DE2038783A1 - Process for the manufacture of urethane foams - Google Patents

Description

PATENT LAWYERS

DR. I. MAAS

DR. W. PFEIFFER, DR. E VOITHENLEITNER

8 MUNICH 23 UNGERERSTR. 25 -TEL. 3902 36

769

Jefferson Chemical Company, Inc., Houston, Texas, V.St.A.

Process for the production of urethane foams (excretion from P'2009918.7),,

The invention relates to the manufacture of urethane foams.

FG Willeboordse, FE Critchfield and RL Meeker have described the use of amine ethers and Aminthioäthern as catalysts for the production of urethane foams in the article "Kinetics and Catalysis of Urethane Foam Reactions" in Journal of Cellular Pl ,, tics, etc. January 1965.

Trtiary amines of the formula · <· ..- ■ -.... · .;

-1 η ι ι

xyz

where R is an alkylene radical with 2 to 12 carbon atoms, Z is an alkyl radical with 1 to 18 carbon atoms, X and Y hydrogen atoms or radicals Z, A an alkyl radical

09810/2133

with 1 to 4 carbon atoms and m an integer from 2 to 8, are obtained by alkylating a polyoxyalkylenepolyamine obtained with an aldehyde and subsequent hydrogenation of the product. This new tertiary Amines are advantageous catalysts for production of urethane foams, especially when slow reaction

n are desired.

These new tertiary amines and their preparation are described in patent (P 20 09 918.7) ".

The invention relates to a process for curing a urethane foam produced from a polyol and a polymeric isocyanate, which is characterized in that a catalytic amount of a compound of the formula is used in the preparation for the production of the urethane foam

R / ~ (OCH ₂ CH) _n OCH-CH-N (A) _2- 7 _B X YZ

used, where R is an alkylene radical with 2 bia 12 carbon atoms, Z is an alkyl radical with 1 to 18 carbon atoms, X and Y are hydrogen atoms or radicals Z, A is an alkyl radical with 1 to 4 carbon atoms and m is an integer from 2 to 8 .

The method according to the invention is preferably used for curing. such urethane foams having a catalytic amount of tertiary amines represented by the following formulas

109810/2133

A CH, CH-A

I I ·? I> I.

AN- (CH-CH ₂ O) ^ H ₂ -CH-N-

wherein A is an alkyl radical having 1 to 4 carbon atoms and η denotes the numerical values 2.4-2.6, 5.58, 15.91 or 33.13 ",

A CH, CH, CH, A

II J t S I i-> I

■ AN-CH-CH ₂ OCH ₂ -Ch-OCH ₂ -CH-NA

where A is an alkyl radical with 1 to 4 carbon atoms,

A CH, OH-CH, A

II ·? I ^ I 2 I.

AN-CH-CH ₂ (OCH ₂ -CH) ₂ OCh ₂ -CH-NA

where A is an alkyl radical with 1 to 4 carbon atoms,

A CH, CH, CH, A It- ⁷ ι 2 r s ι

AN-CH-CH ₂ (OCH ₂ CH) ^ ₆ (OCHgCH-NA

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wherein A is an alkyl radical having 1 to 4 carbon atoms, or

CH ₅ A

• I

GH ₂ - (O-CH ₂ -OH) _x NA

CH ₅ CH ₂ -C-CH ₂ - (O-CH ₂ CH) -NA

CH ₉ - (O-CH ₅ -CH) ₁₇ -NA CH,

where χ + y + ζ is about 5t3 and A is an alkyl radical with 1 to 4 carbon atoms is carried out.

The invention is illustrated in more detail by the following examples.

109810/2133

example 1

Using 3.3 ^l - (methylethylenedioxy) bis (ii, l \ ^TI -dimethylisopropylamine) as a catalyst, an excellent rigid urethane foam is produced. It will
uses the following approach.

Polyol based on methyl glucoaide (hydroxyl number = 460) 3 9.3 ? °

Silicone. 0.5 fa

Dirnethylaminoethanol. ■. . 0.3 ⁰ A

Tricilorfluoromethane 14.0 i <> 3.3 '- (methylethylenedioxy (bis (N, N "-dimethyl-

isopropylamine), 0.5 ⁰ A

Polymeric isocyanates 45.4 96

The frame time is 65 seconds, the rise time

325 seconds and the tack-free time 310 seconds.

Example 2

With the approach described in Example 1, however
using the tertiary amine, this was made into a slurry by slowly adding 1900 g of tetrapropylene glycol diamine. 105Q ,, ^ _: 9 | 0r ^ -igem paraformaldehyde and
2950 g of methanol and hydrogenation of the product obtained
becomes an excellent urethane foam
manufactured. The framing time is 77 seconds, the stick time is 360 seconds and the tack-free time is 320 seconds.

· BATH

t 09810/2133

Claims (9)

Claims Method for hardening a polyol and a polymeric isocyanate produced urethane foam, characterized in that one in the Approach to making the urethane foam a catalytic amount of a compound of the formula I t t X YZ used, wherein R is an alkylene radical having 2 to carbon atoms, Z is an alkyl radical having 1 to Carbon atoms, X and Y hydrogen atoms or radicals Z, A an alkyl radical with 1 to 4 carbon atoms and m is an integer from 2 to 8, 2. The method according to claim 1, characterized in that one in the approach to the production of the urethane foam a catalytic amount of a compound of the formula A CH ₃ cn a Il I 2 ι AN- (OH-CH ₂ OJ _n CH ₂ -CH-NA used, in which A is an alkyl radical with 1 to 4 carbon atoms and η the numerical values 2.4-2.6, 109810/2133 - 7 ■ - 5.53, 15.91 or 33.13 means. 3. The method according to claim 2, characterized in that a compound of the formula given in claim 2 is used, wherein A is the ^iVl ethyl radical. 4. The method according to claim 1, characterized in that that one in the approach to making the urethane foam a catalytic amount of a compound of the formula A CH, CK,. CH ^ A f I ■> % J I -> I AH-CH-CH ₂ OCH ₂ -Ch-OCH ₂ -GH-NA verv / ends in which A is an alkyl radical with 1 to 4 Means carbon atoms. 5. The method according to claim 1, characterized in that that a catalytic amount of the compound 3.3 ^l - (Kethyläthylendioxy) bis (N, N'-dimethylisopropylamine) is used in the approach to the production of the urethane λ foam. 6. The method according to claim 1, characterized in that one in the approach to the production of the urethane foam a catalytic amount of a compound of the formula 109810/2133 A CU-, CTI, CH, A «Ι 3, 3, 3, AN-GH-Ch ₂ (OGH ₂ -CH) ₂ OCII ₂ -CH-NA used, in which-A is an alkylene red with 1 to 4 Means carbon atoms. 7. The method according to claim 6, characterized in that a compound of the formula given in claim 6 men used, in which A is the methyl radical. 8. The method according to claim 1, characterized in that one in the approach to the production of the urethane sauna a catalytic amount of a compound of the formula Λ CH,. CH, CH, A \ \ J ι J ι -> ι AH-CH-CH ₀ (OGII ₀ CH). ^ OCH ₀ GH-NA used, wherein A is an alkyl red with 1 to 4 Means carbon atoms. 9. The method according to claim 12, characterized in that ir.an in the approach for producing the urethane foam a catalytic amount of a compound of the formula 0. \ Ü ORiGIfJAL 109810/7133 CH, A ι ■> ι GH ₂ - (O-GH ₂ -GH) _x HA CH GH ₀ - (0-GH ₀ -GH) -NA GH, ver'.vcniet, where χ + y f z about 5> 3 iat and A a Denotes alkylreab having 1 to 4 carbon atoms. IO. '/ experience according to claim 9, characterized in that that one is a compound of the specified in Anopruch9 Formula verv / ends, v / or.Ln A denotes the ^ ethylreat. 109810/2133 BATH