Based on the developed continuous production system of sodium phenol carboxylation reaction, several types of discharging devices are proposed, which are suitable for the case where the transported particles are not easy to maintain a stable state in the transported fluid. Numerical simulations of the gas-solid two-phase flow characteristics and particle distribution were performed with DPM, and the particle retention ratio and fluid loss degree were proposed to investigate the performance of the discharging devices. The results of simulations and industrial experiments showed that a guide plate installed in the “B” discharging device can solve the accumulation problem, realize the efficient and continuous delivery of the particles, and maintain a uniform distribution of particles. This study can provide a reference for the design of a gas-solid two-phase discharging device, and guide the industrial experimental operation and modification of continuous production systems for sodium phenol carboxylation.