Composition for antistatic release agent and antistatic release film

Abstract

The invention relates to a composition for an antistatic release agent comprising: a release component, a conductive component, an organic solvent, and water, wherein the release component contains a condensation-type organopolysiloxane, the conductive component contains a complex with a -conjugated electrically conductive polymer and a polyanion having a molecular weight of 20,000 to 900,000, an amount of the conductive component is 1 to 300 parts by mass, relative to 100 parts by mass of the release component, at least one amine compound selected from the group consisting of a secondary amine, a tertiary amine or a quaternary ammonium salt is coordinated to or bonded to portion of anion groups in the polyanion as an ion pair, and the water content is 5% by mass or less, relative to a total amount of the composition for an antistatic release agent. The present invention can provide a composition for an antistatic release agent containing a release component, which can be sufficiently cured, and having superior antistatic properties and release properties.

Claims

1. A composition for an antistatic release agent comprising: a release component, a conductive component, an organic solvent, and water, wherein the release component contains a condensation-type organopolysiloxane, the conductive component contains a complex with a -conjugated electrically conductive polymer and a polyanion having a molecular weight of 20,000 to 900,000, an amount of the conductive component is 1 to 300 parts by mass, relative to 100 parts by mass of the release component, at least one amine compound selected from the group consisting of a secondary amine, a tertiary amine or a quaternary ammonium salt is coordinated to or bonded to a portion of anion groups in the polyanion as an ion pair, the water content is 5% by mass or less, relative to a total amount of the composition for an antistatic release agent, and an amount of the amine compound relative to the polyanion is 0.1 to 10 molar equivalents.

2. An antistatic release film comprising: a substrate and a release agent layer formed on at least one surface of the substrate, wherein the substrate is composed of a plastic film or a paper, and the release agent layer is formed from a hardened material of the composition for an antistatic release agent of claim 1.

3. The composition according to claim 1, wherein the release component is a silicone-based material which is a condensation-curing type organopolysiloxane containing at least one composition selected from the group consisting of the following compositions (A) to (C): a composition (A) including (A-1) organopolysiloxane having at least two hydroxy groups within one molecule thereof, (A-2) organopolysiloxane having at least three SiH groups within one molecule thereof, and (A-3) condensation catalyst; a composition (B) including (B-1) organopolysiloxane having at least two hydroxy groups within one molecule thereof, (B-2) organopolysiloxane having at least three hydrolyzable groups within one molecule thereof, and (B-3) condensation catalyst; and a composition (C) including (C-1) organopolysiloxane having at least three hydrolyzable groups within one molecule thereof, and (C-2) condensation catalyst.

4. The composition according to claim 3, wherein each of the components (A-1) and (B-1) is at least one organopolysiloxane represented by general formulae (1-1), (1-2) and (1-3): ##STR00007## wherein R represents a hydroxy group, a monovalent hydrocarbon group having 1 to 20 carbon atoms, or siloxane residue represented by general formula (2-1) or (2-2): ##STR00008## wherein R.sup.1 represents an oxygen atom or an alkylene group having 1 to 6 carbon atoms, R is the same as above, 1 represents an integer of 0 to 1,000, 1 represents an integer of 50 to 9,000, 2 represents an integer of 0 to 900, 2 represents an integer of 0 to 9,000, represents an integer of 1 to 3,000, Me represents a methyl group, and Ph represents a phenyl group.

5. The composition according to claim 3, wherein the component (A-2) is at least one organohydrogenpolysiloxane selected from the group consisting of a polymer of methylhydrogenpolysiloxane; a copolymer of methylhydrogenpolysiloxane and dimethylpolysiloxane; a copolymer of methylhydrogenpolysiloxane and methylphenylpolysiloxane; a copolymer of methylhydrogenpolysiloxane, dimethylpolysiloxane and methylphenylpolysiloxane; and a copolymer of methylhydrogenpolysiloxane, dimethylpolysiloxane and diphenylpolysiloxane.

6. The composition according to claim 3, wherein the component (A-2) is at least one compound represented by general formulae (3-1) to (3-5): ##STR00009## wherein Me represents a methyl group, Y and Z are groups represented by general formulae (4-1) and (4-2), respectively, each of a, b, c, d, e, f, g, h, i, j, k, m, n, o, p, and q is a number such that one molecule contains three or more SiH groups and is an integer within the range as follows: a and e each independently represents an integer of 3 to 500, c represents an integer of 1 to 500, b, d, f, g, h, i, j, k, and m each independently represents an integer of 0 to 500: ##STR00010## wherein Me represents a methyl group, n, o, p and q each independently represents an integer of 0 to 500.

7. The composition according to claim 3, wherein the component (B-2) is at least one organopolysiloxanes represented by general formulae (5-1) to (5-4): ##STR00011## wherein r represents an integer of 1 to 200, s represents an integer of 1 to 200, n represents an integer of 1 to 100, Me represents a methyl group, and Et represents an ethyl group.

8. The composition according to claim 1 or 3, wherein the -conjugated electrically conductive polymer is a poly (3,4-ethylenedioxythiophene).

9. The composition according to claim 1 or 3, wherein the polyanion has a sulfonate group.

10. The composition according to claim 1 or 3, wherein the amine compound has at least one substituent selected from the group consisting of an alkyl group having 4 or more and 12 or less carbon atoms, an aryl group having 6 or more and 10 or less carbon atoms, an aralkyl group having 7 or more and 10 or less carbon atoms, an alkylene group having 2 or more and 4 or less carbon atoms, an arylene group having 6 or more and 10 or less carbon atoms, an aralkylene group having 7 or more and 10 or less carbon atoms and an oxyalkylene group having 2 or more and 6 or less carbon atoms.

11. The composition according to claim 1, wherein the amine-type compound is at least one amine compound selected from the group consisting of tributylamine, trihexylamine, trioctylamine, and a tertiary amine compound represented by the following chemical formula I or II: ##STR00012## wherein R.sup.1, R.sup.2, and R.sup.3 each independently represents an alkyl group of 1 to 24 carbon atoms; A.sup.1O, A.sup.2O, and A.sup.3O each independently represents an oxyalkylene group having 2 to 4 carbon atoms; p, q, and r each independently represents 1p, q, r,100, and q and r meet the requirement of 0<q+r100.

Description

EXAMPLES

(1) Although the following indicates examples and comparative examples of the present invention, the present invention is not limited to the following examples. In the following examples, parts means parts by mass, and % means % by mass.

Production Example 1

(2) 206 g of sodium styrene sulfonate were dissolved in 1,000 ml of the ion exchange water, 1 g of ammonium persulfate oxidizer solution obtained by preliminarily dissolving in 10 ml of water was dropped thereto over 20 minutes while stirring at 80 C., and further stirring the solution for 12 hours.

(3) 1,000 ml of sulfuric acid diluted to 10% by mass was added to the resulting sodium styrene sulfonate-containing solution. Subsequently, about 1,000 ml of polystyrene sulfonate-containing solution were removed using ultrafiltration. Moreover, 2,000 ml of ion exchange water were added to the residual liquid, and about 2,000 ml of solution were removed using ultrafiltration. The aforementioned ultrafiltration procedure was repeated three times. Subsequently, 2,000 mL of ion exchange water were added to the obtained filtrate, and about 2,000 mL of solution were removed using ultrafiltration. The aforementioned ultrafiltration procedure was repeated three times. The water in the resulting solution was removed under reduced pressure to obtain polystyrene sulfonate in the form of a colorless solid. The mass average molecular mass of this polystyrene sulfonate measured by GPC (GPC101, manufactured by Showa Denko K. K.; TSK GEL -M, manufactured by TOSOH CORPORATION is used as a column; 50 mmol-LiBr aqueous solution/acetonitrile=6/4 is used as an eluent) and using styrene as a standard material was 300,000.

Production Example 2

(4) The polystyrene sulfonate having a mass average molecular mass of 200,000 was obtained in the same manner as in the Production Example 1 except that the additive amount of ammonium persulfate oxidizer solution was changed to 3 g.

Production Example 3

(5) The polystyrene sulfonate having a mass average molecular mass of 500,000 was obtained in the same manner as in the Production Example 1 except that the additive amount of ammonium persulfate oxidizer solution was changed to 0.1 g.

Production Example 4

(6) The polystyrene sulfonate having a mass average molecular mass of 1,000,000 was obtained in the same manner as in the Production Example 1 except that the additive amount of ammonium persulfate oxidizer solution was changed to 0.015 g.

Production Example 5

(7) 14.2 g of 3,4-ethylenedioxythiophene and a solution obtained by dissolving 36.7 g of the polystyrene sulfonate (mass average molecular mass is 300,000) obtained in Production Example 1 in 2,000 ml of ion exchange water were mixed at 20 C.

(8) While holding at 20 C., an oxidation catalyst solution obtained by dissolving 29.64 g of ammonium persulfate and 8.0 g of ferric sulfate in 200 ml of ion exchange water were slowly added to the resulting mixed solution while stirring. The reaction was allowed to proceed for 3 hours.

(9) 2,000 ml of ion exchange water were added to the resulting reaction liquid and about 2,000 ml of the solution were removed using ultrafiltration. This procedure was repeated three times.

(10) Next, 200 ml of dilute sulfuric acid having a concentration of 10% and 2,000 ml of ion exchange water were added to the treated liquid on which the aforementioned ultrafiltration was carried out, and about 2,000 ml of the treated liquid were removed using ultrafiltration. Subsequently, 2,000 ml of ion exchange water were further added to the solution, and about 2000 ml of liquid were removed using ultrafiltration. This procedure was repeated three times.

(11) Moreover, 2,000 ml of ion exchange water were added to the resulting treated liquid and about 2,000 ml of the treated liquid were removed by ultrafiltration. This procedure was repeated five times to obtain an aqueous dispersion of polystyrene sulfonate-doped poly(3,4-ethylenedioxythiophene) (hereinafter, referred to as PEDOT-PSS aqueous dispersion) having 1.2% concentration.

Production Example 6

(12) The PEDOT-PSS aqueous dispersion having a concentration of 1.2% was obtained in the same manner as in the Production Example 5 except that polystyrene sulfonate having a mass average molecular weight of 200,000 of the Production Example 2 was used.

Production Example 7

(13) The PEDOT-PSS aqueous dispersion having a concentration of 1.2% was obtained in the same manner as in the Production Example 5 except that polystyrene sulfonate having a mass average molecular weight of 500,000 of the Production Example 3 was used.

Production Example 8

(14) The PEDOT-PSS aqueous dispersion having a concentration of 1.2% was obtained in the same manner as in the Production Example 5 except that polystyrene sulfonate having a mass average molecular weight of 1,000,000 of the Production Example 4 was used.

Production Example 9

(15) 1,000 g of the PEDOT-PSS aqueous dispersion obtained by the Production Example 5 was freeze-dried to obtain 12 g of powder of PEDOT-PSS. To the obtained 12.0 g of powder of PEDOT-PSS, 2,882 g of isopropanol and 10.6 g of trioctylamine were added and mixed to obtain the isopropanol dispersion (1) of PEDOT-PSS having a concentration of 0.4%. The resulting dispersion was uniformly dispersed in the state of a blue transparent.

Production Example 10

(16) The isopropanol dispersion (2) of PEDOT-PSS having a concentration of 0.4% was prepared in the same manner as in the Production Example 9 except that 8.1 g of trihexylamine was used instead of 10.6 g of trioctylamine.

Production Example 11

(17) The isopropanol dispersion (3) of PEDOT-PSS having a concentration of 0.4% was prepared in the same manner as in the Production Example 9 except that 5.56 g of tributylamine was used instead of 10.6 g of trioctylamine.

Production Example 12

(18) The isopropanol dispersion (4) of PEDOT-PSS having a concentration of 0.4% was prepared in the same manner as in the Production Example 9 except that 3.0 g of mono-n-hexylamine was used instead of 10.6 g of trioctylamine. The resulting dispersion was unstable and sedimentation has occurred

Production Example 13

(19) The isopropanol dispersion (5) of PEDOT-PSS having a concentration of 0.4% was prepared in the same manner as in the Production Example 9 except that 1.8 g of Ethomeen C25 (trade name, Lion Akzo Co., Ltd.) was used instead of 10.6 g of trioctylamine. The resulting dispersion was uniformly dispersed in the state of a blue transparent.

Production Example 14

(20) The isopropanol dispersion (6) of PEDOT-PSS having a concentration of 0.4% was prepared in the same manner as in the Production Example 9 except that the PEDOT-PSS aqueous dispersion (a mass average molecular mass of PSS is 200,000) obtained by the Production Example 6 was used. The resulting dispersion was uniformly dispersed in the state of a blue transparent.

Production Example 15

(21) The isopropanol dispersion (7) of PEDOT-PSS having a concentration of 0.4% was prepared in the same manner as in the Production Example 9 except that the PEDOT-PSS aqueous dispersion (a mass average molecular mass of PSS is 500,000) obtained by the Production Example 7 was used. The resulting dispersion was uniformly dispersed in the state of a blue transparent.

Production Example 16

(22) The isopropanol dispersion (10) of PEDOT-PSS having a concentration of 0.4% was prepared in the same manner as in the Production Example 9 except that the PEDOT-PSS aqueous dispersion (a mass average molecular mass of PSS is 1,000,000) obtained by the Production Example 8 was used. The resulting dispersion was unstable and sedimentation has occurred.

(23) <Preparation of Composition for a Release Agent>

(24) A condensation-curing type organopolysiloxane used in the following examples will be explained as follows.

(25) KS-723A: manufactured by Shin-Etsu Chemical Co., Ltd.; active ingredient about 20%; an alkoxyl group-containing organopolysiloxane oil has contained.

(26) KS-723B: manufactured by Shin-Etsu Chemical Co., Ltd.; active ingredient about 50%; a mixture of a silanol group-containing organopolysiloxane oil and an alkoxyl group-containing organopolysiloxane oil.

(27) X-62-470: manufactured by Shin-Etsu Chemical Co., Ltd.; active ingredient about 30%; a mixture of a silanol group-containing organopolysiloxane gum and an alkoxyl group-containing organopolysiloxane oil.

(28) KS-705F: manufactured by Shin-Etsu Chemical Co., Ltd.; active ingredient about 30%; a mixture of a silanol group-containing organopolysiloxane gum and a SiH group-containing organopolysiloxane oil.

(29) Among the above mentioned, the combination of KS-723A, KS-723B and dioctyl tin diacetate is a composition (B). The combination of X-62-470 and dioctyl tin diacetate is a composition (B). The combination of KS-705F and dioctyl tin diacetate is a composition (A).

(30) The amount of the conductive component relative to 100 parts by mass of the release component and the water content of the composition for a release agent in each example were indicated in Tables 1 and 2.

Example 1

(31) 10.9 g of KS-723 A, 2.74 g of KS-723B as condensation-curing type organopolysiloxanes and 0.5 g of dioctyl tin diacetate as a condensation catalyst were added to 30 g of isopropanol dispersion (1) of PEDOT-PSS obtained in Production Example 9. Then, the mixture was diluted with 45.86 g of methyl ethyl ketone and 10.0 g of diacetone alcohol, thereby obtaining a composition for a release agent.

Example 2

(32) 10.0 g of X-62-470 as a condensation-curing type organopolysiloxane and 0.4 g of dioctyl tin diacetate as a condensation catalyst were added to 30 g of isopropanol dispersion (1) of PEDOT-PSS obtained in Production Example 9. Then, the mixture was diluted with 59.6 g of methyl ethyl ketone, thereby obtaining a composition for a release agent.

Example 3

(33) The composition for a release agent was obtained in the same manner as in the Example 2, except that X-62-470 of the condensation-curing type organopolysiloxane was changed to KS-705F.

Example 4

(34) 0.456 g of KS-723B as a condensation-curing type organopolysiloxane and 0.018 g of dioctyl tin diacetate as a condensation catalyst were added to 170 g of the isopropanol dispersion (1) of PEDOT-PSS obtained in the Production Example 9. Then, the mixture was diluted with 45.86 g of methyl ethyl ketone and 10.0 g of diacetone alcohol, thereby obtaining a composition for a release agent.

Example 5

(35) The composition for a release agent was obtained in the same manner as in the Example 4, except that the amount of the isopropanol dispersion (1) of PEDOT-PSS obtained in the Production Example 9 was changed to 120 g.

Example 6

(36) The composition for a release agent was obtained in the same manner as in the Example 4, except that the amount of the isopropanol dispersion (1) of PEDOT-PSS obtained in the Production Example 9 was changed to 60 g.

Example 7

(37) The composition for a release agent was obtained in the same manner as in the Example 1, except that the amount of KS-723A was changed to 0.568 g, the amount of KS-723B was changed to 0.143 g, and the amount of dioctyl tin diacetate was changed to 0.028 g.

Example 8

(38) The composition for a release agent was obtained in the same manner as in the Example 1, except that the amount of KS-723A was changed to 1.09 g, the amount of KS-723B was changed to 0.247 g, and the amount of dioctyl tin diacetate was changed to 0.054 g.

Example 9

(39) The composition for a release agent was obtained in the same manner as in the Example 1, except that the amount of KS-723A was changed to 2.18 g, the amount of KS-723B was changed to 0.548 g, and the amount of dioctyl tin diacetate was changed to 0.108 g.

Example 10

(40) The composition for a release agent was obtained in the same manner as in the Example 1, except that the amount of KS-723A was changed to 4.36 g, the amount of KS-723B was changed to 1.096 g, and the amount of dioctyl tin diacetate was changed to 0.216 g.

Example 11

(41) The composition for a release agent was obtained in the same manner as in the Example 2, except that the amount of the isopropanol dispersion (1) of PEDOT-PSS was changed to 20 g.

Example 12

(42) The composition for a release agent was obtained in the same manner as in the Example 2, except that the amount of the isopropanol dispersion (1) of PEDOT-PSS was changed to 15 g.

Example 13

(43) The composition for a release agent was obtained in the same manner as in the Example 2, except that the amount of the isopropanol dispersion (1) of PEDOT-PSS was changed to 10 g.

Example 14

(44) 10.9 g of KS-723A, 2.74 g of KS-723B as condensation-curing type organopolysiloxanes and 0.5 g of dioctyl tin diacetate as a condensation catalyst were added to 30 g of the isopropanol dispersion (5) of PEDOT-PSS obtained in the Production Example 13. Then, the mixture was diluted with 45.86 g of methyl ethyl ketone and 10.0 g of diacetone alcohol, thereby obtaining a composition for a release agent.

Example 15

(45) 3 g of the compound represented by chemical formula III shown below as a condensation-curing type organopolysiloxane and 0.5 g of dioctyl tin diacetate as a condensation catalyst were added to 30 g of the isopropanol dispersion (1) of PEDOT-PSS obtained in Production Example 9 (a release component is a composition (C)). Then, the mixture was diluted with 45.86 g of methyl ethyl ketone and 10.0 g of diacetone alcohol, thereby obtaining a composition for a release agent.

(46) ##STR00006## (n represents a positive number of 2 to 4)

Example 16

(47) The composition for a release agent was obtained in the same manner as in the Example 1, except that 1 g of water was added to 30 g of the isopropanol dispersion (1) of PEDOT-PSS obtained in the Production Example 9 and the amount of methyl ethyl ketone was changed to 44.86 g.

Example 17

(48) The composition for a release agent was obtained in the same manner as in the Example 1, except that 3 g of water was added to 30 g of the isopropanol dispersion (1) of PEDOT-PSS obtained in the Production Example 9 and the amount of methyl ethyl ketone was changed to 42.86 g.

Example 18

(49) The composition for a release agent was obtained in the same manner as in the Example 1, except that 5 g of water was added to 30 g of the isopropanol dispersion (1) of PEDOT-PSS obtained in the Production Example 9 and the amount of methyl ethyl ketone was changed to 40.86 g.

Example 19

(50) The composition for a release agent was obtained in the same manner as in the Example 1, except that 30 g of the isopropanol dispersion (1) of PEDOT-PSS of the Production Example 9 was changed to 30 g of the isopropanol dispersion (6) of the Production Example 14.

Example 20

(51) The composition for a release agent was obtained in the same manner as in the Example 1, except that 30 g of the isopropanol dispersion (1) of PEDOT-PSS of the Production Example 9 was changed to 30 g of the isopropanol dispersion (7) of the Production Example 15.

Example 21

(52) 10.9 g of KS-723A and 2.74 g of KS-723B as condensation-curing type organopolysiloxanes and 0.5 g of dioctyl tin diacetate as a condensation catalyst were added to 30 g of the isopropanol dispersion (2) of PEDOT-PSS obtained in Production Example 10. Then, the mixture was diluted with 46.36 g of methyl ethyl ketone and 10.0 g of diacetone alcohol, thereby obtaining a composition for a release agent.

Example 22

(53) 10.9 g of KS-723A and 2.74 g of KS-723B as condensation-curing type organopolysiloxanes and 0.5 g of dioctyl tin diacetate as a condensation catalyst were added to 60 g of the isopropanol dispersion (3) of PEDOT-PSS obtained in Production Example 11. Then, the mixture was diluted with 16.36 g of methyl ethyl ketone and 10.0 g of diacetone alcohol, thereby obtaining a composition for a release agent.

Comparative Example 1

(54) 10.9 g of KS-723A and 2.74 g of KS-723B as condensation-curing type organopolysiloxanes and 0.5 g of dioctyl tin diacetate as a condensation catalyst were weighed. Then, 45.86 g of methyl ethyl ketone and 10.0 g of diacetone alcohol as organic solvents were added so as to adjust the solid content to 3%, thereby obtaining a composition for a release agent.

Comparative Example 2

(55) 10 g of X-62-470 and 0.4 g of dioctyl tin diacetate were weighed. Then 59.6 g of methyl ethyl ketone was added, thereby obtaining a composition for a release agent.

Comparative Example 3

(56) The composition for a release agent was prepared in the same manner as in Comparative Example 2, except that KS-705F was used instead of X-62-470.

Comparative Example 4

(57) The composition for a release agent was prepared in the same manner as in Example 4, except that the amount of the isopropanol dispersion of PEDOT-PSS in Example 4 was changed to 190 g.

Comparative Example 5

(58) The composition for a release agent was prepared in the same manner as in Example 2, except that the amount of the isopropanol dispersion of PEDOT-PSS in Example 2 was changed to 5 g.

Comparative Example 6

(59) The composition for a release agent was prepared in the same manner as in Example 1, except that the isopropanol dispersion (1) of PEDOT-PSS was changed to the isopropanol dispersion (4) of PEDOT-PSS.

Comparative Example 7

(60) The composition for a release agent was prepared in the same manner as in Example 1, except that 7 g of water was added to 30 g of the isopropanol dispersion (1) of PEDOT-PSS obtained in the Production Example 9 and the amount of methyl ethyl ketone was changed to 38.86 g.

Comparative Example 8

(61) The composition for a release agent was prepared in the same manner as in Example 1, except that 10 g of water was added to 30 g of the isopropanol dispersion (1) of PEDOT-PSS obtained in the Production Example 9 and the amount of methyl ethyl ketone was changed to 35.86 g.

Comparative Example 9

(62) The composition for a release agent was prepared in the same manner as in Example 1, except that 30 g of the isopropanol dispersion (1) of PEDOT-PSS of the Production Example 9 was changed to 30 g of the isopropanol dispersion (10) of PEDOT-PSS.

(63) <Evaluation>

(64) With respect to each composition for a release agent, curable properties, force required peeling (hereinafter, referred to as peel strength), residual adhesion ratio, and surface resistivity were evaluated and measured by the following method. The results are shown in Tables 1 and 2.

(65) [Curing Properties]

(66) The obtained composition for a release agent was applied to a PET film having a thickness of 38 m using barcoater, and heated at 120 C. for 1 minute in a hot air drier to form a release agent layer. The release agent layer was rubbed with a finger ten times, and the presence or absence of cloudiness or defects was visually observed, and evaluated in accordance with following criteria.

(67) : cloud and rub-off were not observed.

(68) x: cloud and rub-off were observed.

(69) [Peel Strength]

(70) A release agent layer was formed in the same manner as in the curing properties, and polyester adhesion tape (product name: nitto-31B, manufactured by Nitto Denko Corporation) was laminated on the surface of the release agent layer, and a load of 1976 Pa was applied to the adhesion tape so as to adhere the polyester adhesion tape to the release agent layer. Using a tensile testing machine, the polyester adhesion tape was peeled from the release agent layer such that the angle between the polyester adhesion tape and the release agent layer became 180 (peeling speed: 0.3 m/min), and then, peel strength was measured. As the peel strength is smaller, the adhesion sheet can be easily peeled after the adhesion sheet is adhered to the release agent layer. That is, the adhesive sheet becomes a film having easy-peeling properties.

(71) [Residual Adhesion Ratio (Subsequent Adhesion Ratio)]

(72) A polyester adhesion tape was laminated on the release agent layer in the same manner as in the measurement of peel strength. Then, the laminated structure was left at room temperature for 20 hours, or the laminated structure was subjected to heat treatment at 85 C. for 20 hours. Next, the polyester adhesion tape was peeled from the release agent layer. The peeled polyester adhesion tape was adhered to a stainless panel. Thereafter, using a tensile testing machine, the polyester adhesion tape was peeled from the stainless panel and then, peel strength X was measured.

(73) A polyester adhesion tape that had not been adhered to a release agent layer was adhered to a stainless board, and using a tensile testing machine, the polyester adhesion tape was peeled from the stainless board and then, peel strength Y was measured.

(74) In accordance with the formula (peel strength X/peel strength Y)100(%), residual adhesion ratio was calculated.

(75) As the residual adhesion ratio becomes larger, the release properties the release agent layer becomes excellent, and deterioration of adhesion properties of polyester adhesion sheet which had been adhered to the release agent layer can be suppressed.

(76) [Surface Resistivity]

(77) Using Hiresta MCP-HT450 manufactured by Mitsubishi Chemical Corporation and a probe MCP-HTP12, surface resistivity was measured under applied voltage of 10 V. The result OVER in Table means that surface resistivity was too high to measure it.

(78) TABLE-US-00001 TABLE 1 Room temperature, Amount of 20 hr. 85 C., 20 hr. Isopropanol conductive Peeling Residual Residual dispersion of compo- condensation-curing Water Strength adhesion Peeling adhesion Surface PEDOT- Mw of nent type organo- Content Curing (N/ ratio Strength ratio resistivity PSS PSS (Parts) polysiloxanes (%) property 25 mm) (%) (N/25 mm) (%) (/) Example 1 (1) 300,000 3.4 Composition (B) 0.01 0.04 90.0 0.09 83.0 .sup.1 10.sup.10 Example 2 (1) 300,000 4.0 Composition (B) 0.01 0.03 73.0 0.06 62.0 1 10.sup.8 Example 3 (1) 300,000 4.0 Composition (A) 0.01 0.04 67.0 0.05 61.0 1 10.sup.8 Example 4 (1) 300,000 298.3 Composition (B) 0.01 5.14 79.0 5.32 59.0 5 10.sup.5 Example 5 (1) 300,000 210.5 Composition (B) 0.01 3.43 78.0 3.86 61.0 3 10.sup.5 Example 6 (1) 300,000 105.3 Composition (B) 0.01 2.83 82.0 2.90 65.0 2 10.sup.6 Example 7 (1) 300,000 64.8 Composition (B) 0.01 2.50 86.0 2.50 68.0 3 10.sup.7 Example 8 (1) 300,000 33.8 Composition (B) 0.01 1.50 87.0 1.50 70.0 4 10.sup.7 Example 9 (1) 300,000 16.9 Composition (B) 0.01 0.40 96.0 1.00 80.0 3 10.sup.8 Example 10 (1) 300,000 8.5 Composition (B) 0.01 0.06 91.0 0.25 82.0 2 10.sup.9 Example 11 (1) 300,000 2.6 Composition (B) 0.01 0.03 87.0 0.05 76.0 3 10.sup.7 Example 12 (1) 300,000 2.0 Composition (B) 0.01 0.03 87.0 0.05 76.0 3 10.sup.8 Example 13 (1) 300,000 1.3 Composition (B) 0.01 0.03 87.0 0.05 76.0 .sup.7 10.sup.10 Example 14 (5) 300,000 3.4 Composition (B) 0.01 0.06 90.0 0.19 79.0 3 10.sup.9 Example 15 (1) 300,000 3.4 Composition (C) 0.01 5.34 87.0 7.40 76.5 2 10.sup.7 Example 16 (1) 300,000 3.4 Composition (B) 1.0 0.05 90.4 0.15 80.0 2 10.sup.8 Example 17 (1) 300,000 3.4 Composition (B) 3.0 0.05 87.2 0.16 80.0 2 10.sup.8 Example 18 (1) 300,000 3.4 Composition (B) 5.0 0.34 94.8 1.14 74.0 3 10.sup.8 Example 19 (6) 200,000 3.4 Composition (B) 0.01 0.05 94.1 0.15 82.4 1 10.sup.7 Example 20 (7) 500,000 3.4 Composition (B) 0.01 0.05 90.4 0.20 80.8 2 10.sup.8 Example 21 (2) 300,000 3.4 Composition (B) 0.01 0.04 90.0 0.09 83.0 1 10.sup.9 Example 22 (3) 300,000 6.8 Composition (B) 0.01 0.05 90.0 0.10 82.0 3 10.sup.9

(79) TABLE-US-00002 TABLE 2 Room temperature, 20 hr. 85 C., 20 hr. Isopropanol Amount of condensation- Peeling Residual Residual dispersion of conductive curing type Water Strength adhesion Peeling adhesion Surface PEDOT- Mw of component organo- Content Curing (N/ ratio Strength ratio resistivity PSS PSS (Parts) polysiloxanes (%) property 25 mm) (%) (N/25 mm) (%) (/) Comparative 0.0 Composition 0.01 0.04 90.0 0.09 84.0 over Example 1 (B) Comparative 0.0 Composition 0.01 0.04 73.0 0.06 62.0 over Example 2 (B) Comparative 0.0 Composition 0.01 0.04 76.0 0.05 62.0 over Example 3 (A) Comparative (1) 300,000 333.3 Composition 0.01 10.19 56.0 6.90 22.8 5 10.sup.5 Example 4 (B) Comparative (1) 300,000 0.7 Composition 0.01 0.04 87.0 0.05 76.0 over Example 5 (B) Comparative (4) 300,000 3.4 Composition 0.01 0.06 93.0 0.16 83.0 over Example 6 (B) Comparative (1) 300,000 3.4 Composition 7.00 X 2.34 84.3 2.72 23.2 3 10.sup.8 Example 7 (B) Comparative (1) 300,000 3.4 Composition 10.00 X 4.16 81.8 2.94 3.0 2 10.sup.8 Example 8 (B) Comparative (10) 1,000,000 3.4 Composition 0.01 0.06 90.9 0.20 81.8 over Example 9 (B)

(80) With respect to the compositions for a release agent according to Examples 1 to 22, peel strength was low, and surface resistivity was low.

(81) With respect to Comparative Examples 1 to 3 which did not contain the conductive component and Comparative Example 5 in which the amount of conductive component was small, surface resistivity was too high and could not be measured the value.

(82) With respect to Comparative example 4 in which the amount of the conductive component was large, and the amount of the release component was relatively small, surface resistivity was high.

(83) With respect to Comparative Example 6 in which the substituent of the amine compound coordinated to or bonded to the surplus sulfonate groups within a polystyrene sulfonate is the primary amine, the liquid was not stable, the conductive complex was incompatible with a silicone resin and therefore, uniform film could not be formed. As a result, surface resistivity could not be measured.

(84) With respect to the compositions for a release agent of Comparative Examples 7 and 8 in which the water content was more than 5%, the curing failure has occurred and the peeling property was reduced.

(85) With respect to the composition for a release agent of Comparative Example 9 which was produced by using the isopropanol dispersion of polystyrene sulfonate having a mass average molecular mass of 1,000,000, dispersion stability was low and conductivity did not express.