US6774183B1 — Copolyesters having improved retained adhesion

Claim 1

Independent Claim 101 words

A method of making an adhesive or coating, comprising: reacting at least one difunctional alcohol and at least one dicarboxylic acid to form a copolyester polymer chain, and during the course of that reaction, infusing at least one low polarity polymeric block into the copolyester polymer chain wherein at least one low polarity polymeric block is selected from the group of: saturated and unsaturated telechelic polyolefins having a weight average molecular weight of between 500 and 4500, fluorine substituted telechelic oligomers and polymers, functionally terminated ABA block copolymers of polyalkyleneoxide (A) and alkyl and aromatic substituted polysiloxanes (B), and blends thereof.

Claim 2

Independent Claim 101 words

A method of making an adhesive or coating, comprising: reacting at least one difunctional alcohol and at least one dicarboxylic acid to form a copolyester polymer chain, and during the course of that reaction, infusing at least one low polarity polymeric block into the copolyester polymer chain wherein at least one low polarity polymeric block is selected from the group of: saturated and unsaturated telechelic polyolefins having a weight average molecular weight of between 500 and 4500, fluorine substituted telechelic oligomers and polymers, functionally terminated ABA block copolymers of polyalkyleneoxide (A) and alkyl and aromatic substituted polysiloxanes (B), and blends thereof.

Claim 3

Dependent Claim 46 words

The method of claim 1 , wherein the reaction is carried out in two stages, the first stage being a direct esterification or transesterification reaction, and the second stage being a polyesterification stage, and wherein the low polarity polymeric block is infused during the first stage.

Claim 4

Dependent Claim 16 words

The method of claim 2 further comprising adding at least one catalyst during the first stage.

Claim 5

Dependent Claim 40 words

The method of claim 3 , whereby the at least one catalyst is an esterification catalyst selected from the group of: acid salts, hydroxides of potassium and lithium, para-toluenesulfonic acid (p-TSA), lead and tin salts, mineral acids and blends thereof.

Claim 6

Dependent Claim 36 words

The method of claim 3 , whereby the at least one catalyst is a transesterification catalyst selected from the group of: alkyl titanates, alkyl tin compounds, acetates of antimony, zinc, manganese, magnesium, calcium and blends thereof.

Claim 7

Dependent Claim 16 words

The method of claim 2 further comprising adding at least one catalyst during the second stage.

Claim 8

Dependent Claim 38 words

The method of claim 6 , whereby the at least one catalyst is selected from the group of: oxides of lead, oxides of manganese, oxides of germanium, alkyl titanates, alkanolamine complexes of titanium, organotin compounds and blends thereof.

Claim 9

Dependent Claim 19 words

The method of claim 1 , whereby the adhesive or coating has substantial adhesion to polymeric or cellulosic substrates.

Claim 10

Dependent Claim 13 words

The method of claim 8 , whereby the substantial adhesion is initial adhesion.

Claim 11

Dependent Claim 18 words

The method of claim 9 , whereby the substantial adhesion is initial adhesion to low surface energy substrates.

Claim 12

Dependent Claim 13 words

The method of claim 8 , whereby the substantial adhesion is aged adhesion.

Claim 13

Dependent Claim 18 words

The method of claim 11 , whereby the substantial adhesion is aged adhesion to low surface energy substrates.

Claim 14

Dependent Claim 14 words

The method of claim 1 , wherein the adhesive or coating is solvent based.

Claim 15

Dependent Claim 44 words

The method of claim 1 , wherein the at least one difunctional alcohol is selected from the group of: alkyl diols from C 2 to C 12 , cycloaliphatic diols, aliphatic diols containing aromatic moietics, C 2 -C 12 polyalkyleneoxide polyols, and blends thereof.

Claim 16

Dependent Claim 46 words

The method of claim 14 , wherein the at least one difunctional alcohol is selected form the group of: ethylene glycol, diethylene glycol, butanediol, propanediol, hexane diol, cyclohexanedimethanol, oligomeric alkylencoxide polyols with a number average molecular weight from about 300 to about 5000, and blends thereof.

Claim 17

Dependent Claim 25 words

The method of claim 15 , wherein the at least one difunctional alcohol is selected from the group of: ethylene glycol, butanediol, and blends thereof.

Claim 18

Dependent Claim 46 words

The method of claim 1 , wherein the at least one dicarboxylic acid is selected from the group of: aliphatic diacids from C 4 to C 36 , cycloaliphatic diacids, aromatic diacids, their C 1 to C 6 alkyl esters of dicarboxylic acids, and blends thereof.

Claim 19

Dependent Claim 67 words

The method of claim 17 , wherein the at least one dicarboxylic acid is selected from the group of: aliphatic diacids from C 4 to C 36 such as adipic acid, azelaic acid, sebacic acid, cyclohexane dicarboxylic acid, or aromatic diacids such as terephthalic acid, naphthalene dicarboxylic acid, isophthalic acid, the lower (C 1 to C 6 ) alkyl esters of said dicarboxylic acids, and blends thereof.

Claim 20

Dependent Claim 32 words

The method of claim 18 , wherein the at least one dicarboxylic acid is selected from the group of: terephthalic acid, sebacic acid, isophthalic acid or their methyl esters, or blends thereof.

Claim 21

Dependent Claim 53 words

The method of claim 18 , wherein the at least one dicarboxylic acid is selected from the group consisting of adipic acid, azelaic acid, sebacic acid, cyclohexane dicarboxylic acid, terephthalic acid, naphthalene dicarboxylic acid, isophthalic acid, the lower (C 1 to C 6 ) alkyl esters of said dicarboxylic acids, and blends thereof.

Claim 22

Dependent Claim 50 words

The method of claim 1 , wherein the at least one low polarity polymeric block is selected from the group of: saturated and unsaturated telechelic polyolefins, fluorine substituted telechelic oligomers and polymers, functionally terminated ABA block copolymers of polyalkyleneoxide (A) and alkyl and aromatic substituted polysiloxanes (B), and blends thereof.

Claim 23

Dependent Claim 44 words

The method of claim 21 , wherein the at least one low polarity polymeric block is selected from: ABA telechelic block copolymers of polyalkyleneoxide (A) and alkyl and aromatic substituted polysiloxanes (B) with a weight average molecular weight from about 1000 to about 10,000.

Claim 24

Dependent Claim 34 words

The method of claim 22 , wherein the at least one low polarity polymeric block is selected from: ABA telechelic block copolymers with a weight average molecular weight from about 1500 to about 6000.

Claim 25

Dependent Claim 34 words

The method of claim 23 , wherein the at least one low polarity polymeric block is selected from: ABA telechelic block copolymers with a weight average molecular weight from about 1800 to about 3500.

Claim 26

Dependent Claim 33 words

The method of claim 1 , wherein the at least one low polarity polymeric block is an ABA block polymer consisting of about 40 wt % polyalkylencoxide and about 60 wt % polydimethylsiloxane.

Claim 27

Dependent Claim 18 words

The method of claim 1 further comprising adding at least one polyfunctional branching agent during the first stage.

Claim 28

Dependent Claim 30 words

The method of claim 26 , wherein the at least one polyfunctional branching agent is selected from the group of trimellitic anhydride, pyromellitic dianhydride, trimethylolethane, trimethylolpropane, pentaerythritol and blends thereof.

Claim 29

Dependent Claim 23 words

The method of claim 1 , wherein the adhesive or coating has a weight average molecular weight of about 5,000 to about 150,000.

Claim 30

Dependent Claim 23 words

The method of claim 1 , wherein the adhesive or coating has a weight average molecular weight of about 30,000 to about 90,000.

Claim 31

Dependent Claim 46 words

The method of claim 1 , wherein the adhesive or coating has substantial aged adhesion to a substrate selected from the group consisting of untreated polyethyleneterephthalate (PET), polyethylenenaphthalate (PEN), untreated oriented polypropylene (OPP), polyvinyl fluoride, nylons, polyimides, polycarbonates, polystyrene, polymethylmethacrylate (PMMA), polyvinyldiene fluoride, polyurethanes, and cellulosics.

Claim 32

Independent Claim 99 words

A method of improving the adhesion of copolyesters to polymeric or cellulosic substrates, comprising: incorporating a low polarity telechelic oligomeric block segment in the copolyester polymer chain wherein the copolyester polymer is prepared from at least one difunctional alcohol and at least one dicarboxylic acid; and the low polarity telechelic oligomeric block segment is selected from the group of: saturated and unsaturated telechelic polyolefins having a weight average molecular weight of between 500 and 4500, fluorine substituted telechelic oligomers and polymers, functionally terminated ABA block copolymers of polyalkyleneoxide (A) and alkyl and aromatic substituted polysiloxanes (B), and blends thereof.

Claim 33

Independent Claim 99 words

A method of improving the adhesion of copolyesters to polymeric or cellulosic substrates, comprising: incorporating a low polarity telechelic oligomeric block segment in the copolyester polymer chain wherein the copolyester polymer is prepared from at least one difunctional alcohol and at least one dicarboxylic acid; and the low polarity telechelic oligomeric block segment is selected from the group of: saturated and unsaturated telechelic polyolefins having a weight average molecular weight of between 500 and 4500, fluorine substituted telechelic oligomers and polymers, functionally terminated ABA block copolymers of polyalkyleneoxide (A) and alkyl and aromatic substituted polysiloxanes (B), and blends thereof.

Claim 34

Dependent Claim 13 words

The method of claim 31 , wherein the improved adhesion is initial adhesion.

Claim 35

Dependent Claim 18 words

The method of claim 32 , wherein the improved adhesion is initial adhesion to low surface energy substrates.

Claim 36

Dependent Claim 13 words

The method of claim 31 , wherein the improved adhesion is aged adhesion.

Claim 37

Dependent Claim 18 words

The method of claim 34 , wherein the improved adhesion is aged adhesion to low surface energy substrate.

Claim 38

Dependent Claim 13 words

The method of claim 31 , wherein the copolyester is a crystalline copolyester.

Claim 39

Dependent Claim 30 words

The method of claim 31 , wherein the low polarity block segment is incorporated into the copolyester polymer chain at levels of from about 0.5 to about 85 weight percent.

Claim 40

Dependent Claim 30 words

The method of claim 37 , wherein the low polarity block segment is incorporated into the copolyester polymer chain at levels of from about 1 to about 50 weight percent.

Claim 41

Dependent Claim 30 words

The method of claim 38 , wherein the low polarity block segment is incorporated into the copolyester polymer chain at levels of from about 2 to about 35 weight percent.

Claim 42

Dependent Claim 90 words

An adhesive or coating copolyester composition having substantial adhesion to polymeric substrates, comprising the reaction product of: at least one difunctional alcohol; at least one dicarboxylic acid; and at least one low polarity telechelic oligomeric block material wherein at least one low polarity block is selected from the group of: saturated and unsaturated telechelic polyolefins having a weight average molecular weight of between 500 and 4500; fluorine substituted telechelic oligomers and polymers; functionally terminated ABA block copolymers of (A) polyalkyleneoxide and (B) alkyl or aromatic substituted polysiloxanes; and blends thereof.

Claim 43

Dependent Claim 90 words

An adhesive or coating copolyester composition having substantial adhesion to polymeric substrates, comprising the reaction product of: at least one difunctional alcohol; at least one dicarboxylic acid; and at least one low polarity telechelic oligomeric block material wherein at least one low polarity block is selected from the group of: saturated and unsaturated telechelic polyolefins having a weight average molecular weight of between 500 and 4500; fluorine substituted telechelic oligomers and polymers; functionally terminated ABA block copolymers of (A) polyalkyleneoxide and (B) alkyl or aromatic substituted polysiloxanes; and blends thereof.

Claim 44

Dependent Claim 23 words

The adhesive or coating composition of claim 40 , wherein the composition has substantial retained adhesion to polymeric and low surface energy substrates.

Claim 45

Dependent Claim 47 words

The adhesive or coating composition of claim 40 , wherein the at least one difunctional alcohol is selected from the group of: alkyl diols from C 2 to C 12 , cycloaliphatic diols, aliphatic diols containing aromatic moieties, C 2 -C 12 polyalkylencoxide polyols, and blends thereof.

Claim 46

Dependent Claim 38 words

The adhesive or coating composition of claim 40 , wherein the at least one dicarboxylic acid is selected from the group of: aliphatic diacids from C 4 to C 36 , cycloaliphatic diacids, aromatic diacids, and blends thereof.

Claim 47

Dependent Claim 16 words

The adhesive or coating composition of claim 40 further comprising at least one polyfunctional branching agent.

Claim 48

Dependent Claim 36 words

The adhesive or coating composition of claim 40 , wherein the at least one low polarity polymeric block is an ABA block polymer consisting of about 40 wt % polyalkylencoxide and about 60 wt % polydimethylsiloxane.

Claim 49

Dependent Claim 27 words

The adhesive or coating composition of claim 40 , wherein the adhesive or coating composition has a weight average molecular weight of about 5,000 to about 150,000.

Claim 50

Dependent Claim 43 words

The adhesive or coating of claim 40 , wherein the composition has substantial retained adhesion to substrates comprising at least one material selected from untreated polyethyleneterephthalate, polyethylenenaphthalate, untreated oriented polypropylene, polyvinyl fluoride, nylon, polyimide, polycarbonate, polystyrene, polymethyl methacrylate, polyvinyldiene fluoride, polyurethanes, and cellulosics.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	2007-08-10	2008-02-09	2008-08-10	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	2011-08-10	2012-02-09	2012-08-10	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	2015-08-10	2016-02-09	2016-08-10	$7700.00	Window Closed / Lapsed

Copolyesters having improved retained adhesion

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