BE553841A - - Google Patents

Info

Publication number
BE553841A
BE553841A BE553841DA BE553841A BE 553841 A BE553841 A BE 553841A BE 553841D A BE553841D A BE 553841DA BE 553841 A BE553841 A BE 553841A
Authority
BE
Belgium
Prior art keywords
emi
hours
hydroquinone
product
parts
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 BE553841A publication Critical patent/BE553841A/fr

Links

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
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16Dicarboxylic acids and dihydroxy compounds
    • C08G63/18Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/19Hydroxy compounds containing aromatic rings
    • C08G63/191Hydroquinones
    • 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
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/682Polyesters containing atoms other than carbon, hydrogen and oxygen containing halogens
    • C08G63/6824Polyesters containing atoms other than carbon, hydrogen and oxygen containing halogens derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/6826Dicarboxylic acids and dihydroxy compounds

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> 

  
de fusion élevés et une grande stabilité- thermique.

  
La présente invention procure donc des nouveaux poly- <EMI ID=2.1>  pare par distillation.

  
 <EMI ID=3.1> 

  
tion du chlorure de diacide de l'acide carboxylique aromatique avec l'hydroquinone, soit seule soit diluée par un solvant inerte, et dans une atmosphère inerte. 

  
 <EMI ID=4.1> 

  
;'-oins.

  
Lorsqu'on effectue la réaction dans un solvant le pro-

  
 <EMI ID=5.1> 

  
bas point 0;' ébullition, puis par filtration, ou par distillation du solvant sous pres,sion réduite, si nécessaire.

  
 <EMI ID=6.1> 

  
tières hautenent cristallines possédant un point de ramollissement

  
 <EMI ID=7.1> 

  
quide visqueux), et sont utiles pour des applications qui nécessitent des matières plastiques de point de fusion élevé. Ils peuvent

  
 <EMI ID=8.1> 

  
ordinaire des matières polymères, par exemple .pour la fabrication

  
 <EMI ID=9.1> 

  
exemples su-ivsnts dans lesquels les parties sont en poids. Les points de fusion indiqués sont déterminés par le procédé au bloc

  
 <EMI ID=10.1>  à nouveau à 259[deg.]C cens de l'azote jusque atteindre une période

  
 <EMI ID=11.1> 

  
dessous de 400[deg.]C.

  
EXEMPLE 2.- '

  
 <EMI ID=12.1> 

  
 <EMI ID=13.1> 

  
le broie, dn le chauffe à nouveau dans de l'azote pendant 5 heures

  
 <EMI ID=14.1> 

  
 <EMI ID=15.1> 

  
pendant 20 heures, et on la. sèche.' Le produit est un polymère solide cristallin fondant à environ 360[deg.]C.

  
EXEMPLE 3.-

  
 <EMI ID=16.1> 

  
partie d'acétate de zinc à 259[deg.]C dans un courant d'azote pur pendant 4 heures. De l'acétate de phényle distille et la nappe fondue initiale .limpide se solidifie. On broie ensuite cette matière soli-

  
 <EMI ID=17.1> 

  
mercure pendant'5 heures. On broie ensuite la matière solide, on

  
 <EMI ID=18.1> 

  
la sèche. Le produit est un polymère hautement cristallin de couleur chamois clair et fondant à environ 385[deg.]C.

  
 <EMI ID=19.1>  

  
 <EMI ID=20.1> 

  
té théorique diacide chlorhydrique. On poursuit le chauffage à

  
 <EMI ID=21.1> 

  
rée au cours de laquelle 6,3 parties d'hydroquinone se séparent du relance de réaction par sublimation; on porte alors la température

  
 <EMI ID=22.1> 

  
pendant 1 heure. Le produit, qui ramollit à 360 - 365[deg.]C, peut être étiré en fibres. 

  
EXEMPLE 5.- 

  
On chauffe un mélange de 5,86 parties de chlorure d'

  
 <EMI ID=23.1> 

  
dant 1 heure à 320 - 325[deg.]C, et puis pendant 2 heures à 370 - 400[deg.]C

  
 <EMI ID=24.1> 

  
 <EMI ID=25.1> 

  
à. l'autre.

  
__2.- Nouveaux polyesters en particulier comme décrit cidessus avec référence spéciale aux exemples cites.

  
3.- Procède 'de fabrication des nouveaux polyesters sui-

  
 <EMI ID=26.1> 



   <EMI ID = 1.1>

  
high melting and high thermal stability.

  
The present invention therefore provides novel poly- <EMI ID = 2.1> pars by distillation.

  
 <EMI ID = 3.1>

  
tion of the dibasic acid chloride of the aromatic carboxylic acid with hydroquinone, either alone or diluted with an inert solvent, and in an inert atmosphere.

  
 <EMI ID = 4.1>

  
; '- anointed.

  
When the reaction is carried out in a solvent the pro-

  
 <EMI ID = 5.1>

  
low point 0; ' boiling, followed by filtration, or by distillation of the solvent under reduced pressure, if necessary.

  
 <EMI ID = 6.1>

  
highly crystalline material with a softening point

  
 <EMI ID = 7.1>

  
viscous), and are useful for applications which require high melting point plastics. They can

  
 <EMI ID = 8.1>

  
ordinary polymeric materials, e.g. for the manufacture

  
 <EMI ID = 9.1>

  
examples follow-ivsnts in which the parts are by weight. The indicated melting points are determined by the block method

  
 <EMI ID = 10.1> again at 259 [deg.] C cens of nitrogen until reaching a period

  
 <EMI ID = 11.1>

  
below 400 [deg.] C.

  
EXAMPLE 2.- '

  
 <EMI ID = 12.1>

  
 <EMI ID = 13.1>

  
grind it, then heat it again in nitrogen for 5 hours

  
 <EMI ID = 14.1>

  
 <EMI ID = 15.1>

  
for 20 hours, and we have it. dried.' The product is a solid crystalline polymer melting at about 360 [deg.] C.

  
EXAMPLE 3.-

  
 <EMI ID = 16.1>

  
part of zinc acetate at 259 [deg.] C in a stream of pure nitrogen for 4 hours. Phenyl acetate distilled off and the initial clear melt solidified. This solid material is then ground

  
 <EMI ID = 17.1>

  
mercury for 5 hours. The solid material is then crushed,

  
 <EMI ID = 18.1>

  
the dry. The product is a highly crystalline, light buff colored polymer melting at about 385 [deg.] C.

  
 <EMI ID = 19.1>

  
 <EMI ID = 20.1>

  
Theoretical hydrochloric acid. Heating is continued at

  
 <EMI ID = 21.1>

  
rea during which 6.3 parts of hydroquinone separate from the reaction restart by sublimation; we then bring the temperature

  
 <EMI ID = 22.1>

  
for 1 hour. The product, which softens at 360 - 365 [deg.] C, can be stretched into fibers.

  
EXAMPLE 5.-

  
A mixture of 5.86 parts of chloride is heated.

  
 <EMI ID = 23.1>

  
for 1 hour at 320 - 325 [deg.] C, and then for 2 hours at 370 - 400 [deg.] C

  
 <EMI ID = 24.1>

  
 <EMI ID = 25.1>

  
at. the other.

  
__2.- New polyesters in particular as described above with special reference to the examples cited.

  
3.- Manufacturing process of the new polyesters following

  
 <EMI ID = 26.1>


    

Claims (1)

<EMI ID=27.1> <EMI ID = 27.1> 4.- Procédé de fabrication des nouveaux, polyesters sui- 4.- Manufacturing process for new, sui- <EMI ID=28.1> <EMI ID = 28.1> 1 ' hydroquinone . <EMI ID=29.1> Hydroquinone. <EMI ID = 29.1> exemples cités. examples cited.
BE553841D 1955-12-30 BE553841A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1163702X 1955-12-30

Publications (1)

Publication Number Publication Date
BE553841A true BE553841A (en)

Family

ID=10878926

Family Applications (1)

Application Number Title Priority Date Filing Date
BE553841D BE553841A (en) 1955-12-30

Country Status (2)

Country Link
BE (1) BE553841A (en)
FR (1) FR1163702A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3036990A (en) * 1960-06-01 1962-05-29 Gen Electric Wholly aromatic polyesters from hydroquinone, isophthalic and terephthalic acid reactants
US3160603A (en) * 1960-06-01 1964-12-08 Gen Electric Wholly aromatic poly-p-phenylene chloroisophthalates
US3160605A (en) * 1960-06-01 1964-12-08 Polymeric isophthalate esters of hydro-
US3160602A (en) * 1960-06-01 1964-12-08 Gen Electric Process of producing aromatic polyesters

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3637595A (en) * 1969-05-28 1972-01-25 Steve G Cottis P-oxybenzoyl copolyesters
DE3824069A1 (en) * 1988-07-15 1990-01-18 Bayer Ag METHOD FOR PRODUCING AROMATIC POLYESTERS

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3036990A (en) * 1960-06-01 1962-05-29 Gen Electric Wholly aromatic polyesters from hydroquinone, isophthalic and terephthalic acid reactants
US3160603A (en) * 1960-06-01 1964-12-08 Gen Electric Wholly aromatic poly-p-phenylene chloroisophthalates
US3160605A (en) * 1960-06-01 1964-12-08 Polymeric isophthalate esters of hydro-
US3160602A (en) * 1960-06-01 1964-12-08 Gen Electric Process of producing aromatic polyesters

Also Published As

Publication number Publication date
FR1163702A (en) 1958-09-30

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