JP2007262176A5

JP2007262176A5 -

Info

Publication number: JP2007262176A5
Application number: JP2006087106A
Authority: JP
Filing date: 2006-03-28
Publication date: 2009-03-05
Anticipated expiration: 2026-03-28

Description

本発明は、以下の構成を含む。
［１］ポリオールとポリイソシアネート化合物とをイソシアネート基過剰の割合で反応させてイソシアネート基末端プレポリマーを得た後、該イソシアネート基末端プレポリマーに鎖延長剤を反応させ、さらに必要に応じて末端停止剤を反応させるウレタン樹脂の製造方法であって、
鎖延長剤が鎖延長剤（Ａ）および鎖延長剤（Ｂ）を含み、
鎖延長剤（Ａ）は、下記（ａ１）の化合物および（ａ２）の化合物からなる群から選ばれる１種または２種の化合物であり、鎖延長剤（Ｂ）は、イソシアネート基と反応可能な官能基を２つ有し、分子量が６２〜５００である化合物であることを特徴とするウレタン樹脂の製造方法。
（ａ１）イソシアネート基と反応可能な官能基を３つ以上有し、それら官能基のうちの２つが、１級アミノ基、２級アミノ基および１級水酸基からなる群より選ばれる１種または２種の官能基であり、残りの官能基が、２級水酸基、３級水酸基およびカルボキシル基からなる群より選ばれる１種以上の官能基である化合物。
（ａ２）イソシアネート基と反応可能な官能基を３つ以上有し、それら官能基のうち２つが、１級アミノ基および２級アミノ基からなる群より選ばれる１種または２種の官能基であり、残りの官能基が１級水酸基である化合物。
［２］得られるウレタン樹脂の数平均分子量が１万〜３０万である［１］に記載のウレタン樹脂の製造方法。
［３］鎖延長剤（Ｂ）のイソシアネート基と反応可能な官能基が、アミノ基または水酸基である［１］または［２］に記載のウレタン樹脂の製造方法。
［４］鎖延長剤（Ｂ）が、脂肪族ジオール、脂肪族ジアミン、アルカノールアミン、芳香族ジアミンおよびビスフェノールからなる群より選ばれる少なくとも１種の化合物である［１］〜［３］のいずれかに記載のウレタン樹脂の製造方法。
［５］鎖延長剤（Ａ）がアミノ基を２つ有し、かつ、鎖延長剤（Ｂ）が脂肪族ジアミン、芳香族ジアミン、または脂肪族ジアミンと芳香族ジアミンの組み合わせである［１］〜［４］のいずれかに記載のウレタン樹脂の製造方法。
［６］鎖延長剤（Ａ）が１級水酸基を２つ有し、かつ、鎖延長剤（Ｂ）が脂肪族ジオールである［１］〜［４］のいずれかに記載のウレタン樹脂の製造方法。
［７］鎖延長剤（Ａ）と鎖延長剤（Ｂ）とのモル比（Ａ／Ｂ）が５０／５０〜９５／５である［１］〜［６］のいずれかに記載のウレタン樹脂の製造方法。
［８］［１］〜［７］のいずれかに記載のウレタン樹脂の製造方法で得られたウレタン樹脂を含有する粘着剤。
［９］［１］〜［７］のいずれかに記載のウレタン樹脂の製造方法で得られたウレタン樹脂と第２のポリイソシアネート化合物とを反応させて得られる架橋ウレタン樹脂を含有する粘着剤。
［１０］［８］または［９］に記載の粘着剤が用いられている保護フィルム。
The present invention includes the following configurations.
[1] After reacting a polyol and a polyisocyanate compound in an excess ratio of an isocyanate group to obtain an isocyanate group-terminated prepolymer, the isocyanate group-terminated prepolymer is reacted with a chain extender, and further terminated if necessary. A method for producing a urethane resin in which an agent is reacted,
The chain extender comprises a chain extender (A) and a chain extender (B);
The chain extender (A) is one or two compounds selected from the group consisting of the following compounds (a1) and (a2), and the chain extender (B) can react with an isocyanate group. A method for producing a urethane resin, which is a compound having two functional groups and a molecular weight of 62 to 500.
(A1) One or two selected from the group consisting of a primary amino group, a secondary amino group, and a primary hydroxyl group, each having three or more functional groups capable of reacting with an isocyanate group A compound which is a kind of functional group and the remaining functional group is one or more functional groups selected from the group consisting of a secondary hydroxyl group, a tertiary hydroxyl group and a carboxyl group.
(A2) having three or more functional groups capable of reacting with an isocyanate group, two of which are one or two functional groups selected from the group consisting of a primary amino group and a secondary amino group A compound in which the remaining functional group is a primary hydroxyl group.
[2] The method for producing a urethane resin according to [1], wherein the obtained urethane resin has a number average molecular weight of 10,000 to 300,000.
[3] The method for producing a urethane resin according to [1] or [2] , wherein the functional group capable of reacting with the isocyanate group of the chain extender (B) is an amino group or a hydroxyl group.
[4] Any of [1] to [3], wherein the chain extender (B) is at least one compound selected from the group consisting of aliphatic diol, aliphatic diamine, alkanolamine, aromatic diamine and bisphenol . A method for producing a urethane resin as described in 1. above.
[5] The chain extender (A) has two amino groups, and the chain extender (B) is an aliphatic diamine, an aromatic diamine, or a combination of an aliphatic diamine and an aromatic diamine [1]. The manufacturing method of the urethane resin in any one of-[4].
[6] Production of urethane resin according to any one of [1] to [4], wherein the chain extender (A) has two primary hydroxyl groups and the chain extender (B) is an aliphatic diol. Method.
[7] The urethane resin according to any one of [1] to [6] , wherein the molar ratio (A / B) of the chain extender (A) to the chain extender (B) is 50/50 to 95/5. Manufacturing method.
[8] A pressure-sensitive adhesive containing a urethane resin obtained by the method for producing a urethane resin according to any one of [1] to [7] .
[9] A pressure-sensitive adhesive containing a crosslinked urethane resin obtained by reacting the urethane resin obtained by the method for producing a urethane resin according to any one of [1] to [7] with a second polyisocyanate compound.
[10] A protective film using the pressure-sensitive adhesive according to [8] or [9].

Claims

After the polyol and the polyisocyanate compound are reacted in an excess ratio of the isocyanate group to obtain an isocyanate group-terminated prepolymer, the isocyanate group-terminated prepolymer is reacted with a chain extender, and a terminal stopper is further reacted as necessary. A method for producing a urethane resin,
The chain extender comprises a chain extender (A) and a chain extender (B);
The chain extender (A) is one or two compounds selected from the group consisting of the following compounds (a1) and (a2), and the chain extender (B) can react with an isocyanate group. A method for producing a urethane resin, which is a compound having two functional groups and a molecular weight of 62 to 500.
(A1) One or two selected from the group consisting of a primary amino group, a secondary amino group, and a primary hydroxyl group, each having three or more functional groups capable of reacting with an isocyanate group A compound which is a kind of functional group and the remaining functional group is one or more functional groups selected from the group consisting of a secondary hydroxyl group, a tertiary hydroxyl group and a carboxyl group.
(A2) having three or more functional groups capable of reacting with an isocyanate group, two of which are one or two functional groups selected from the group consisting of a primary amino group and a secondary amino group A compound in which the remaining functional group is a primary hydroxyl group.

The method for producing a urethane resin according to claim 1, wherein the number average molecular weight of the obtained urethane resin is 10,000 to 300,000.

The method for producing a urethane resin according to claim 1 or 2 , wherein the functional group capable of reacting with the isocyanate group of the chain extender (B) is an amino group or a hydroxyl group.

The urethane resin according to any one of claims 1 to 3, wherein the chain extender (B) is at least one compound selected from the group consisting of aliphatic diols, aliphatic diamines, alkanolamines, aromatic diamines and bisphenols. Manufacturing method.

The chain extender (A) has two amino groups, and the chain extender (B) is an aliphatic diamine, an aromatic diamine, or a combination of an aliphatic diamine and an aromatic diamine. The manufacturing method of the urethane resin in any one.

The method for producing a urethane resin according to any one of claims 1 to 4, wherein the chain extender (A) has two primary hydroxyl groups, and the chain extender (B) is an aliphatic diol.

The molar ratio (A / B) is 50 / 50-95 / 5 process for producing a urethane resin according to any one of claims 1 to 6 of the chain extender (A) and chain extender and (B).

Adhesives containing a urethane resin obtained by the production method of the urethane resin according to any one of claims 1-7.

Adhesives containing crosslinked urethane resin obtained by reacting a urethane resin obtained by the production method and the second polyisocyanate compound of the urethane resin according to any one of claims 1-7.

The protective film in which the adhesive of Claim 8 or 9 is used.