# US 9,434,807 B2 · Carbodiimide-containing compositions and method for the production and use thereof

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- Number: US 9,434,807 B2
- Document ID: US9434807B2
- Status: Granted
- Kind: B2
- Application number: 14/405,337
- Filed: 2013-03-22
- Published: 2015-06-18
- Granted: 2016-09-06
- Earliest claimed: 2012-06-05
- Assignees: Rhein Chemie Rheinau GmbH
- Applicants: Rhein Chemie Rheinau GmbH
- Inventors: Wilhelm Laufer; Armin Eckert; Martina Hauck
- Web page: https://patentgrep.com/patent/US9434807B2

## CPC

- C08G 18/3819: {having nitrogen}
- C08G 18/0838: {Manufacture of polymers in the presence of non-reactive compounds (preparation of compositions C08L75/00)}
- C08G 18/42: Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G 18/4244: {containing oxygen in the form of ether groups}
- C08G 18/664: {with compounds of group C08G18/3203}
- C08G 18/6651: {with compounds of group C08G18/3225 or polyamines of C08G18/38}
- C08G 71/04: Polyurethanes
- C08K 5/29: Compounds containing {one or more} carbon-to-nitrogen double bonds
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

Carbodiimide containing compositions include diilsocyenates, polyols, and liquid carbodiimide of the formula where R1, R2, R4 and R6 are each independently C3-C6-alkyl, and R3 and R5 are each independently C1-C3-alkyl.

## Claims

### Claim 1

A composition comprising:
a polyether ester polyol that is liquid at temperatures of 30° C.-80° C., and/or a polyester polyol that is liquid at temperatures of 30° C.-80° C.;
a carbodiimide of the formula (I) that is liquid at room temperature
where R1, R2, R4 and R6 are each independently C3-C6-alkyl, and
R3 and R6 are each independently C1-C3-alkyl, and
a diisocyanate,
where a ratio of diisocyanate to polyol is 20-50:100 parts by weight.

### Claim 2 (depends on 1)

The composition as claimed in claim 1, wherein the R1 to R6 radicals are the same within the molecule.

### Claim 3 (depends on 2)

The composition as claimed in claim 2, wherein the R1 to R6 radicals are isopropyl.

### Claim 4 (depends on 1)

The composition as claimed in claim 1, further comprising a mixture of a plurality of carbodiimides of the formula (I).

### Claim 5 (depends on 1)

The composition as claimed in claim 1, additionally comprising a catalyst.

### Claim 6 (depends on 5)

The composition as claimed in claim 5, additionally comprising a diamine and/or a further short-chain diol having a molar mass less than 200 g/mol.

### Claim 7 (depends on 1)

The composition of claim 1, wherein the ratio of diisocyanate to polyol is 25 to 35:100 parts by weight.

### Claim 8 (depends on 1)

The composition of claim 1, wherein the polyols have a molecular weight of 1000 to 2000 g/mol, and an OH number of 20 to 150.

### Claim 9 (depends on 8)

The composition of claim 8, wherein:
the ratio of diisocyanate to polyol is 25:100 to 35:100 parts by weight;
the ratio of carbodiimide to polyol is 0.1:100 to 5:100 parts by weight; and
the composition additionally comprises, based on the weight of the composition:
0.01 to 1 wt % of a catalyst; and
5 to 30 wt % of a diamine and/or a further short-chain did having a molar mass less than 200 g/mol.

### Claim 10 (depends on 1)

A process for preparing the composition as claimed in claim 1, the process comprising charging a vessel with the polyol and stirring or metering the liquid carbodiimide of formula (I) or a mixture of liquid carbodiimides of formula (I) into the polyol.

### Claim 11 (depends on 10)

The process for preparing a composition as claimed in claim 10, further comprising stirring the diisocyanate into the composition composed of polyol and carbodiimide of formula (I) at temperatures between 80 and 130° C.

### Claim 12 (depends on 6)

A process for preparing a composition as claimed in claim 6, the process comprising premixing the catalyst with the diamine and/or the further short-chain diol having a molar mass less than 200 g/mol to produce a premix, and stirring the premix into a composition composed of the polyol, the carbodiimide of formula (I) and the diisocyanate at temperatures between 40° C. and 100° C.

### Claim 13

A polymer obtained by reaction of:
a polyether ester polyol that is liquid at temperatures of 30° C.-80° C., and/or a polyester polyol that is liquid at temperatures of 30° C.-80° C., and
a carbodiimide of the formula (I) that is liquid at room temperature
where R1, R2, R4 and R6 is each independently C3-C6-alkyl, and
R3 and R5 is each independently C1-C3-alkyl,
with a diisocyanate at temperatures between 80° C. and 130° C., where a ratio of diisocyanate to polyol is 20-50:100 parts by weight.

### Claim 14 (depends on 13)

The polymer of claim 13, wherein the ratio of diisocyanate to polyol is 25 to 35:100 parts by weight.
