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Chemical Structure| 5873-54-1 Chemical Structure| 5873-54-1

Structure of 5873-54-1

Chemical Structure| 5873-54-1

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Product Details of [ 5873-54-1 ]

CAS No. :5873-54-1
Formula : C15H10N2O2
M.W : 250.25
SMILES Code : O=C=NC1=CC=C(CC2=CC=CC=C2N=C=O)C=C1

Safety of [ 5873-54-1 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H330-H315-H319-H334-H335
Precautionary Statements:P501-P260-P271-P264-P280-P284-P302+P352-P342+P311-P337+P313-P305+P351+P338-P362+P364-P332+P313-P304+P340+P310-P403+P233-P405
Class:6.1
UN#:2206
Packing Group:

Application In Synthesis of [ 5873-54-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 5873-54-1 ]

[ 5873-54-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 75-44-5 ]
  • polyamines [ No CAS ]
  • [ 1208-52-2 ]
  • [ 6582-52-1 ]
  • [ 101-77-9 ]
  • polyisocyanates [ No CAS ]
  • [ 2536-05-2 ]
  • [ 5873-54-1 ]
  • [ 101-68-8 ]
YieldReaction ConditionsOperation in experiment
35 - 48.2%; 0.2 - 0.5%; 5.5 - 7.2%; 44.1 - 59.3% In chlorobenzene; at 0℃;Product distribution / selectivity; b) Preparation of the polyisocyanate mixture: In another stirred reactor, the 1900 g of polyamine mixture were dissolved in 5700 g of chlorobenzene. In a second vessel, a 33 wt.% phosgene solution was prepared by dissolving 3800 g of phosgene in 7600 g of chlorobenzene, with cooling to 0C, and mixing the amine and phosgene solutions with vigorous stirring. The solid suspension formed was then heated slowly and the hydrogen chloride gas produced was withdrawn in appropriate manner. This gave a homogeneous solution of the polyisocyanate. The solvent was then separated off by distillation to give 2370 g of a polyisocyanate mixture having the following composition: 4,4'-MDI: 59.3 wt.%2,4'-MDI: 5.5 wt.%2,2'-MDI: 0.2 wt.%higher-molecular polyisocyanates: 35 wt.% This mixture had a crystallization point below 20C and was suitable for transportation in large barrels and tankers.; b) Preparation of the polyisocyanate mixture: The polyamine mixture was reacted with phosgene in chlorobenzene in the same manner as described in Example 1 to give the polyisocyanate mixture. This gave 2330 g of a polyisocyanate mixture having the following composition: 4,4'-MDI: 44.1 wt.%2,4'-MDI: 7.2 wt.%2,2'-MDI: 0.5 wt.%higher-molecular polyisocyanates: 48.2 wt.% This first polyisocyanate mixture was distilled in a pot still at 10 mbar pressure and 215C bottom temperature until 280 g of distillate had been obtained. This distillate was back-mixed with 420 g of the remaining bottom product. This gave 700 g of a second polyisocyanate mixture having the following composition: 4,4'-MDI: 57.4 wt.%2,4'-MDI: 9.0 wt.%2,2'-MDI: 0.5 wt.%higher-molecular polyisocyanates: 33.1 wt.% This mixture had a crystallization point below 20C and was suitable for transportation in large barrels and tankers.
  • 2
  • [ 75-44-5 ]
  • [ 1208-52-2 ]
  • [ 6582-52-1 ]
  • [ 101-77-9 ]
  • [ 2536-05-2 ]
  • [ 5873-54-1 ]
  • [ 101-68-8 ]
YieldReaction ConditionsOperation in experiment
In chlorobenzene; at 0℃;Heating / reflux;Product distribution / selectivity; b) Production of a Mixture of Di- and Polyisocyanates; The 1,900 g of the mixture of di- and polyamines obtained in Example 1 a) were dissolved in 5,700 g of chlorobenzene in another stirred reactor. In a second vessel, a 33 wt. % (based on the weight of the solution) phosgene solution was prepared by dissolving 3,800 g of phosgene in 7,600 g of chlorobenzene, while cooling to 0 C., and the amine and phosgene solutions were mixed while stirring intensively. The resulting suspension of solids was heated slowly with the formation of hydrogen chloride gas, which was withdrawn in a suitable manner. A homogeneous solution of polyisocyanate was formed during this process. The solvent was separated off by distillation, which resulted in 2,370 g of a mixture of di- and polyisocyanates of the following composition being obtained: 4,4'-MDI: 59.3 wt. %, 2,4'-MDI: 5.5 wt. %, 2,2'-MDI: 0.2 wt. %, higher molecular weight polyisocyanates: 35 wt. %, based on the weight of the mixture.; b) Production of the Polyisocyanate Mixture; The mixture of di- and polyamines obtained in Example 2 a) was reacted with phosgene in chlorobenzene in the same way as described in Example 1, with the same molar ratio of phosgene to amino groups as in Example 1, to form the polyisocyanate mixture. 2,330 g of a polyisocyanate mixture of the following composition were obtained: 4,4'-MDI: 44.1 wt. %, 2,4'-MDI: 7.2 wt. %, 2,2'-MDI: 0.5 wt. %, higher molecular weight polyisocyanates: 48.2 wt. %, based on the weight of the mixture.
In chlorobenzene; at 0℃;Industry scale;Product distribution / selectivity; In a stirred reactor, 1900 g of the mixture of diamines and polyamines obtained in Example 1 were dissolved in 5700 g chlorobenzene with a content of 200 ppm phosgene and 200 ppm MDI, based in each case on the weight of the solvent chlorobenzene. In a second vessel made of stainless steel (DIN 1.4571), a 33 wt. % (based on the weight of the solution) phosgene solution was prepared by dissolving 3800 g phosgene in 7600 g chlorobenzene while cooling to 0 C., and the amine and phosgene solutions were mixed while stirring intensively. The resulting suspension of solids was then heated slowly with the formation of hydrogen chloride gas, which was withdrawn by suitable means. During this process, a homogeneous solution of the polyisocyanate was formed. The solvent was now separated off by distillation, as a result of which 2370 g of a mixture of diisocyanates and polyisocyanates of the following composition was obtained:4,4'-MDI: 59.2 wt. %2,4'-MDI: 5.4 wt. %2,2'-MDI: 0.2 wt. %higher molecular weight polyisocyanates: 35.2 wt. %, based in each case on the weight of the mixture.Acidity (ASTM D 1638-74): 180 ppmIron content: 10 ppmExtinction of a 2% solution in chlorobenzene (wavelength 430 nm, film thickness 10 mm): 0.27 Example 3 (Production of a Mixture of Diisocyanates and Polyisocyanates Using Pure Solvent (According to the Invention))In a stirred reactor, 1900 g of the mixture of diamines and polyamines obtained in Example 1 were dissolved in 5700 g chlorobenzene with a content of 20 ppm phosgene and 20 ppm MDI, based in each case on the weight of the solvent chlorobenzene. In a second vessel made of stainless steel (DIN 1.4571), a 33 wt. % (based on the weight of the solution) phosgene solution was prepared by dissolving 3800 g phosgene in 7600 g chlorobenzene while cooling to 0 C., and the amine and phosgene solutions were mixed into this while stirring intensively. The resulting suspension of solids was then heated slowly with the formation of hydrogen chloride gas, which was withdrawn by suitable means. During this process, a homogeneous solution of the polyisocyanate was formed. The solvent was then separated off by distillation, as a result of which 2370 g of a mixture of diisocyanates and polyisocyanates of the following composition was obtained:4,4'-MDI: 59.3 wt. %2,4'-MDI: 5.5 wt. %2,2'-MDI: 0.2 wt. %higher molecular weight polyisocyanates: 35 wt. %, based in each case on the weight of the mixture.Acidity (ASTM D 1638-74): 62 ppmIron content: 4 ppmExtinction of a 2% solution in chlorobenzene (wavelength 430 nm, film thickness 10 mm): 0.13Thus, when the results of Examples 2 and 3 are compared, it is shown that the use of purified solvent for the production of the amine solution in accordance with the process of the present invention results in an isocyanate being obtained with improved quality, which is expressed as a low acidity, a low iron content and a light color (low extinction).
 

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