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US5484881A Expired / Lapsed US ⏱️ 0.0 years remaining

Melt-stable amorphous lactide polymer film and process for manufacturing thereof

Assignee: Cargill Inc
•
Filing: 1993-08-23
•
Granted: 1996-01-16
•
Expires: 2013-08-23
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Abstract

Abstract An amorphous film comprised of a lactide polymer. The lactide polymer comprises a plurality of poly(lactide) polymer chains, residual lactide in concentration of less than about 2 percent and water in concentration of less than about 2000 parts-per-million. A process for manufacturing an amorphous film with the lactide polymer composition is also disclosed.

Inventors

  • 👤 Patrick R. Gruber
  • 👤 Jeffrey J. Kolstad
  • 👤 Christopher M. Ryan
  • 👤 Eric S. Hall
  • 👤 Robin S. Eichen Conn

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 20:55
CPC Classifications
C; C08; C08J; C08J5/00; C08J5/18; A; A61; A61L; A61L15/00; A61L15/16; A61L15/22; A61L15/26; A61L31/00; A61L31/04; A61L31/06; C08G; C08G63/00; C08G63/02; C08G63/06; C08G63/08; C08G63/88; C08G63/90; C08L; C08L67/00; C08L67/04; C09; C09D; C09D167/00; C09D167/04; D; D01; D01F; D01F6/00; D01F6/58; D01F6/62; D01F6/625; D04; D04H; D04H1/00; D04H1/40; D04H1/42; D21; D21H; D21H19/00; D21H19/10; D21H19/14; D21H19/24; D21H19/28; D21H19/36; D21H19/44; D21H19/62; C08G2230/00; C08J2367/00; C08J2367/04; C08L101/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31786; Y10T428/3179; Y10T428/31801; Y10T428/31804; Y10T428/31808; Y10T428/31815; Y10T428/31819; Y10T428/31971; Y10T428/31993

Claims Analysis

Total Claims: 49
Claim 1
Independent Claim 121 words
An amorphous film exhibiting a net endotherm of less than about 10 joules per gram of poly(lactide) polymer, said film comprising a melt stable, lactide polymer composition, said composition comprising: i) a plurality of poly(lactide) polymer chains, said polymer chains being reaction products of polymerizing a lactide mixture comprising greater than about 1 percent by weight meso-lactide, with the remaining lactide being selected from the group consisting of L-lactide, D-lactide and mixtures thereof, said plurality having a number average molecular weight of from about 10,000 to about 300,000; ii) residual lactide in a concentration of less than about 2 percent by weight; and iii) water, if present at all, present in a concentration of less than about 2000 parts per million.
Claim 2
Dependent Claim 121 words
An amorphous film exhibiting a net endotherm of less than about 10 joules per gram of poly(lactide) polymer, said film comprising a melt stable, lactide polymer composition, said composition comprising: i) a plurality of poly(lactide) polymer chains, said polymer chains being reaction products of polymerizing a lactide mixture comprising greater than about 1 percent by weight meso-lactide, with the remaining lactide being selected from the group consisting of L-lactide, D-lactide and mixtures thereof, said plurality having a number average molecular weight of from about 10,000 to about 300,000; ii) residual lactide in a concentration of less than about 2 percent by weight; and iii) water, if present at all, present in a concentration of less than about 2000 parts per million.
Claim 3
Dependent Claim 24 words
The film of claim 1 wherein said plurality of poly(lactide) polymer chains have a number average molecular weight from about 20,000 to about 275,000.
Claim 4
Dependent Claim 24 words
The film of claim 1 wherein said plurality of poly(lactide) polymer chains have a number average molecular weight from about 40,000 to about 250,000.
Claim 5
Dependent Claim 27 words
The film of claim 1 wherein said polymer chains are reaction products of polymerizing a lactide mixture comprising about 12 to about 50 percent by weight meso-lactide.
Claim 6
Dependent Claim 18 words
The film of claim 1 wherein said concentration of water is less than about 500 parts per million.
Claim 7
Dependent Claim 18 words
The film of claim 1 wherein said concentration of water is less than about 100 parts per million.
Claim 8
Dependent Claim 14 words
The film of claim 1 wherein said polymer composition further comprises a stabilizing agent.
Claim 9
Dependent Claim 12 words
The film of claim 7 wherein said stabilizing agent is an antioxidant.
Claim 10
Dependent Claim 13 words
The film of claim 7 wherein said stabilizing agent is a water scavenger.
Claim 11
Dependent Claim 12 words
The film of claim 8, wherein said antioxidant comprises a phosphite-containing compound.
Claim 12
Dependent Claim 15 words
The film of claim 8, wherein said antioxidant comprises a hindered phenolic or phenolic compound.
Claim 13
Dependent Claim 54 words
The film of claim 8, wherein said antioxidant is selected from the group consisting of trialkyl phosphites, mixed alkyl/aryl phosphites, alkylated aryl phosphites, sterically hindered aryl phosphites, aliphatic spirocyclic phosphites, sterically hindered phenyl spirocyclics, sterically hindered bisphosphonites, hydroxyphenyl propionates, hydroxy benzyls, alkylidene bisphenols, alkyl phenols, aromatic amines, thioethers, hindered amines, hydroquinones and mixtures thereof.
Claim 14
Dependent Claim 26 words
The film of claim 9, wherein said water scavenger is selected from the group consisting of carbodiimides, anhydrides, acyl chlorides, isocyanates, alkoxy silanes and mixtures thereof.
Claim 15
Dependent Claim 33 words
The film of claim 9, wherein said water scavenger is a desiccant selected from the group consisting of clay, alumina, silica gel, zeolites, calcium chloride, calcium carbonates, sodium sulfate, bicarbonates and mixtures thereof.
Claim 16
Dependent Claim 38 words
The film of claim 1 wherein said polymer composition further comprises: iv) catalyst means for catalyzing the polymerization of lactide to form the poly(lactide) polymer chains, said catalyst means incorporated into the melt-stable lactide polymer composition during polymerization.
Claim 17
Dependent Claim 26 words
The film of claim 1 wherein said plurality of poly(lactide) polymer chains is the reaction product of polymerization at a temperature greater than about 160° C.
Claim 18
Dependent Claim 51 words
The film of claim 1 wherein said polymer composition further comprises a plasticizer selected from the group consisting of alkyl phosphate esters, dialkylether diesters, tricarboxylic esters, epoxidized oils and esters, polymeric polyesters, polyglycol diesters, alkyl alkylether diesters, aliphatic diesters, alkylether monoesters, citrate esters, dicarboxylic esters, esters of glycerine and mixtures thereof.
Claim 19
Dependent Claim 35 words
The film of claim 1 wherein said polymer is a blend of poly(lactide) and another polymer selected from the group consisting of cellulose acetate propionate, cellulose acetate butyrate, polycaprolactone, poly(hydroxybutyrate-co-hydroxyvalerate), poly(vinyl alcohol) and mixtures thereof.
Claim 20
Dependent Claim 17 words
The film of claim 18 wherein said film has an elongation at break of at least 100%.
Claim 21
Dependent Claim 38 words
The film of claim 1 wherein said polymer composition further comprises a pigment selected from the group consisting of titanium dioxide, clays, calcium carbonate, talc, mica, silica, iron oxide, iron hydroxide, carbon black, magnesium oxide and mixtures thereof.
Claim 22
Dependent Claim 10 words
The film of claim 1 wherein said film is non-crystallizable.
Claim 23
Dependent Claim 105 words
An amorphous noncrystallizable film exhibiting a net endotherm of less than about 10 joules per gram of poly(lactide) polymer, said film comprising a melt stable lactide polymer composition, said composition comprising: i) a plurality of poly(lactide) polymer chains, said polymer chains being reaction products of polymerizing a lactide mixture illustrated by the unshaded regions of FIG. 4, said plurality having a number average molecular weight of from about 10,000 to about 300,000; ii) residual lactide in a concentration of less than about 2 percent by weight; and iii) water, if present at all, present in a concentration of less than about 2000 parts per million.
Claim 24
Dependent Claim 105 words
An amorphous noncrystallizable film exhibiting a net endotherm of less than about 10 joules per gram of poly(lactide) polymer, said film comprising a melt stable lactide polymer composition, said composition comprising: i) a plurality of poly(lactide) polymer chains, said polymer chains being reaction products of polymerizing a lactide mixture illustrated by the unshaded regions of FIG. 4, said plurality having a number average molecular weight of from about 10,000 to about 300,000; ii) residual lactide in a concentration of less than about 2 percent by weight; and iii) water, if present at all, present in a concentration of less than about 2000 parts per million.
Claim 25
Dependent Claim 30 words
An amorphous, non-crystallizable film made of poly(lactide or poly(lactic acid) wherein sequences of major lactic acid formations have less than 0.5 probability of comprising 10 or more lactic acid residuals.
Claim 26
Dependent Claim 30 words
An amorphous, non-crystallizable film made of poly(lactide or poly(lactic acid) wherein sequences of major lactic acid formations have less than 0.5 probability of comprising 10 or more lactic acid residuals.
Claim 27
Dependent Claim 144 words
A process for the manufacture of an amorphous film exhibiting a net endotherm of less than about 10 joules per gram of poly(lactide) polymer, said process comprising the steps of: a) providing a melt-stable lactide polymer composition, said composition comprising: i) a plurality of poly(lactide) polymer chains, said plurality of polymer chains being reaction products of polymerizing a lactide mixture comprising greater than about 1 percent by weight meso-lactide, with the remaining lactide being selected from the group consisting of L-lactide, D-lactide and mixtures thereof, said plurality of polymer chains having a number average molecular weight of about 10,000 to about 300,000; ii) lactide in a concentration of less than about 2 percent by weight; and iii) water, if present at all, present in a concentration of less than about 2000 parts per million; and b) extruding said polymer composition into an amorphous film.
Claim 28
Dependent Claim 144 words
A process for the manufacture of an amorphous film exhibiting a net endotherm of less than about 10 joules per gram of poly(lactide) polymer, said process comprising the steps of: a) providing a melt-stable lactide polymer composition, said composition comprising: i) a plurality of poly(lactide) polymer chains, said plurality of polymer chains being reaction products of polymerizing a lactide mixture comprising greater than about 1 percent by weight meso-lactide, with the remaining lactide being selected from the group consisting of L-lactide, D-lactide and mixtures thereof, said plurality of polymer chains having a number average molecular weight of about 10,000 to about 300,000; ii) lactide in a concentration of less than about 2 percent by weight; and iii) water, if present at all, present in a concentration of less than about 2000 parts per million; and b) extruding said polymer composition into an amorphous film.
Claim 29
Dependent Claim 36 words
The process of claim 24 wherein said polymer chains are reaction products of polymerizing a lactide mixture comprising about 9 to about 50 percent by weight meso-lactide and the remaining lactide is substantially L-lactide and D-lactide.
Claim 30
Dependent Claim 18 words
The process of claim 24 wherein said concentration of water is less than about 500 parts per million.
Claim 31
Dependent Claim 14 words
The process of claim 24 wherein said polymer composition further comprises a stabilizing agent.
Claim 32
Dependent Claim 12 words
The process of claim 27 wherein said stabilizing agent is an antioxidant.
Claim 33
Dependent Claim 13 words
The process of claim 27 wherein said stabilizing agent is a water scavenger.
Claim 34
Dependent Claim 12 words
The process of claim 28 wherein said antioxidant is a phosphite-containing compound.
Claim 35
Dependent Claim 15 words
The process of claim 28 wherein said antioxidant is a hindered phenolic or phenolic compound.
Claim 36
Dependent Claim 54 words
The process of claim 28 wherein said antioxidant is selected from the group consisting of trialkyl phosphites, mixed alkyl/aryl phosphites, alkylated aryl phosphites, sterically hindered aryl phosphites, aliphatic spirocyclic phosphites, sterically hindered phenyl spirocyclics, sterically hindered bisphosphonites, hydroxyphenyl propionates, hydroxy benzyls, alkylidene bisphenols, alkyl phenols, aromatic amines, thioethers, hindered amines, hydroquinones and mixtures thereof.
Claim 37
Dependent Claim 26 words
The process of claim 29 wherein said water scavenger is selected from the group consisting of carbodiimides, anhydrides, acyl chlorides, isocyanates, alkoxy silanes and mixtures thereof.
Claim 38
Dependent Claim 33 words
The process of claim 29 wherein said water scavenger is a desiccant selected from the group consisting of clay, alumina, silica gel, zeolites, calcium chloride, calcium carbonates, sodium sulfate, bicarbonates and mixtures thereof.
Claim 39
Dependent Claim 38 words
The process of claim 24 wherein said polymer composition further comprises: (iv) catalyst means for catalyzing the polymerization of lactide to form the poly(lactide) polymer chains, said catalyst means incorporated into the melt-stable lactide polymer composition during polymerization.
Claim 40
Dependent Claim 27 words
The process of claim 24 wherein said plurality of poly(lactide) polymer chains are the reaction products of polymerization at a temperature of greater than about 160° C.
Claim 41
Dependent Claim 122 words
An article comprising an amorphous film exhibiting a net endotherm of less than about 10 joules per gram of poly(lactide) polymer, said film comprising a melt stable, lactide polymer composition, said composition comprising: i) a plurality of poly(lactide) polymer chains, said polymer chains being reaction products of polymerizing a lactide mixture comprising greater than about 1% by weight meso-lactide, with the remaining lactide being selected from the group consisting of L-lactide, D-lactide and mixtures thereof, said plurality having a number average molecular weight of from about 10,000 to about 300,000; ii) residual lactide in a concentration of less than about 2% by weight; and, iii) water, if present at all, present in a concentration of less than about 2000 parts per million.
Claim 42
Dependent Claim 122 words
An article comprising an amorphous film exhibiting a net endotherm of less than about 10 joules per gram of poly(lactide) polymer, said film comprising a melt stable, lactide polymer composition, said composition comprising: i) a plurality of poly(lactide) polymer chains, said polymer chains being reaction products of polymerizing a lactide mixture comprising greater than about 1% by weight meso-lactide, with the remaining lactide being selected from the group consisting of L-lactide, D-lactide and mixtures thereof, said plurality having a number average molecular weight of from about 10,000 to about 300,000; ii) residual lactide in a concentration of less than about 2% by weight; and, iii) water, if present at all, present in a concentration of less than about 2000 parts per million.
Claim 43
Dependent Claim 11 words
The article according to claim 37, said article being a diaper.
Claim 44
Dependent Claim 12 words
The article according to claim 37, said article being a packaging film.
Claim 45
Dependent Claim 13 words
The article according to claim 37, said article being an agricultural mulch film.
Claim 46
Dependent Claim 11 words
The article according to claim 37, said article being a bag.
Claim 47
Dependent Claim 12 words
The article according to claim 37, said article being a shrinkwrap film.
Claim 48
Dependent Claim 11 words
The article according to claim 37, said article being a tape.
Claim 49
Dependent Claim 59 words
The film of claim 1 wherein said polymer composition further comprises a filler selected from the group consisting of cellulose, wheat, starch, modified starch, chitin, chitosan, keratin, cellulose acetate, cellulosic materials derived from agricultural products, gluten, nut shell flour, wood flour, corn cob flour, guar gum, talc, silica, mica, kaolin, titanium dioxide, wollastonite, perlite, diatomaceous earth and mixtures thereof.

References Cited (Backward Citations)

CA863673A Cited
CA808731A Cited
DE267826C Cited
US1095205A Cited
US1849107A Cited
US1995970A Cited
US2396994A Cited
US2703316A Cited
US2758987A Cited
US2951828A Cited
DE1083275B Cited
US3322791A Cited
GB1040168A Cited
US3268487A Cited
US3531561A Cited
DE1543958A1 Cited
GB1108720A Cited
US3772420A Cited
US3887699A Cited
US3773919A Cited
CA923245A Cited
US3636956A Cited
GB1351409A Cited
US3839297A Cited
US3912692A Cited
US4045418A Cited
US4279249A Cited
US4249531A Cited
US4273920A Cited
US4343931A Cited
US4529792A Cited
EP0052510A2 Cited
US4441496A Cited
EP0107591A2 Cited
US4643734A Cited
GB2145422A Cited
US4677191A Cited
US4683288A Cited
US4595713A Cited
US4728721A Cited
US4727163A Cited
US4789726A Cited
DE3632103A1 Cited
US4990222A Cited
US4960866A Cited
US4797468A Cited
US4766182A Cited
US4719246A Cited
US4800219A Cited
US4981696A Cited
US4835293A Cited
US5053522A Cited
US4983745A Cited
EP0299730A2 Cited
EP0314245A1 Cited
US5053485A Cited
US4950258A Cited
US4902515A Cited
US5180765A Cited
WO1990001521A1 Cited
US5108399A Cited
US5041529A Cited
US5149833A Cited
US5011946A Cited
WO1991002015A1 Cited
WO1991006601A1 Cited
US5225490A Cited
WO1991017155A1 Cited
US5043458A Cited
US5023349A Cited
US5097005A Cited
US5023350A Cited
WO1992000292A1 Cited
WO1992000974A1 Cited
US5076983A Cited
US5134171A Cited
WO1992004413A1 Cited
WO1992004412A1 Cited
WO1992004410A1 Cited
WO1992005168A1 Cited
WO1992005167A1 Cited
WO1992005311A1 Cited
EP0481732A1 Cited
US5136017A Cited
WO1992015340A1 Cited
JPH04283227A Cited
EP0507554A1 Cited
US5132397A Cited
US5223546A Cited
EP0510998A2 Cited
US5340646A Cited
EP0515203A2 Cited
US5296229A Cited
WO1993002075A1 Cited
EP0532154A2 Cited
EP0533314A2 Cited
US5142023A Cited
US5338822A Cited

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