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Patent 1276076 Summary

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(12) Patent: (11) CA 1276076
(21) Application Number: 1276076
(54) English Title: PLANT GROWTH REGULATING COMPOSITION
(54) French Title: COMPOSITION REGULATRICE DE CROISSANCE VEGETALE
Status: Expired and beyond the Period of Reversal
Bibliographic Data
(51) International Patent Classification (IPC):
  • C05C 03/00 (2006.01)
  • A01N 33/04 (2006.01)
  • A01N 33/08 (2006.01)
  • A01N 57/00 (2006.01)
  • A01N 57/12 (2006.01)
  • C05B 15/00 (2006.01)
  • C05G 03/70 (2020.01)
(72) Inventors :
  • CSUTAK, JANOS (Hungary)
  • SZECSY, VILMA (Hungary)
  • PAZMANDI, GYULA (Hungary)
  • PASZTHY, GYORGY (Hungary)
  • LASZLO, ISTVAN (Hungary)
  • FEHER, ISTVAN (Hungary)
  • KISS, ANDRAS S. (Hungary)
  • REDEI, JULIANNA (Hungary)
  • ARPAD, ZOLTAN (Hungary)
  • BODNAR, LASZLO (Hungary)
  • KADENCZKY, LAJOS (Hungary)
  • GOROG, KATALIN (Hungary)
  • KOCSIS, MARIA (Hungary)
  • MARMAROSI, KATALIN (Hungary)
(73) Owners :
  • BORSODI VEGYI KOMBINAT
(71) Applicants :
  • BORSODI VEGYI KOMBINAT (Hungary)
(74) Agent: G. RONALD BELL & ASSOCIATES
(74) Associate agent:
(45) Issued: 1990-11-13
(22) Filed Date: 1986-12-24
Availability of licence: N/A
Dedicated to the Public: N/A
(25) Language of filing: English

Patent Cooperation Treaty (PCT): No

(30) Application Priority Data:
Application No. Country/Territory Date
5001/85 (Hungary) 1985-12-28

Abstracts

English Abstract


ABSTRACT OF THE DISCLOSURE
A plant growth regulating composition is
disclosed which contains as active ingredient from 0.2 to
99.5% by mass, based on the mass of the composition, of
one or more ammonium phosphonate of the general formula:
<IMG> (I)
wherein
R1 stands for a C1-4 alkyl group;
R2 stands for a (C1-4 alkoxy)-(C1-4 alkyl) or a
C6-20 alkyl group; and
R3 represents hydrogen or a C1-15 alkyl group,
in association with a solid or liquid filler or carrier.
Optionally the composition contains other additives such
as a surfactant and/or an adhesion promoting agent.


Claims

Note: Claims are shown in the official language in which they were submitted.


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 as active ingredient from 0.2 to 99.5% by mass,
based on the mass of the composition, of one or more
ammonium phosphonates of the general formula:
(I)
<IMG>
wherein
R1 stands for a C1-4 alkyl group;
R2 stands for a (C1-4 alkoxy)-(C1-4 alkyl) or a
C6-20 alkyl group; and
R3 represents hydrogen or a C1-15 alkyl group,
in association with a solid or liquid filler or carrier.
2. A composition according to claim 1, and
including a surfactant and/or an adhesion promoting agent.
3. A composition according to claim 1, wherein
the active ingredient is
3-butyloxypropylammonium methyl phosphonate;
2-methoxyethylammonium ethyl phosphonate;
tetradecylammonium ethyl phosphonate;
hexadecylammonium ethyl phosphonate
decylammonium ethyl phosphonate;
bis(2-ethylhexyl)ammonium ethyl phosphonate;
dodecylammonium ethyl phosphonate;
2-methoxyethylammonium isopropyl phosphonate;
2-methoxyethylammonium butyl phosphonate; or
2-methoxyethylammonium methyl phosphonate.
16

4. A method for regulating plant growth, which
comprises treating the seeds, vegetative propagating plant
structures and/or flowers with a composition as claimed in
claim 1, 2 or 3, in an amount containing from 1 to 2000
ppm of the active ingredient, or treating the soil with an
amount of the composition containing from 0.001 to 5.0
g/m2 of the active ingredient before sowing, or with an
amount of the composition containing from 1 to 2000 ppm of
the active ingredient by sprinkling after planting or
layering.
5. A method for promoting flower-binding, crop-
binding, crop-ripening or root formation in plants or the
development of plant parts storing nutritive material,
which comprises treating the seeds, vegetative
propagating plant structures and/or flowers with a
composition as claimed in claim 1, 2 or 3, in an amount
containing from 1 to 2000 ppm of the active ingredient, or
treating the soil with an amount of the composition
containing from 0.001 to 5.0 g/m2 of the active ingredient
before sowing, or with an amount of the composition
containing from 1 to 2000 ppm of the active ingredient by
sprinkling after planting or layering.
17

Description

Note: Descriptions are shown in the official language in which they were submitted.


76Q'76
This invention relates to a plant ~rowth
regulating and crop-ripening accelerating composition.
One aspect of the invention provides a plant
growth regulating composition containing as active
ingredient from 0.2 to 99.5% by mass, based on the mass of
the composition, of one or more ammonium phosphonates of
the general formula:
H R2
R10 - P - O 1~ 3 ~I)
~ 11 I . ~
O H
wherein
Rl stancls for a Cl_4 alkyl group,
R2 stands for a ~Cl_4 alkoxy)-(Cl 4 alkyl) or a C6_
20 alkyl group; and
20 R3 represents hydrogen or a Cl_l5 alkyl group,
in association with a solid or liquid filler or carrier.
The preparation of the active agents of ~eneral
Eormula (I) as well as their use as active ingredients of
fungicide compositions are described in ~ungarian Patent
25 Specification No. 184,319; however, the plant growth
regulating effect of the above-mentionecl active agents i5
not described in this document.
~" . ,1'~,
~ ~, ! ; V
,

7~;
It has been found that, when applied in
appropriate doses, the above-mentioned active agents of
general formula (I) can be used for regulatiny root
development, growth, the formation of foliage surface as
well as crop-binding, flower-binding and crop-ripening of
field-cultivated plants such as wheat, maize, sugar beet
and sunflower as well as of horticultural plants, such as
paprika, tomato, radish, potato, and furthermore of fruit-
trees, such a~ apple and of berry plants such as currant
and vine.
For regulating plant growth or for accelerating
crop-ripening, the composition of the invention is
generally used in a concentration of from 1 to 2000 ppm of
the active ingredient. The dose used depends on the plant
;15 to be treated, the aim of the treatment, the phenologlc
phase of the plant and the form of the composition.
Accordingly, another aspect of the invention
,~ provides a method for regulating plant growth, and for
promoting the flower-binding, crop-binding, crop-ripening
and/or root formation, which cnmprises treating the seeds,
plant initiatives and/or flowers with an amount of from 1
to 2000 ppm of the active ingredient or treating the soil
of the plants with an amount of from 0.001 to 5.0 g/m~ of
the active ingredient before sowing, or with an amount of
25 from 1 to 2000 ppm of the active ingredient by sprinkling
after planting or after layering, using a composition
contalning as active inyredient a compound of general
formula (I), wherein Rl, R2 and R3 are as defined above,
`~'

in an amount of from 0.2 to 99.5% by mass, based on the
mass of the composition, together with a solid or liquid
filler or carrier and optionally other additives,
preferably a surfactant and/or an adhesion promoting
agent.
Before practical application, the active
ingredient of the invention i5 formulated as a composition
using solid or liquid carriers and optionally other
additives, suitably surface active and adhesion promoting
agents.
Suitable carriers include organic or mineral,
natural or synthetic substances promoting the adsorption
or absorption of the active ingredient (e.g. water,
methanol, glycerol, waxes, resins, talc etc.).
Suitable surface active agents include ionic
and/or nonionic emulsifying and dispersing or wetting
agents, preferably alkylaryl polyglycol ethers and fatty
acid polyglycol esters; suitable adhesion promoting agents
àre e.g. polyvinylpyrrolidone, polyethylene ~lycol and
carboxymethylcellulose.
The compositions of the invention can be
formulated as water-soluble concentrat0s (WSC), wettable
powders (WP~, dusts, emulsifiable concentrates (EC or
granulate3 (G).
Further details of the invention are illustrated
by the following non-limiting Examples, wherein the active
agents are identified as follows:
.~ .

2~76
3-Butyloxypropylammonlum methyl phosphonate; BF-53
2-Methoxyethylammonium ethyl phosphonate; BF-76
Tetradecylammonium ethyl phosphonate; BF-9
Hexadecylammonium ethyl phosphonate; BF-97
5 Decylammonlum ethyl phosphonate; BF-100
bis~2-Ethylhexyl)ammonium ethyl phosphonate; BF-105
Dodecylammonium ethyl phosphonate; BF-120
2-Methoxyethylammonium isopropyl phosphonate; BF-195
2-Methoxyethylammonium butyl phosphonate; BF-196
10 2-Methoxyethylammonium methyl phosphonate; BF-197
Example 1
A water-soluble liquid composition i5 prepared
from the following components:
~ by mass
15 Decylammonium ethyl phosphonate 95
Nonylphenol polyglycol ether (e.g. Arkopal N080) 5
Y ~ ~

76
. ..
A l.iquid emulsion-torming spray composition
is prepared from the following components:
~_by mass
Dodecylammonium ethyl phosphonate 40
Atlox 4857B (a mixture of an anionic-
~active and a nonionic surface actlve
substance) 10
Chlorobenzené 50
Example 3
A liquid emulsion-forming spray compo-
sition is prepared from the following components:
% by mass
Tetradecylammonium ethyl phosphonate 20
~ Arl<opal N 130 ~nonylphenol polyglycol
;~. ether) 5
` Chlorobenzene 75
:; Exam~
A liquid emulsion-forming spray compo-
sition is prepared from the fo~owing components:
:: % by mass
bis(2-Ethylhexyl)ammonium ethyl phosphonate 30
Genapol~PF 10 ~a polymerisation product of
propylene oxide and ethylene oxide) 3
Genapol PF ~0 (a polymerisation product of
propylene oxide and ethylene oxide) 3
Ethylene glyccl 15
Cycl.ohexanone 50
,

~ ~76~76
~; ~
~e~
A composition useful in sol.ution is prepared
from the fo].lowing components
3~Eutoxy~ropylammoniunl methyl
phosphonate ].
Gl.ycerc]. 99
xample 6
A composition useful as dust is prepared
from the following components;
~o_by n~ass
2-~,ethoxyethylammonium ~thyl phosphorate 0.55
Talc 59~5
Example 7
: Wheat grains (MV-4~ were dipped in solutions
ccntaining various cGncentration of the substances under
test After drying the surfaces, the grains were sown
in culture bottles.
The percentage of the germination, the plant
lensth, the green mass and root mass were evaluated in
the 4-leaf phase of the control plants. Gibberellic
acid (GA~ and 3-incloleacetic acid (lA~ were used as
reference substances. The results are summarized in
~ Table I.
'~

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~E
~o~ a~
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a) ~ t ~ ~ d ~ ~ ~ ~ ~ ~ ) ~ ~ ~ (Y) N ~)
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(~ 6
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O O O O O ~ O O O O O ~ O O O O O ~ O O
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> ~) N N ~ ) ~ ~ ~ ~ (r) ~) N N N ) N ~) t~)
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~u a)
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L N 1~ Lt) O Ln Ll) O 1~ L0 L~ 1~ 1~ LtlL~ 1~ 1~ Lf) O 1~ o L~
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O O O ~1 0 0 LO O ~1 0 0 LO O ~ O ~1 0r-l
Lt) o ~ LO N ~1 0 L( ) N ~1
JJ O O O O O O O O C:~ O O
C LD W U~ O O o O O o N N N N (`J N
O~ G') G~ Gl ~n ~1 ~--1 ~1 ~1 ,~ ,~ r-l ~ ,_~,; ,~ ,~
v LL LL 11 LL LL LL LL 1 LL ;~ LL LL LL LL LL ~L 6 ~
m m m ~ m tD m c~ m m m ~ m m m~ ~ ~ H H H
L r--l N (r~ d Lt~ LD r~ 0~ Gr) O ~i N ~ ~ Lr) ~D 1~ 0 G') O ~ N
1-- N N N N N N N N N ~ ) ~ ) ) ) ~ (') (~ ~ ~t d`

9 ~ 7~
Example 8
Maize sown in culture bottles (5 plants/bottle~
was post-emergently sprayed with solutions cortaining the
substar:ces under test or gibberellic acid or 3-indole-
acetic acid~ respectively in a concentration of 25G or
500 p,om. The plant length, green mass and root mass were
measured in the 4-leaf phase of the untreated control
plants (Table II~. The chlorophyll cor.tent was determined
from the apex of the second leaf of each plant fTable
III)o
~'
,
;
:

_ l Q ~ Z76Q7~
'-~ ~ Q N ~ U:
~ a~ tl~ 07 U~ I~ a~ .~ t~l
.,~oc .~ o o o o lo o .~ .
tY~S~
d1~ ~ Nt~7 ~t
4--~ t\l U~I~ ~ t~7;~t~ ~'7
00 7 ~ o . ~ ~ o
, ~:~al t~u~ 1~ ~1~ ~7 ~
O t~) ~t~7 ~ t~ O tl7
U~ r~ 1 ~ ~ 1 -1
Uo) ~ (~
E r~
tS)C~ I~U7 t`7 t'7U7 ~) ~7
O ~ U7t\J ~\1.-1 t`7 -1tl7 (D t'7
O C ~ i t~ I t~l r; r; ~ a~
~
>
OU~ d(L7 ~tl7a, o ~
4-~0'0 (~~7 t`7lO I~t~7'-~7 d' ~o
O ~ O U71~ ~ U~U.7~`7 ~7
.2~ ~ O t\l ~t\l 1~ ~ O U-) t\l ~:
U~ ~ U~ O ~ ~ ~ 1 ~ ,~
~ ~ ~ Q
O d a) oU7 1~ ('7 0 d- ~ v
(~) O a) O ~ ~ 1 ~ L
. o o a~ tl7 U7à, ~ u7 a- tl7 >
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cn c O ~O O.~ Oa7~ U7 --1
c a~ o .~ -1 ~ -I -1 ~ 1
C~ ~
(~)G~ U7~ t~7 O ~ Q7t`7 --1
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~ E N 00 ~ -1 d' cn N ~ C0 a~
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~ _1 ~--1 ~-J N N D
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S~ ~ a) . . ~ . . .
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C O U~ c S ~ O 0 ~ N a)Ir) C;) N C~
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o ~ ~n
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::: S ~ I ~ N 0 ~D N
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, S t ) ~ (D 1~ (D lD 1~ 1~ lD Lr) ~ s
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.~ ~ Ll~ ~ CO li~ -1 Lt)C~
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t~ O O O O O O O O ~1
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` ` 1.~7607~
12
It is obvious from the results, that the
development of the plants was significantly promoted by
each of the active agents tested in comparison to the
untreated control.
The plant height/green mass ratio, however,
refers to a more preferable effect of the BE` substances as
compared to that of the reference substances. Thus, it
turned out that the habit of maize was not
disadvantageously influenced by e.g. BF-120 or FR-96,
while disproportionately lanky plants with a
disadvantageous habit developed under the effect of
gibberellic acid.
It is shown by the results of the chlorophyll
determinations that the ef~ect of BF-120 was the most
preferable on the amount of chlorophyll formed in one gram
of the green plant as well as in the whole green plant.
Example 9
Tomato plants bedded in small parcels were once
sprayed up to dropping down by using the solutions
containing BF-120 in a concentration of 250 or 500 ppm,
respectively at the beginning of flowering.
Samples were taken from the identical leaf lobe
at the same leaf height of the plants at 1, 4 and 13 days
following treatment and the chlorophyll content was
determined (Table IV).
~'
.. ...... .
, .
.....

76~76
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c ~
+ O O LD (~ (D ~ )
d t~) ) ~) I~ 0~)
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c a~ O O N O a- N O O ~)
0 ~
O O
~ 0 N 1~ Ln CO (O
D ~ v . ., , . . .
O C O CO (O O ~t N O ~') ~1
o ~1 O ~i O a~ G~
~U o ~ O
c 1~ Lo ~ 1~ -1 N
t~ ~
C c O Ln d O N ~) O ~ N
5: o O O N O ~1 N O ~1 0
C~ ~ (.) ~1 ~1~1 ~1 ~1 ~1 ~1 ~
;:
: , :
: ~ ~ co Lr) C')~ ~ ~ co a-
~' ~15 ~ ~ 1~ ~1~1 ~ ~1 0 N O C~l
O ~ Ln ~ ~ ~ ~
E . . ~ ~ . . . , .
`:` (~ ~ O O O O O O O ~ O
Ln (D cn~D (D t~ N ~) Ln
'~ H 5~ CO N C') d 1~ 1~ 00 ~1 ~) C~)
~ ~1 ~1 ~1~1 ~1 ~I N ~1 ~1
a) _C C7)
~1 O E O O O O O O(::) O O
., ~
CfJ a) ~C~i co (D O N
) I~ ~ ') N
LS~Ln Ln 1~ 1~ 0 1
~: CO,.
O E G O O O O O O O O
a~ ~ ~ ~
a~ o o o
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L~ .~
~ O O L O O ~ O O
t~ Ln o o Ln o o ~n o
O N I t3 L~ N LO O N Ln

~ Z7~C~7~
1 ~ --
~xample lo
Height and mass values of maize plants treated with
the aF-120 active agent
Plant: maize
Sowing: 25/04/1985
Treatmert: 17/05/1985
DoseO 2 litres/hectare conta-ning the BF~120 active
ingredient
Phenologic state: 4~1eaf phase
Measurement: 04/07/1985.
The data ~re shown in Table V,
Table V
` Control Treated
Height Mass Height Mass
~ x25 ~888 9 ~x25=4212 cm ~ x25=lo646 g
x25a 153,76 cm x25= 355,52 x2~= 168,48 cm x25 425~ g
s = 9,64 s = 98,13 x = 10,24 s 119,0
S x2~=3237 cm ~x21=7373 g ~x21=354G cm ~x21=9093 9
x21= 154,1 cm X21= 351~1 9 X21 = 168m6 X21 9
s = 7,52 s = 66,7 s - 7.3 s = 92,7
_
s - stanc'ard deviation

: !:
15 ~ 7~6
Example 11
-
Tomato seedlings ~20 stems) were sprayed with
various concentrations of the BF active agents after
bedding out but before the beginning of the flowering
(in 4 repetitions) The crop amount of the first collect-
ing was evaluated. The results are shown in Table VI
Ta~le VI
Treatment Dose~ Crop amount as % of
ppm control
Untreated - 100.00
BF--100 250 129.24
500 189~77
BF 105 250 143.95
500 12~.70
BF--120 250 139.26
- 500 95.52
ETHREL 1 l/ha~ 118.75
In~the case of the BF active agents, this means
the dose of the active agent.
~al~i The dose uised in the practice, it refers to a compo-
sition cor,laining the active ingredient (2-chloroethyl-
phosphonic acid) in a 40 % conceritration.
The ripening-accelerating efEects of the tested
substances were unambiguously proven by the results
obta ined.
f
-t~ ' '
, .--.. ~, . . .. .. . .. . . . . . .. . ..
,

Representative Drawing

Sorry, the representative drawing for patent document number 1276076 was not found.

Administrative Status

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Event History

Description Date
Inactive: IPC deactivated 2021-11-13
Inactive: IPC from PCS 2020-02-15
Inactive: IPC expired 2020-01-01
Inactive: IPC from MCD 2006-03-11
Inactive: IPC from MCD 2006-03-11
Inactive: IPC from MCD 2006-03-11
Inactive: IPC from MCD 2006-03-11
Inactive: Adhoc Request Documented 1993-11-13
Time Limit for Reversal Expired 1993-05-15
Letter Sent 1992-11-13
Grant by Issuance 1990-11-13

Abandonment History

There is no abandonment history.

Owners on Record

Note: Records showing the ownership history in alphabetical order.

Current Owners on Record
BORSODI VEGYI KOMBINAT
Past Owners on Record
ANDRAS S. KISS
GYORGY PASZTHY
GYULA PAZMANDI
ISTVAN FEHER
ISTVAN LASZLO
JANOS CSUTAK
JULIANNA REDEI
KATALIN GOROG
KATALIN MARMAROSI
LAJOS KADENCZKY
LASZLO BODNAR
MARIA KOCSIS
VILMA SZECSY
ZOLTAN ARPAD
Past Owners that do not appear in the "Owners on Record" listing will appear in other documentation within the application.
Documents

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Document
Description 
Date
(yyyy-mm-dd) 
Number of pages   Size of Image (KB) 
Claims 1993-10-12 2 59
Abstract 1993-10-12 1 17
Drawings 1993-10-12 1 15
Descriptions 1993-10-12 15 365