Highly branched polyphosphonates based on melamine

• US 5,334,692 A
• Filed: 11/24/1993
• Issued: 08/02/1994
• Est. Priority Date: 09/06/1990
• Status: Expired due to Fees

• Current Assignee: Bayer AG
• Original Assignee: Bayer AG
• Inventors: Zander, Klaus, Arndt, Uwe, Gehrke, Hans-Georg, Schulz-Schlitte, Wolfgang, Freitag, Dieter, Kirsch, Jurgen, Hess, Bernhard
• Primary Examiner(s): Kight, III, John
• Assistant Examiner(s): Mullis, Jeffrey Culpeper
• Application Number:
  US08/158,160
• Time in Patent Office: 251 Days
• Field of Search: 528/129, 528/137, 528/139, 528/140, 528/141, 528/142, 528/144, 528/154, 528/158, 528/167, 528/164, 528/168, 528/125, 528/126, 528/127, 528/128
• US Class Current: 528/126
• CPC Class Codes: C08G 79/04 Phosphorus linked to oxygen or to oxygen and carbon
• CPC Class Codes: C08L 101/00 Compositions of unspecified macromolecular compounds
• CPC Class Codes: C08L 2201/02 Flame or fire retardant/resistant
• CPC Class Codes: C08L 2666/14 Macromolecular compounds according to C08L59/00 - C08L87/00; Derivatives thereof
• CPC Class Codes: C08L 67/02 Polyesters derived from dicarboxylic acids and dihydroxy compounds C08L67/06 takes precedence
• CPC Class Codes: C08L 85/00 Compositions of macromolecular compounds obtained by reactions forming a linkage in the main chain of the macromolecule containing atoms other than silicon, sulfur, nitrogen, oxygen and carbon; Compositions of derivatives of such polymers

Abstract

New, highly branched polyphosphonates which have a greatly improved flame retardant action compared with known polyphosphonates which are suitable as additives for plastics. In addition the new polyphosphonates may be incorporated in plastics as stabilizers with excellent migration properties.

Claims

1. Highly branched compounds composed of phosphorus-containing structural units and melamine units, comprising:

A) from 70 to 99.5% by weight of structural units corresponding to formula (AI) or (AI'"'"') ##STR14## wherein R₁ stands for a C₁ -C₁₀ alkyl group or an aromatic ring having 6 to 12 carbon atoms,

D stands for oxygen,

d denotes 1,

n stands for integers from 2 to 1000 and

X stands for the following formula ##STR15## wherein Y denotes a single bond or C₁ -C₃ -alkylene, C₅ -C₁₂ -cycloalkylene, O, S, CO or SO₂,

R'"'"' and R" denote, independently, C₁ -C₁₀ -alkyl, halogen, phenyl or hydrogen,

a stands for zero or 1, and

t₁ and t₂ denote, independently, 0, 1, 2, 3 or 4, or

X denotes a naphthylene or phenolphthalein group, and

B) from 0.5 to 30% by weight of structural units of one or more compounds corresponding to formula (BII) or (BIII) ##STR16## wherein R₂ stands for a CH₂ --O structural unit or hydrogen

R₃ stands for a CH₂ --O structural unit and

T stands for an optionally substituted C₁ -C₁₀ -alkylene, C₅ -C₁₀ -cycloalkylene or C₆ -C₁₀ -arylene group or an optionally substituted diphenylmethane group,

together with structural units derived from polyphenols having 3 or 4 aromatic OH groups.

2. Plastics containing the highly branched compounds of claim 1 and a color stabilizer.

3. A synthetic resin containing the highly branched compounds of claim 1.

4. A process for the preparation of the highly branched compounds as claimed in claim 1, wherein a phosphonic acid ester is transesterified with an aromatic dihydroxy compound and a compound on which the structural units of the formula B) in claim 1 are based, in the solvent-free state under nitrogen at atmospheric pressure or reduced pressure in the presence of a catalytic quantity of transesterification catalyst with removal of the volatile constituents by distillation.

5. A thermoplastic molding composition comprising:

i) 30 to 98% by weight of polyalkylene terephthalate; and

ii) 2 to 30% by weight of highly branched compounds composed of phosphorus-containing structural units and melamine units, comprising;

A) from 70 to 99.5% by weight of structural units corresponding to formula (AI)or (AI'"'"') ##STR17## wherein R₁ stands for a C₁ -C₁₀ alkyl group or an aromatic ring having 6 to 12 carbon atoms,

D stands for oxygen,

d denotes 1,

n stands for integers from 2 to 1000 and

X stands for the following formula ##STR18## wherein Y denotes a single bond or C₁ -C₃ -alkylene, C₅ -C₁₂ -cycloalkylene, O, S, CO or SO₂,

R'"'"' and R" denote, independently, C₁ -C₁₀ -alkyl, halogen, phenyl or hydrogen,

a stands for zero or 1, and

t₁ and t₂ denote, independently, 0, 1, 2, 3, or 4 or

X denotes a naphthylene or phenolphthalein group, and

B) from 0.1 to 40% by weight of structural units of one or more compounds corresponding to formula (BII) or (BIII) ##STR19## wherein

R₂ stands for a CH₂ --O structural unit or hydrogen

R₃ stands for a CH₂ --O structural unit and

T stands for an optionally substituted C₁ -C₁₀ -alkylene, C₅ -C₁₀ -cycloalkylene or C₆ -C₁₀ -arylene group or an optionally substituted diphenylmethane group,

together with structural units derived from polyphenols having 3 or 4 aromatic OH groups.