IP Library Granted Patent US 11,566,103
Granted Patent B2
US 11,566,103 · App. 16/960,035 · Granted Jan 31, 2023

Hyperbranched polylactide resin compositions

Inventors: Jed Richard Randall (Minneapolis, MN); Aman Kulshrestha (Minnetonka, MN); Nemat Hossieny (Medina, MN)
Assignee: Nature Works LLC
C08G63/823
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Quick Facts
Patent No.
US 11,566,103
App. No.
16/960,035
Granted
Jan 31, 2023
Kind
B2
Abstract

Polylactide resins are branched by reaction with a mixture of a polyene compound and a cyclic peroxide. This branching method produces a product that has a very high polydispersity, a high branching number (B n ) and excellent melt strength, without forming large amounts of gelled material. The branched polylactide resins are useful in many melt processing operations, in particular sheet and film extrusion, extrusion foaming, extrusion coating and fiber processing. They are characterized by easy processing and allow for broadened processing windows.

Claims (14)

1. A branched polylactide made by a method comprising the steps of

I. forming a molten mixture of:

i) a starting linear polylactide resin or mixture of linear polylactide resins;

ii) 0.05 to 1.5 weight percent, based on the weight of component i), of at least one polyene compound, the polyene compound having 2 to 6 vinyl groups and an equivalent weight per vinyl group of up to 500; and

iii) 0.001 to 0.2 weight percent, based on the weight of component i), of at least one cyclic peroxide; and

II. reacting the molten mixture at a temperature sufficient to decompose component iii) and branch at least a portion of the linear polylactide resins, wherein the branched polylactide has an absolute M w of at least 200,000 g/mol, a polydispersity of at least 3, an absolute Z-average molecular weight of at least 1,250,000 g/mol, an inherent viscosity of 1.1 to 1.35 dL/g, a branching number (B n ) of at least 3, and a gel content of 10% or less by weight based on the weight of the polylactide composition.

2. A branched polylactide made by a method comprising the steps of

I. forming a molten mixture of:

i) a starting linear polylactide resin or mixture of linear polylactide resins;

ii) 0.05 to 1.5 weight percent, based on the weight of component i), of at least one polyene compound, the polyene compound having 2 to 6 vinyl groups and an equivalent weight per vinyl group of up to 500; and

iii) 0.001 to 0.2 weight percent, based on the weight of component i), of at least one cyclic peroxide; and

II. reacting the molten mixture at a temperature sufficient to decompose component iii) and branch at least a portion of the linear polylactide resins, wherein the branched polylactide has an absolute M w , of at least 350,000 g/mol, a polydispersity of at least 4, an absolute Z-average molecular weight of 1,500,000 to 3,000,000 g/mol, an inherent viscosity of 1.1 to 1.35 dL/g, a branching number (B n ) of at least 6, and a gel content of 10% or less by weight, based on the weight of the polylactide composition.

3. A branched polylactide having an absolute M w , of at least 200,000 g/mol, a polydispersity of at least 3, an absolute Z-average molecular weight of at least 1,250,000 g/mol, an inherent viscosity of 1.1 to 1.35 dL/g, a branching number (B n ) of at least 3 branches, and a gel content of 10% or less by weight based on the weight of the polylactide composition.

4. A branched polylactide having an absolute M w , of at least 350,000 g/mol, a polydispersity of at least 4, an absolute Z-average molecular weight of 1,500,000 to 3,000,000 g/mol, an inherent viscosity of 1.1 to 1.35 dL/g, a branching number (B n ) of at least 6 branches, and a gel content of 10% or less by weight based on the weight of the polylactide composition.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Aug 11, 2025
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: NATUREWORKS, LLC
Reel/Frame 072412/0844 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 23, 2022
From: RANDALL, JED RICHARD; KULSHRESTHA, AMAN; HOSSIENY, NEMAT
To: NATUREWORKS LLC
Reel/Frame 062192/0625 →
SECURITY INTEREST Recorded Oct 20, 2021
From: NATUREWORKS LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 057879/0338 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 3, 2020
From: RANDALL, JED RICHARD; KULSHRESTHA, AMAN; HOSSIENY, NEMAT
To: NATUREWORKS LLC
Reel/Frame 053115/0242 →