LOW ODOR POLYETHER POLYOL AND PREPARATION THEREOF

Abstract

The present invention relates to a method for the preparation of a low odor polyether polyol, including: a) providing a basic polyether polyol which comprises one or more aldehyde compounds in an amount of lower than 2 wt. %, based on the amount of said basic polyether polyol as 100 wt. %; b) adding to said basic polyether polyol an aldehyde trapping agent and said aldehyde trapping agent is reacted with said one or more aldehyde compounds to remove said one or more aldehyde compounds, wherein said aldehyde trapping agent is in an amount of 0.1 to 5 wt. %, based on the weight of said basic polyether polyol as 100 wt. %; and c) removing the excess aldehyde trapping agent to obtain said low odor polyether polyol. The present invention also relates to the low odor polyether polyol prepared by said method.

Claims

1. A method for the preparation of a low odor polyether polyol, comprising: a) providing a basic polyether polyol comprising one or more aldehyde compounds in an amount of lower than 2 wt. %, based on the amount of said basic polyether polyol as 100 wt. %; b) adding an aldehyde trapping agent to said basic polyether polyol and reacting said aldehyde trapping agent with said one or more aldehyde compounds to remove said one or more aldehyde compounds, wherein said aldehyde trapping agent is used in an amount of 0.1 to 5 wt. %, based on the amount of said basic polyether polyol as 100 wt. %; and c) removing the excess aldehyde trapping agent to obtain said low odor polyether polyol.

2. The method for the preparation of a low odor polyether polyol according to claim 1, wherein said basic polyether polyol is oxide or propylene oxide.

3. The method for the preparation of a low odor polyether polyol according to claim 1, wherein said aldehyde compounds are selected from the group consisting of monomeric aldehyde compounds, condensates of monomeric aldehyde compounds, and products from reaction of monomeric aldehyde compounds and diols.

4. The method for the preparation of a low odor polyether polyol of claim 1, wherein said aldehyde trapping agent is selected from the group consisting of hydrazine compounds or salts thereof, and their solvates.

5. The method for the preparation of a low odor polyether polyol according to claim 4, wherein said hydrazine compounds are selected from the group consisting of hydrazine, carbamyl hydrazine, carbohydrazide, oxamic hydrazide, oxalyldihydrazide, propanedioyl dihydrazide, butanedioyl dihydrazide and combinations thereof.

6. The method for the preparation of a low odor polyether polyol of claim 1, wherein in said step b), the aldehyde trapping agent is reacted with the aldehyde compound(s) at a temperature of 40 to 130 C. for 1 to 5 hours.

7. The method for the preparation of a low odor polyether polyol according to claim 6, wherein the reaction between the aldehyde trapping agent and the aldehyde compound(s) is carried out in an inert gas atmosphere.

8. The method for the preparation of a low odor polyether polyol of claim 1, wherein in said step c), said aldehyde trapping agent is removed by adding and reacting an isocyanate with the unreacted aldehyde trapping agent.

9. The method for the preparation of a low odor polyether polyol according to claim 8, wherein said isocyanate is selected from the group consisting of toluene diisocyanate, diphenylmethane diisocyanate, and combinations thereof.

10. A low odor polyether polyol prepared by the method of claim 1.

11. A polyurethane material prepared from the low odor polyether polyol of claim 10.

Description

EXAMPLES

[0054] The raw materials used in the Examples of the present application are as follows.

TABLE-US-00001 Hydroxyl Trade name Type value Source Arcol 3553 Polyether 35 Purchased from Covestro polyol Polymers (China) Company Ltd Arcol 1362 Polyether 28 Purchased from Covestro polyol Polymers (China) Company Ltd TDI T 80 Toluene Purchased from Covestro diisocyanate Polymers (China) Company Ltd Hydrazine Containing Purchased from Aladdin Reagent hydrate 36% of Co., Ltd water
Method for Testing the Odor of the Polyether Polyol 150 ml of the polyether polyol was placed into 200 ml glass bottles which were placed, respectively, at the room temperature of 25 C. or in an oven of 80 C. for 2 hours. After the bottles were taken out, 8 to 10 persons smelled the above polyether polyol individually with an interval of 10 minutes respectively, and rated the level of the odor according to the standards listed in the following table. The average value of the levels given by each person is taken as the final result.

TABLE-US-00002 TABLE 1 Test Standards for the Odor of Polyether Polyol Standards for evaluation Odor levels No odor 1 Odor without interference 2 Obvious odor without interference 3 Odor with interference 4 Strong odor with interference 5 Unbearable 6 Result calculation; individual evaluation on odor level can have an accuracy up to 0.5; the final evaluation result is the arithmetic average value of individual evaluation levels, which has an accuracy up to 0.5.

Examples 1-3

[0055] A 1000 ml four-neck reaction bottle was equipped with a temperature tester, a Pendraulik stirrer and an evacuating device. ARCOL 3553 polyether polyol and hydrazine hydrate were added according to the amounts given in the following table. After 2 hours of reaction at 60 C., T-80 was further added dropwise to the mixture under rapid stirring, after which the mixture was stirred for another half an hour. At 100 C., nitrogen was passed through and the bottle was evacuated to remove excess water. After cooling to room temperature, the odor level of the sample was rated. The result is shown in Table 2.

TABLE-US-00003 TABLE 2 Test Result of the Odor of Polyether Polyol Comparative Example 1 Example 1 Example 2 Example 3 Arcol 3553 600 600 600 600 Hydrazine 6 12 18 hydrate (g) Reaction time at 2 2 2 60 C. T-80 (g) 22.8 45.6 68.4 Polyether odor 2.4 2.0 1.7 1.2 at 25 C. Polyether odor 2.8 2.5 1.8 1.5 at 80 C.

[0056] It can be seen from the above Examples that, under sufficient stirring at 60 C., hydrazine hydrate can reduce the odor of the polyether polyol.

Examples 4-6

[0057] A 1000 ml four-neck reaction bottle was equipped with a temperature tester, a Pendraulik stirrer and an evacuating device. ARCOL 1362 polyether polyol and hydrazine hydrate were added according to the amounts given in the following table. After 2 hours of reaction and reflux at 95 to 100 C., T-80 was further added dropwise to the mixture under rapid stirring, after which the mixture was stirred for another half an hour. At 100 C., nitrogen was passed through and the bottle was evacuated to remove excess water. After cooling to room temperature, the odor level of the sample was rated. The result is shown in Table 3.

TABLE-US-00004 TABLE 3 Test Result of the Odor of Polyether Polyol Comparative Example 2 Example 4 Example 5 Example 6 Arcol 1362 600 600 600 600 Hydrazine hydrate 12 (g) Butanedioyl 20 dihydrazide (g) Adipyl dihydrazide 20 (g) Reaction time at 2 2 2 80 C. (h) T-80 (g) 45.6 45.6 45.6 Polyether odor at 2.7 1.3 1.7 1.8 25 C. Polyether odor at 2.9 1.5 2.2 2.3 80 C.

[0058] It can be seen from the above Examples that all of the hydrazine compounds have the effect of reducing the odor of the polyether polyol, but hydrazine hydrate shows the best effect.

Examples 7-8

Example 7

Stepwise Method

[0059] A 1000 ml four-neck reaction bottle was equipped with a temperature tester, a Pendraulik stirrer and an evacuating device. 500 g of ARCOL 1362 polyether polyol and 7.5 g of hydrazine hydrate were added according to the amounts given in the following table. After 2 hours of reaction and reflux at 80 C., T-80 (26 g) was further added dropwise to the mixture under rapid stirring, after which the mixture was stirred for another half an hour. At 100 C., nitrogen was passed through and the bottle was evacuated to remove excess water. After cooling to room temperature, the odor level of the sample was rated. The result is shown in Table 4.

Example 8

One-Step Method

[0060] A 1000 ml four-neck reaction bottle was equipped with a temperature tester, a Pendraulik stirrer and an evacuating device. 500 g of ARCOT, 1362 polyether polyol, 7.5 g of hydrazine hydrate and T-80 (26 g) were added according to the amounts given in the following table. Reaction and reflux were carried out at 80 C. under rapid stirring for 2 hours. Then, at 100 C., nitrogen was passed through and the bottle was evacuated to remove excess water. After cooling to room temperature, the odor level of the sample was rated. The result is shown in Table 4.

TABLE-US-00005 TABLE 4 Test Result of the Odor of Polyether Polyol Arcol 3553 Example 7 Example 8 Odor rating at 25 C. 2.5 1.5 2.0 Odor rating at 80 C. 3.0 2.5 3.0

[0061] It can be seen from Examples 7-8 that the reaction according to the stepwise method is more complete arid has a better effect in deodorization than that according to the one-step method.