# US 8,771,561 B2 · Aminoguanidinephenylphosphinate flame retardant compositions

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- Number: US 8,771,561 B2
- Document ID: US8771561B2
- Status: Granted
- Kind: B2
- Application number: 13/695,952
- Filed: 2011-05-05
- Published: 2013-05-02
- Granted: 2014-07-08
- Earliest claimed: 2010-05-07
- Assignees: BASF SE
- Applicants: Rainer Xalter; Thomas Weiss
- Inventors: Rainer Xalter; Thomas Weiss
- Web page: https://patentgrep.com/patent/US8771561B2

## CPC

- C09K 21/12: containing phosphorus
- C07C 279/02: Guanidine; Salts, complexes or addition compounds thereof
- C07C 281/16: Compounds containing any of the groups [IMAGE cpc-sch-C07C-0974.gif], e.g. aminoguanidine
- C07F 9/304: {Aromatic acids (P-C aromatic linkage)}
- C08K 5/0066: {Flame-proofing or flame-retarding additives}
- C08K 5/5205: {Salts of P-acids with N-bases}
- C08K 5/5313: Phosphinic compounds, e.g. R2=P(:O)OR'
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

The present invention relates to flame retardant polymer compositions which comprise aminoguanidine phenylphosphinates and mixtures with additional flame retardants. The compositions are especially useful for the manufacture of flame retardant compounds based on polyfunctional epoxides or polycondensates like polyesters, polyamides and polycarbonates.

## Claims

### Claim 1

A composition which comprises
a) an aminoguanidine phenylphosphinate salt of formula (I)
wherein
R1-R5 independently of one another represent hydrogen or a substituent selected from the group consisting of C1-C4alkyl, hydroxy, hydroxy-C1-C4alkyl and C1-C4alkoxy;
R6-R10 independently of one another represent hydrogen or a substituent selected from the group consisting of C1-C4alkyl, phenyl, phenyl-C1-C4alkyl, (C1-C4alkyl)1-3phenyl and (C1-C4alkyl)1-2hydroxyphenyl; and
x represents a number between 1.0 and 2.0; and
b) a polymer substrate.

### Claim 2 (depends on 1)

A composition according to claim 1, wherein in the aminoguanidine phenylphosphinate salt (I)
R1-R5 represent hydrogen;
R6-R10 independently of one another represent hydrogen or C1-C4alkyl; and
x represents a number between 1.0 and 2.0.

### Claim 3 (depends on 1)

A composition according to claim 1, wherein in the aminoguanidine phenylphosphinate salt (I)
R1-R5 represent hydrogen;
R6-R10 represent hydrogen; and
x represents a number between 1.0 and 2.0.

### Claim 4 (depends on 1)

A composition according to claim 1, which comprises b) a polymer substrate selected from the group consisting of polyfunctional epoxide compounds and thermoplastic polymers.

### Claim 5 (depends on 4)

A composition according to claim 4, which comprises b) at least one polyfunctional epoxide compound, wherein at least two epoxy groups of partial formula (A)
are present, which are attached directly to carbon, oxygen, nitrogen or sulphur atoms, and wherein q represents zero, R1 and R3 both represent hydrogen and R2 represents hydrogen or methyl; or
wherein q represents zero or 1, R1 and R3 together form —CH2—CH2— or —CH2—CH2—CH2— groups and R2 represents hydrogen.

### Claim 6 (depends on 4)

A composition according to claim 4, which comprises b) a polyfunctional epoxide compound and a hardener compound that contains at least two amino or two hydroxy groups.

### Claim 7 (depends on 1)

A composition according to claim 1, which additionally comprises further additives selected from the group consisting of polymer stabilizers and additional flame retardants.

### Claim 8 (depends on 7)

A composition according to claim 7, which comprises an additional flame retardant selected from the group consisting of melamine polyphosphate, ammonium polyphosphate, melamine ammonium phosphate, melamine ammonium polyphosphate, melamine ammonium pyrophosphate, a condensation product of melamine with phosphoric acid, other reaction products of melamine with phosphoric acid and mixtures thereof.

### Claim 9 (depends on 1)

A composition according to claim 1, which comprises a further polymer substrate.

### Claim 10

A process for imparting flame retardancy to a hardened polyfunctional epoxide composition, which process comprises adding to the composition an aminoguanidine phenylphosphinate salt (I)
wherein
R1-R5 Independently of one another represent hydrogen or a substituent selected from the group consisting of C1-C4alkyl, hydroxy, hydroxy-C1-C4alkyl and C1-C4alkoxy;
R6-R10 independently of one another represent hydrogen or a substituent selected from the group consisting of C1-C4alkyl, phenyl,phenyl-C1-C4alkyl,(C1-C4alkyl)1-3phenyl and (C1-C4alkyl) 1-2 hydroxyphenyl; and
x represents a number between 1.0 and 2.0.

### Claim 11

An aminoauanidine ohenvlohosohinate salt of formula (I)
wherein
R1-R5 independently of one another represent hydrogen or a substituent selected from the group consisting of C1-C4alkyl, hydroxy, hydroxy-C1-C4alkyl and C1-C4alkoxy;
R6-R10 independently of one another represent hydrogen or a substituent selected from the group consisting of C1-C4alkyl, phenyl, phenyl-C1-C4alkyl, (C1-C4alkyl)1-3phenyl and (C1-C4alkyl)1-2hydroxyphenyl; and
x represents a number between 1.0 and 2.0.

### Claim 12 (depends on 11)

An aminoguanidine phenylphosphinate (I) according to claim 11, wherein
R1-R5 represent hydrogen;
R6-R10 independently of one another represent hydrogen or C1-C4alkyl; and
x represents a number between 1.0 and 2.0.

### Claim 13 (depends on 11)

An aminoguanidine phenylphosphinate (I) according to claim 11, wherein
R1-R5 represent hydrogen;
R6-R10 independently of one another represent hydrogen; and
x represents a number between 1.0 and 2.0.

### Claim 14 (depends on 4)

A composition according to claim 4, which comprises b) a polyfunctional epoxide compound and optionally a hardener compound.

### Claim 15 (depends on 4)

A composition according to claim 4, which comprises b) a polyfunctional epoxide compound and a hardener compound.

### Claim 16 (depends on 4)

A composition according to claim 4, which comprises b) a thermoplastic polymer.
