US1986044A - Process of producing fungicides and insecticides - Google Patents

Process of producing fungicides and insecticides Download PDF

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Publication number
US1986044A
US1986044A US483764A US48376430A US1986044A US 1986044 A US1986044 A US 1986044A US 483764 A US483764 A US 483764A US 48376430 A US48376430 A US 48376430A US 1986044 A US1986044 A US 1986044A
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insecticides
compounds
sulphonated
tanning agent
fungicides
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US483764A
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Casaburi Vittorio
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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/60Complexes comprising metals of Group VI (VIA or VIB) as the central metal
    • B01J2531/64Molybdenum

Definitions

  • sulphonated compounds have already been recommended for fungicidal *insecticidal purposes, but experience has shown that such compounds are useless unless they are first changed into condensation products capable of converting raw animal skins into leather by the aforesaid treatment with, aldehydes or aldehyde compounds.
  • the present invention relates therefore only to those sulphonated compounds which'are capable of being condensed by means of aldehydes (or substances that will develop or liberate-aldehydes) and the synthetic tanning agent (syntans) formedthereby can be used as such, or'in form of their salts.
  • the alkaline or from the bisulflte processes may be added toincrease the adhering power, or may be compounded so that the lig'none molecule will enter the molecule of the tanning compounded before'it is metallized.
  • Beta-naphthol is sulphonated in excess of the first example is caused to interact with the 'der 1 is caused to interact with the necessary 'soluble in water it is condensed with the calcusulphuric acid; for every parts by weight of beta-naphthol parts by'weight of sulphuric. acid (66 B) may be, for instance, used.
  • acid (66 B) may be, for instance, used.
  • a synthetic tanning agent is thus formed, and it is caused to interact with the stoichiometric quantity of mercury oxide, HgO, which, after a time, will dissolve completely in the said synl0 tan.
  • suchcompounds may be used which are capable of form ing it, or their hydrates and similar salts which react between themselves to form mercury com-w pounds soluble in the sulphonic tanning compound.
  • a certainamount of cellulose waste liquors may be added together with the aldehyde. For instance, a good product is obtained whenthree parts of alkaline waste liquors are added for every part of betanaphthol'used for thacondensation.
  • the synthetic tanning agent formed as in stoichiometric quantities of oxides ofiron, copper, chromium, lead and so on, either as such or in the form of their hydroxides or of such substances that can build them by reaction between themselves or can form soluble compounds with or in the sulphonic tanning compound.
  • the synthetic tanning agent formed as unquantities of copper or mercury sub-oxides (CuzO, HgzO). In this' case a very small quantity of finely divided metal isal'so formed and falls to the bottom of the apparatus.
  • betanaphthol 100 parts by weight of betanaphthol are sulphonated in 150 parts by weight of sulphuric acid (66 B).
  • sulphuric acid 66 B
  • the excess acid is then partially neutralized and the condensation product afterwards caused to interact with the calculated amount of metal oxides, or hydroxides or of similar bodies than can build them by reactin; between themselves or can form soluble compounds with or in the sulphonic tanning compound.
  • a process of producing fungicides and insecticides which consists in preparing a synthetic tanning agent by sulphonating fi-naphthol and condensing the sulphonated product with formaldehyde, and causing the synthetic tanning agent thus produced to interact with a heavy metal VI'I'IORIO CASABURI.

Description

not poisonous to animals or man, so that, for in- Patented 1.... 1,19 5
UNITED STATES {PATENT OFFICE,
Paocass 0F rnonucmc FUNGICIDES m msnc'rrcmas Vittorio Casaburi, Naples, Italy No Drawing. Application September 22, 1930, Serial No. 483,764. In Italy October 5, 1929 1 Claim. (Cl. 167-22) into leather and which are generally known under a the general name of syntansf (synthetic tanning agent). They are compositions usually prepared by sulphonating organic compounds and condensing the sulphonated products with aldehydes, or similar bodies capable of developing or liberating ,aldehydes. sulphonated compounds have already been recommended for fungicidal *insecticidal purposes, but experience has shown that such compounds are useless unless they are first changed into condensation products capable of converting raw animal skins into leather by the aforesaid treatment with, aldehydes or aldehyde compounds. The present invention relates therefore only to those sulphonated compounds which'are capable of being condensed by means of aldehydes (or substances that will develop or liberate-aldehydes) and the synthetic tanning agent (syntans) formedthereby can be used as such, or'in form of their salts.
It has been found that such bodies, well known in the leather art, either as such or more particularly inthe form of their metal salts, can be employed in farming practice with great advantage, either as a seed or root fungicide, or even as foliage,'seed or roots; also they have a specially good penetrating power. Furthermore, they are stance should more seed be treated with such compounds than is required for sowing, the rest could be used as food for poultry and the like.
In the case of metallic salts of synthetic tanning agent, (copper, mercury, iron chromiuni, lead salts, and so on), cellulose waste liquors,
'either'from the alkaline or from the bisulflte processes, may be added toincrease the adhering power, or may be compounded so that the lig'none molecule will enter the molecule of the tanning compounded before'it is metallized.
The following examples show only some of the possibilities of the present invention, and are by no means meant to illustrate the whole field covered by the invention.
' Examples 1. Beta-naphthol is sulphonated in excess of the first example is caused to interact with the 'der 1 is caused to interact with the necessary 'soluble in water it is condensed with the calcusulphuric acid; for every parts by weight of beta-naphthol parts by'weight of sulphuric. acid (66 B) may be, for instance, used. As soon as the sulpho'nation product is soluble in water it is condensed with one molecule of formaldehyde, the usual precautions being observed. A synthetic tanning agent is thus formed, and it is caused to interact with the stoichiometric quantity of mercury oxide, HgO, which, after a time, will dissolve completely in the said synl0 tan. Instead of mercury oxide itself, suchcompounds may be used which are capable of form ing it, or their hydrates and similar salts which react between themselves to form mercury com-w pounds soluble in the sulphonic tanning compound. According to the qualities desired in the fungicide, a certainamount of cellulose waste liquors may be added together with the aldehyde. For instance, a good product is obtained whenthree parts of alkaline waste liquors are added for every part of betanaphthol'used for thacondensation.
2. The synthetic tanning agent formed as in stoichiometric quantities of oxides ofiron, copper, chromium, lead and so on, either as such or in the form of their hydroxides or of such substances that can build them by reaction between themselves or can form soluble compounds with or in the sulphonic tanning compound. a
3. The synthetic tanning agent formed as unquantities of copper or mercury sub-oxides (CuzO, HgzO). In this' case a very small quantity of finely divided metal isal'so formed and falls to the bottom of the apparatus.
'4. 100 parts by weight of betanaphthol are sulphonated in 150 parts by weight of sulphuric acid (66 B). As soon as the product has become lated quantity of aldehyde. "The excess acid is then partially neutralized and the condensation product afterwards caused to interact with the calculated amount of metal oxides, or hydroxides or of similar bodies than can build them by reactin; between themselves or can form soluble compounds with or in the sulphonic tanning compound.
5. 100 parts of crude cresol, naphthalene, anthracene, and so on, are sulphonated with the necessary quantities of aulphuric acid. As soon as the reaction products are soluble in water, the sulphonated compounds formed are cautiously condensed with formaldehyde. The excess acid oxide.
What I claim is:-
A process of producing fungicides and insecticides which consists in preparing a synthetic tanning agent by sulphonating fi-naphthol and condensing the sulphonated product with formaldehyde, and causing the synthetic tanning agent thus produced to interact with a heavy metal VI'I'IORIO CASABURI.
US483764A 1929-10-05 1930-09-22 Process of producing fungicides and insecticides Expired - Lifetime US1986044A (en)

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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2539728A (en) * 1942-12-16 1951-01-30 Ward Blenkinsop & Co Ltd Silver salts of disubstituted methane compounds
US2546274A (en) * 1945-10-30 1951-03-27 Ward Blenkinsop & Co Ltd Derivatives of disubstituted methane compounds and method of making them
US2549710A (en) * 1945-10-30 1951-04-17 Ward Blenkinsop & Co Ltd Manufacture of derivatives of disubstituted methane compounds
US2555114A (en) * 1944-11-17 1951-05-29 Ward Blenkinsop & Co Ltd Manufacture of derivatives of disubstituted methane compounds
US2564276A (en) * 1947-06-23 1951-08-14 Pritchard Gordon James Preserving composition
US2853520A (en) * 1953-11-05 1958-09-23 Univ Ohio State Res Found Conversion of ethynyl compounds to acetyl compounds
US2938828A (en) * 1956-03-29 1960-05-31 Shell Oil Co Oil-soluble fungicides
US3230197A (en) * 1961-03-07 1966-01-18 Georgia Pacific Corp Oxidized condensation product of a mono sulfonated difunctional phenol with aldehyde and process for making same
US4104293A (en) * 1976-05-05 1978-08-01 Petrolite Corporation Oil-soluble chromium compositions

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2539728A (en) * 1942-12-16 1951-01-30 Ward Blenkinsop & Co Ltd Silver salts of disubstituted methane compounds
US2555114A (en) * 1944-11-17 1951-05-29 Ward Blenkinsop & Co Ltd Manufacture of derivatives of disubstituted methane compounds
US2546274A (en) * 1945-10-30 1951-03-27 Ward Blenkinsop & Co Ltd Derivatives of disubstituted methane compounds and method of making them
US2549710A (en) * 1945-10-30 1951-04-17 Ward Blenkinsop & Co Ltd Manufacture of derivatives of disubstituted methane compounds
US2564276A (en) * 1947-06-23 1951-08-14 Pritchard Gordon James Preserving composition
US2853520A (en) * 1953-11-05 1958-09-23 Univ Ohio State Res Found Conversion of ethynyl compounds to acetyl compounds
US2938828A (en) * 1956-03-29 1960-05-31 Shell Oil Co Oil-soluble fungicides
US3230197A (en) * 1961-03-07 1966-01-18 Georgia Pacific Corp Oxidized condensation product of a mono sulfonated difunctional phenol with aldehyde and process for making same
US4104293A (en) * 1976-05-05 1978-08-01 Petrolite Corporation Oil-soluble chromium compositions

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