantly increased as compared to the control.
Example 15 Ma:ize sown ln culture bottles /5 plants/bottle/ were post-emergently sprayed wiith a solution contaiining BF-51 or gibberellic acld or 3-lndo'Ly:Lacetlc aci-l, respect:lvely ln 250 or 500 ppm con-centratlon, respect:ively. In the 4~ l.eaE perlod oE the untreated control plants, the 'Lengt'h, green weig'ht and root we:ig'ht oE t'he p:l.ants were meclsured /Tab:Le V~ / as well as the c'h:Lorophy:l.l content was cletermlned Erom the apex oE the seconcl :LeaE oE eac'h plant /Ta'ble :r.x/ .

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It is obvious -from -the results, that the development of the plants was significantly promoted by all the three actlve substances in comparison -to the untreated controls.
The plant height/green weight ratio, however, refers to a more preferred effect of BF-51 as compared to that of the reference subs-tances. Thus, i-t turns out that the habit of the mai.ze was not unadvantageously influenced by BF-51, whi.le dispro-portion~tely lanky plants wlth an unadvantageous habit developed under the effect of g;.bberellic acid. It is shown by the re~ults of the chlorophy:Ll determinations that the effect of BF-Sl was the most preferable on -the amount of chlorophyll formed both in one g of the green plant as well as in the whole green plant, respect.ively.
Ex_~ele 16 The root zone of tom,~to seedlings was sprinkled with 0.1 'Litre of a BF-51 90 WSC solution of 250 ppm concentra-tion as ca'Lculated for each individual. T'he development was evaluated a:Eter 6 weeks. T'he resu.Lts a:re summa:rized in rrab:Le X.

TABT.,Fi, X
_ _ __ __ ____ _______ __ __ _ Treat- Dose Germi- Average p:l.ant No. of ~icle No. o.E Remarks ment ppm nati.on 'he:lcJht shoot~ ~E:Lower-cm/~lant ~ pc/p:l.ant ~i buds pc/-p:l.ant BEi'-Sl 90 WSC 250:L00.0 59.6 124.110.6 165.6 25.2 143.1 dark yreen ___ _ Control - 100.0 48.0 100.06.4 100.0 17.6 100.0 light green ~_ -,, , , . ,:

- 16 - 23305-~.030 On the effect of the trea-tment the shoot growth is increased, the number of side shoo-ts and Elower-buds become higher.
Example 17 "Jonathon" apple-trees were sprayed in every 7th to 8th day, on -the whole 8 times with BF-51 90 WSC solution of 2000 ppm concentration /4 repetitions/.
The r-ipening processes of the trea-ted apple were studied by respiration measurements /Table XI/ and by examination oE the hardness of the fruit-flesh /Tab]e XII/. Simultaneously, the storability /keeping quality/ of the treated apple was also studied /Table XII:[/.

TABLE XI

Time point of the measurementsBF-51 90 ~'SC Control 05/09/198~ 9.5 ~ 9 12/09/l9~ 9.3 8.6 .9/09/198~ ~,9 8.5 27/09/1984 ~.6 7.8 03/].0/:L9~ ~.5 7.7 :L0/10/L984 7.9 7.0 ].7/10/1~4 l.5 6.5 24/:L0/.l.98~ 6.9 6.1 31/10/198~ 6.6 5.8 0~/ll/198~ 6.1 5.

:. ' continuation of Table XI

Time point of the measurementsBF-51 90 WSC Control .
14/11/1984 6.0 5.1 21/11/1984 5.8 4.9 28/11/1984 5.7 ~.8 04/12/1984 5.6 4.6 11/12/1984 5.5 4.4 TABLE XII

Time point of the measurementsBE'-51 90 ESC Control 24/~.0/lg84 793 1012 31/10/1984 842 g88 04/1~/1984 g51 1210 - 18 ~ 23305-1030 ~ote: T~e da~a are given as mg/kg/day of carbon dioxide TABLE XII'[
Storability of the apple /Ujfehérto,1984/

Treatments The stored apple is Intact with shell with browneci with de- total spotsElesh teriorat-ing defects -WSC pc 550 3~ - 4 588 % 94.5 4.8 - ` 0.7 100.0 Control pc ~21 54 28 16 519 % 81.1 L0.4 5.~ 3.], 100.0 Beginning of the storage: 15/:L0/198 Encl of the storage: 03/04/1985 It :i.s obvious from the resu.'Lts of t'he measurements that khe ripening processe~ o.E t'he app:l.e treated w:Lt'h BF-51 are retarded, whereby ,it becottles po~sib:Le that a later qat'herec,l app:l.e gets .3tored :in the optLmum cond:it:Lon o~ maturLty ~nd storage w'hich is a prf3re~u:i.,s:ite eor t'he good ~I:orab,L'l,ity /keepincJ clua:Lity/.
'L0 :It is :In~:icatecl by t'he d~ta o e 'rab.Le 'X`ll t~at the ~pp:l.e kxeaked w:it'h nC'-5:L cnn advatltageous:L~ 'be~ t3Lo~ecl :in spike oE t'he lake gat'hering ~nd 'Late ~torage.

Claims (5)

THE EMBODIMENTS OF THE INVENTION IN WHICH AN EXCLUSIVE
PROPERTY OR PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:

1. A plant growth regulating composition containing 0.2 to 95% by weight of 3-isononyloxypropyl-ammonium methyl phosphonate and a suitable solid or liquid filler, diluent or carrier.

2. A composition according to claim 1 which contains a surface active agent.

3. A composition according to claim 2 which contains an adhesion promoting agent.

4. A process for regulating the growth of plants which comprises treating the seeds, vegetative propagating plant structures or flowers, or the soil in which the plants are grown, with a composition as claimed in claim 1, wherein the composition is applied to the seeds, vegetative propagating plant structures or flowers in a concentration of active ingredient of 1 to 2000 ppm and to the soil in an amount of 0.001 to 5.0 g/m2 of the active ingredient.

5. A process aacording to claim 4 wherein the composition is applied by sprinkling after planting or by layering.