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Acid capped amine catalyst for preparing polyurethane

A technology of catalysts and blocked amines, applied in the direction of organic chemistry, can solve the problems of foam plastic collapse, poor foam plastic, etc.

Inactive Publication Date: 2002-11-20
AIR PROD & CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Carbon dioxide will escape from the foaming of the formulation, leading to the collapse of the foam and the formation of poor quality foam

Method used

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  • Acid capped amine catalyst for preparing polyurethane
  • Acid capped amine catalyst for preparing polyurethane

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Acid-terminated BDMAEE catalysts were prepared using the following ingredients:

[0034] BDMAEE: 37.0 p.b.w. 0.23 mol

[0035] ·HO(CH 2 CH 2 O) 2 H: 28.8p.b.w. 0.27mol

[0036] · Phthalic anhydride 34.2p.b.w. 0.23mol

[0037] The alcohol was heated to 100°C with stirring and phthalic anhydride was added. After all the phthalic anhydride had dissolved, the reaction mixture was cooled to 50-70°C and the amine (BDMAEE) was added slowly. The solution was maintained at about 60°C for one hour to complete the reaction.

[0038] Table 1 shows the MDI flex molding control Formulation A ("High Density Formulation") used to evaluate the performance of the new acid-terminated amine catalyst.

[0039] components

[0040] pbw = parts by weight

[0041] * DABCO DC 2585 - Silicone Surfactant supplied by Air Products and Chemicals, Inc

[0042] ** DABCO 33LV - 33% by weight solution of triethylenediamine in dipropylene glycol supplied by Air Products and Chemical...

Embodiment 2

[0053] The following MDI flex molding control formulation (B) ("Low Density Formulation") was used to evaluate the performance of BL-X.

[0054] Table 4

[0055] Polyether polyol (OH#=28)

[0056] BL-X was used as the acid-terminated blowing catalyst. Use levels with the same BDMAEE content were chosen for all three catalysts. The results are listed in Table 5.

[0057] test

[0058] The results of Experiment 2 indicated that BL-X provided a longer onset time compared to the non-capped BDMAEE based DABCO BL11. Additionally, BL-X provided a longer onset time than a competing delayed blow catalyst (NIAX A 400). The demold time was determined as previously described. The demold times for trials 1-3 were all comparable based on the hand-mixed foam sheets. Also, the more delayed onset time with BL-X did not affect cure time.

[0059] Element

[0060] Table 6

[0061] test

[...

Embodiment 4

[0064] Corrosion test

[0065] For the determination of corrosivity, stainless steel metal blades were stored at 65°C for 2 weeks with BL-X and with a competitive capped blowing catalyst (NIAX A 400). The weight of the leaves before and after storage was determined. The loss of its amount is considered a measure of the corrosivity of the acid-terminated blowing catalyst.

[0066] Table 7

[0067] catalyst

weight before storage

mg

weight after storage

mg

weight loss

mg

weight loss

%

BL-X

836.3

833.7

2.6

0

NIAX A 400

771.8

765.3

6.5

1

[0068] The results in Table 7 show that BL-X does not corrode. Compared with NIAX A 400, its performance is slightly better.

[0069] Result (embodiment 1-4) summary

[0070] These examples show that use of the novel acid-blocked amine catalysts provides significantly improved...

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Abstract

Novel acid-blocked amine catalysts and their use in the preparation of polyurethanes. The acid-blocked amine catalysts have the general structure shown below: wherein A is the residue of an organic acid anhydride; R1 is H or C1 to C6 alkyl; R2 is H or C1 to C6 alkyl; n is an integer of 0 to 10; and B is a compound containing a protonated amine and one or more primary amine, secondary amine, or tertiary amine groups.

Description

Background technique [0001] Polyurethanes have a wide variety of uses. For example, polyurethane elastomers are used in automotive parts, shoe soles, and other products that require toughness, flexibility, strength, wear resistance, and shock absorption. Polyurethanes are also used in coatings and in flexible and rigid foams. [0002] Polyurethanes are generally prepared by reaction of polyisocyanates and polyols in the presence of catalysts. The catalyst is typically a low molecular weight tertiary amine such as triethylenediamine. [0003] Polyurethane foams are prepared by the reaction of polyisocyanates and polyols in the presence of various additives. One of the additives can be water, which is used as a blowing agent. Carbon dioxide is produced from the foaming reaction of water and polyisocyanate. Foams can be formed by a one-step process or by first forming a prepolymer and then reacting the prepolymer with water in the presence of a catalyst to form the foam. Wh...

Claims

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Application Information

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IPC IPC(8): C07C69/60C07C69/80C08G18/16C08G18/18C08G18/48C08G18/76C08G65/332C08G65/333
CPCC08G18/1875C08G18/48C08G18/7621C08G18/7671C08G65/3324C08G65/33306C08G65/33396C08G2110/0083C08G2110/005C08G2110/0008C08G18/18C08G18/76
Inventor S·H·温德尔R·法德-阿格海伊
Owner AIR PROD & CHEM INC
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