BE439301A - - Google Patents

Info

Publication number
BE439301A
BE439301A BE439301DA BE439301A BE 439301 A BE439301 A BE 439301A BE 439301D A BE439301D A BE 439301DA BE 439301 A BE439301 A BE 439301A
Authority
BE
Belgium
Prior art keywords
emi
acrolein
salts
materials
reaction
Prior art date
Application number
Other languages
French (fr)
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Publication of BE439301A publication Critical patent/BE439301A/fr

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2/00Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
    • C08G2/06Catalysts
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2/00Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2/00Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
    • C08G2/14Polymerisation of single aldehydes not provided for in groups C08G2/08 - C08G2/12

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

       

   <EMI ID=1.1> 
 

  
Deutsohe Gold -und Silber-Scheideanstalt Vormals Roessler

  
On parvient à fabriquer des produits de polymérisation de valeur sur la base d'Acroléine,tels que des résines artificielles,; comme celles qu'on emploie pour la fabrication de moules d'espèces les plus différentes,comme des films,des laques,etc. et ce, en provoquant la réaction d'un mélange d'acroléine et de matières alcaline en évacuant la chaleur.Il est démontré que,pour l'obtention d'un produit utilisable,il est absolument nécessaire de,4 fixer à l'avance l'ajoute quantitative exacte d'alcali.

  
On utilisera de préférence comme alcali ,l'hydroxyde ou des carbonates. Le dosage exact des alcalis catalysants provoque toutefois parfois lors de la. fabrication technique de ces produits de polymérisation, de sérieuses difficultés et mène sou-

  
 <EMI ID=2.1> 

  
Il est montré que, lors de l'ajoute de matières tampons,tels que les formiates , ,les acétates,proponiates et homologues plus

  
 <EMI ID=3.1> 

  
non satures,tels que l'acide de croton,le vinyl-aoétique,de préférence des acides acryliques, respectivement leurs sels ou esters, etc. on peut faire osciller la quantité de matières alcalines ajoutées dans de grandes limites et qu'on peut toujours encore

  
 <EMI ID=4.1> 

  
d'ajouter les alcalis à des doses pas aussi exactement obserqu'il était nécessaire jusqu'ici sans que par ce fait une action nuisible se produise dans le résultat de la réaction et sans que la solution de la réaction ne montre une trop grande teneur en alcalis. Il est également possible de remplacer les catalyseurs alcalinspar des substances tampons. Lors de l'emploi de sels ou d'esters d'acides acryliques,l'alcali peut être complètement remplacé par ces substances tampons.

  
 <EMI ID=5.1> 

  
lement polyraériser, suivant la présente invention,d'autres aldéhydes aliphatiques non saturés,ainsi que des combinaisons de vinyle

  
et que le produit de polymérisation peut être ainsi de caractère varié suivant l'ajoute qui a été faite.

  
En exécution de l'invention on peut,par exemple,travailler

  
de telle façon ,que les acides acryliques,respectivement les sels

  
 <EMI ID=6.1> 

  
acrylique soie: t ajoutés au mélange de polymérisation ensemble avec des catalyseurs alcalins. L'acide acrylique peut,suivant l'invention,aussi être introduit dans le mélange de réaction en faisant passer à travers le mélange contenant de l'acroléine,

  
un courant d'air,tant que la quantité d'acide acrylique nécessaire se soit formée. Il y é lieu de remarquer ici,que si l'acroléine  <EMI ID=7.1> 

  
conduire, jusqu'à la formation de la quantité requise d'acide acrylique,plus d'air à travers le mélange résultant de la réaction que lorsque l'acroléine n'a pas été distillée sous exclusion

  
 <EMI ID=8.1> 

  
on peut ajouter au lieu.. d'air du'.peroxyde, du perpyrophosphate de natrium en quantités appropriées.

EXEMPLES

  
I) 130 com d'acroléine distillée dans un courant d'azote furent transformés au moyen d'une solution d'acide acrylique à, 2%

  
 <EMI ID=9.1> 

  
30[deg.], le liquide, déjà visqueux, fût versé dans un récipient en verre paraffiné,qui fût bouché et placé ensuite dans de l'eau

  
 <EMI ID=10.1>  fût réglée pendant 3 heures entre 35-39[deg.] en refroidissant de temps en temps. Après 3 heures on versa le mélange dans une forme en aluminium.Après 2 jours on retira de la forme une plaque

  
de 300x300x50 mm.

  
 <EMI ID=11.1> 

  
Le surplus d'acidité fût alors neutralisé par la quantité calculée de solution de potasse caustique diluée à 0,10 n.

  
 <EMI ID=12.1>   <EMI ID=13.1> 

  
formique de sorte qu'on obtint un degré d'acidité de 0,65 ccm

  
 <EMI ID=14.1> 

  
après une heure à la température de 30[deg.].

REVENDICATIONS

  
I) Procédé pour la fabrication de produits de polymérisation par le traitement d'acroléine avec des matières à action alcaline, caractérisé par le fait qu'on provoque la réaction d'acroléine

  
 <EMI ID=15.1> 

  
l'ajoute de matières alcalines peut être variée endéans de grandes  limites .



   <EMI ID = 1.1>
 

  
Deutsohe Gold -und Silber-Scheideanstalt Vormals Roessler

  
It is possible to produce valuable polymerization products on the basis of Acrolein, such as artificial resins; such as those used for the manufacture of molds of the most different kinds, such as films, lacquers, etc. and this by causing the reaction of a mixture of acrolein and alkaline materials by removing the heat. It has been shown that, in order to obtain a usable product, it is absolutely necessary to, 4 fix in advance the exact quantitative addition of alkali.

  
The alkali, the hydroxide or carbonates will preferably be used. The exact dosage of the catalyzing alkalis however sometimes causes during the. technical manufacture of these polymerization products, serious difficulties and often leads

  
 <EMI ID = 2.1>

  
It is shown that when adding buffer materials, such as formates, acetates, proponiates and more homologues

  
 <EMI ID = 3.1>

  
unsaturated, such as croton acid, vinyl aoetic, preferably acrylic acids, their salts or esters respectively, etc. we can oscillate the amount of alkaline materials added within large limits and we can always still

  
 <EMI ID = 4.1>

  
to add the alkalis in doses not as exactly observed as was necessary heretofore without thereby an adverse action taking place in the result of the reaction and without the reaction solution showing too great a content of alkalis. It is also possible to replace alkaline catalysts with buffer substances. When using salts or esters of acrylic acids, the alkali can be completely replaced by these buffer substances.

  
 <EMI ID = 5.1>

  
In accordance with the present invention, it is also possible to polymerize other unsaturated aliphatic aldehydes, as well as vinyl combinations

  
and that the polymerization product can thus be varied in character depending on the addition which has been made.

  
In execution of the invention it is possible, for example, to work

  
in such a way that the acrylic acids, respectively the salts

  
 <EMI ID = 6.1>

  
acrylic silk: t added to the polymerization mixture together with alkaline catalysts. The acrylic acid can, according to the invention, also be introduced into the reaction mixture by passing through the mixture containing acrolein,

  
a current of air, as long as the necessary quantity of acrylic acid has been formed. It should be noted here that if acrolein <EMI ID = 7.1>

  
lead, until the required quantity of acrylic acid is formed, more air through the mixture resulting from the reaction than when acrolein has not been distilled under exclusion

  
 <EMI ID = 8.1>

  
Natrium perpyrophosphate may be added instead of air in suitable amounts.

EXAMPLES

  
I) 130 cm of acrolein distilled in a stream of nitrogen were converted using a .2% acrylic acid solution.

  
 <EMI ID = 9.1>

  
30 [deg.], The liquid, already viscous, was poured into a paraffined glass container, which was stoppered and then placed in water

  
 <EMI ID = 10.1> keg set for 3 hours between 35-39 [deg.] Cooling from time to time. After 3 hours the mixture was poured into an aluminum form, after 2 days a plate was removed from the form.

  
of 300x300x50 mm.

  
 <EMI ID = 11.1>

  
The excess acidity was then neutralized by the calculated quantity of caustic potash solution diluted to 0.10 n.

  
 <EMI ID = 12.1> <EMI ID = 13.1>

  
formic so that an acidity level of 0.65 ccm is obtained

  
 <EMI ID = 14.1>

  
after one hour at the temperature of 30 [deg.].

CLAIMS

  
I) Process for the manufacture of polymerization products by the treatment of acrolein with alkaline-acting materials, characterized in that the acrolein reaction is caused

  
 <EMI ID = 15.1>

  
the addition of alkaline materials can be varied within wide limits.


    

Claims (1)

3) Procédé suivant la revendication I, caractérisé par le fait qu'au lieu de matières action alcaline, on n'emploie que des matières ou substances tampons. <EMI ID=16.1> 3) Process according to claim I, characterized in that instead of alkaline action materials, only buffer materials or substances are used. <EMI ID = 16.1> le fait qu'on utilise comme substances tampons des acides aliphatiques ou bien leurs sels ou esters. the fact that aliphatic acids or their salts or esters are used as buffer substances. 4) Procédé suivant les revendications 1-3 caractérisé par le fait qu'on utilise des acides acryliques ou bien leurs sels ou esters. 4) A method according to claims 1-3 characterized in that acrylic acids or their salts or esters are used.
BE439301D 1939-07-12 BE439301A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE219661X 1939-07-12

Publications (1)

Publication Number Publication Date
BE439301A true BE439301A (en)

Family

ID=5831989

Family Applications (1)

Application Number Title Priority Date Filing Date
BE439301D BE439301A (en) 1939-07-12

Country Status (4)

Country Link
BE (1) BE439301A (en)
CH (1) CH219661A (en)
FR (1) FR870206A (en)
NL (1) NL56376C (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2696477A (en) * 1951-04-21 1954-12-07 Dan River Mills Inc Acrolein-formaldehyde condensation product

Also Published As

Publication number Publication date
CH219661A (en) 1942-02-28
FR870206A (en) 1942-03-05
NL56376C (en)

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