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Method for the preparation of polymers from monomers comprising laurolactam

A technology of cinnamyl lactam and polymer, which is applied in the field of polymers and can solve the problems of polyamide yellowing and the like

Pending Publication Date: 2019-07-12
EVONIK OPERATIONS GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It is known from the prior art that impurities in laurolactam promote yellowing of the corresponding polyamides

Method used

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  • Method for the preparation of polymers from monomers comprising laurolactam
  • Method for the preparation of polymers from monomers comprising laurolactam
  • Method for the preparation of polymers from monomers comprising laurolactam

Examples

Experimental program
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Embodiment

[0031] The following examples describe the preparation of polyamide 12 according to various processes according to the invention and reference examples not according to the invention.

[0032] The term "impurity" used hereinafter refers to the following definition: polycyclic substances containing 24 carbon atoms and at least one heteroatom selected from oxygen and nitrogen, having a molar mass of 300 to 380 g / mol.

Embodiment A

[0033] Example A: Preparation of laurolactam

Embodiment A1

[0034] Example A1: with H 2 SO 4 Preparation of laurolactam and subsequent distillation

[0035]3.44 kg of a 25% by weight solution of cyclododecanone in hydrocumene were introduced into the 20-liter reactor at 90°C. Then 2.83 kg ammonia solution (25% by weight in water), 171 g ammonium sulfate, 22 g Hostapur® (emulsifier), 15.2 g titanium silicalite TS-1 and 1.84 kg water were added. The biphasic mixture was vigorously stirred, and 550 g H 2 o 2 The solution (70% by weight in water) was metered into the reactor. Finally, GC analysis showed complete conversion of cyclododecanone to cyclododecanone oxime (Cyclododecanoxim). Stirring was stopped to allow the phases to separate. The aqueous phase was drained and the organic phase was washed twice with 5 kg of water at 95°C.

[0036] Then 900 g of concentrated sulfuric acid were added to the solution of Cyclododecanoxim obtained in the last step in hydrocumene. The biphasic mixture was stirred at 50°C for 30 minutes. T...

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Abstract

Polymers can be prepared from monomers comprising laurolactam, by a process including a. Beckmann rearrangement of cyclododecanone oxime to give laurolactam in the presence of a Beckmann rearrangementcatalyst, b. removal of impurities from the laurolactam to obtain purified laurolactam, and c. polymerization of monomers comprising purified laurolactam. For avoidance of discoloration or yellowingunder ageing conditions, prior to the polymerization, polycyclic substances containing 24 carbon atoms and at least one heteroatom selected from oxygen and nitrogen and having a molar mass between 300and 380 g / mol are limited to 500 ppm, based on laurolactam.

Description

technical field [0001] The present invention relates to a process for the preparation of polymers from monomers comprising laurolactam and optionally other comonomers, and to the polymers obtained by this process. Background technique [0002] Known polymers made from monomers containing laurolactam are, for example, polyamide 12, copolyamides containing laurolactam such as caprolactam-laurolactam-copolyamide, or block copolymers such as polyether-block Para-amide (PEBA). Laurolactam is obtained, for example, from cyclododecanone oxime. Cyclododecanone oxime can be prepared by the reaction of cyclododecanone and hydroxylamine in organic solvents (EP 2551261). In addition, cyclododecanone oxime can be prepared by reacting cyclododecanone with hydrogen peroxide and ammonia in the presence of titanium silicalite catalyst (Titansilikalitkatalysator) (EP 1316545 = US 2003 / 100795, EP 1663955 = US 2008 / 249300). Alternatively, cyclododecanone oxime can be obtained by photoxilat...

Claims

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Application Information

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IPC IPC(8): C08G69/14
CPCC08G69/14C07D225/02C07D201/04C07D255/02C08G69/16
Inventor K.米夸纳K.朱姆班森F-E.鲍曼M.M.施特加尔A.帕利克C.希勒M.米歇尔C.科普曼
Owner EVONIK OPERATIONS GMBH
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