Biodegradable polyesteramide and a process of preparing

Details Biodegradable polyesteramide and a process of preparing Biodegradable polyesteramide and a process of preparing

1997-07-03

2000-08-29

Hampton-Hightower, P.

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

From carboxylic acid or derivative thereof

528170, 528172, 528173, 528272, 528289, 528310, 528335, 528336, C08G 1860, C08G 6944

Patent

active

061110582

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

1. Field of the Invention
The present invention relates to biodegradable polyesteramides Q1 with a molecular weight (M.sub.n) in the range from 5,000 to 50,000 g/mol, a viscosity number in the range from 30 to 450 g/ml (measured in o-dichlorobenzene/phenol (50/50 ratio by weight) at a concentration of 0.5% by weight of polyesteramide Q1 at 25.degree. C.) and a melting point in the range from 50 to 220.degree. C., obtainable by reacting a mixture consisting essentially of
(a1) from 95 to 99.9% by weight of a polyesteramide P1 obtainable by reacting a mixture consisting essentially of
(b1) a mixture consisting essentially of thereof, mixtures thereof, and individual mole percentages is 100 mol %, and
(b2) a mixture consisting essentially of consisting of C.sub.2 -C.sub.6 -alkanediols and C.sub.5 -C.sub.10 -cycloalkanediols, amino-C.sub.5 -C.sub.10 -cycloalkanol, and ##STR1## where R.sup.1 is a single bond, a (CH.sub.2).sub.q -alkylene group with q=2, 3 or 4, or a phenylene group, where the total of the individual mole percentages is 100 mol %, to 1.5:1, (M.sub.n) in the range from 4,000 to 40,000 g/mol, a viscosity number in the range from 30 to 450 g/ml (measured in o-dichlorobenzene/phenol (50/50 ratio by weight) at a concentration of 0.5% by weight of polyesteramide P1 at 25.degree. C.) and a melting point in the range from 50 to 220.degree. C., and with the further proviso that from 0 to 5 mol %, based on the molar amount of component (a1) used, of a compound D with at least three groups capable of ester formation are used to prepare the polyesteramides P1,
(a2) from 0.1 to 5% by weight of a divinyl ether C1 and
(a3) from 0 to 5 mol %, based on component (b1) from the preparation of P1, of compound D.
The invention furthermore relates to polymers and biodegradable thermoplastic molding compositions as claimed in the dependent claims, processes for the preparation thereof, the use thereof for producing biodegradable moldings and adhesives, biodegradable moldings, foams and blends with starch, obtainable from the polymers and molding compositions according to the invention.
2. Description of Related Art
Polymers which are biodegradable, ie. decompose under environmental influences in an appropriate and demonstrable time span, have been known for some time. This degradation usually takes place by hydrolysis and/or oxidation, but predominantly by the action of microorganisms such as bacteria, yeasts, fungi and algae. Y. Tokiwa and T. Suzuki (Nature, 270, (1977) 76-78) describe the enzymatic degradation of aliphatic polyesters, for example including polyesters based on succinic acid and aliphatic diols.
EP-A 565,235 describes aliphatic copolyesters containing [--NH--C(O)O--] groups (urethane units). The copolyesters of EP-A 565,235 are obtained by reacting a prepolyester, which is obtained by reacting essentially succinic acid and an aliphatic diol, with a diisocyanate, preferably hexamethylene diisocyanate. The reaction with the diisocyanate is necessary according to EP-A 565,235 because the polycondensation alone results only in polymers with molecular weights such that they display unsatisfactory mechanical properties. A crucial disadvantage is the use of succinic acid or ester derivatives thereof to prepare the copolyesters because succinic acid and derivatives thereof are costly and are not available in adequate quantity on the market. In addition, the polyesters prepared using succinic acid as the only acid component are degraded only extremely slowly.
Chain extension can, according to EP-A 534 295, also be advantageously achieved by reaction with divinyl ethers.
WO 92/13019 discloses copolyesters based on predominantly aromatic dicarboxylic acids and aliphatic diols, where at least 85 mol % of the polyester diol residue comprises a terephthalic acid residue. The hydrophilicity of the copolyester can be increased and the crystallinity can be reduced by modifications such as incorporation of up to 2.5 mol % of metal salts of 5-sulfoisophthalic acid or short-chain ether diol s

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