KR950018357A - 알디민 및 알로파네이트기를 함유하는 폴리이소시아네이트를 기재로 한 피복 조성물 - Google Patents

알디민 및 알로파네이트기를 함유하는 폴리이소시아네이트를 기재로 한 피복 조성물 Download PDF

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KR950018357A
KR950018357A KR1019940035312A KR19940035312A KR950018357A KR 950018357 A KR950018357 A KR 950018357A KR 1019940035312 A KR1019940035312 A KR 1019940035312A KR 19940035312 A KR19940035312 A KR 19940035312A KR 950018357 A KR950018357 A KR 950018357A
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weight
groups
coating composition
aldimine
components
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KR1019940035312A
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디. 히크스 샤론
에이. 위크스 더글라스
이. 예스크 필립
에이취. 헌터 존
디. 벤함 래니
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죠세프 씨. 길
마일즈 인크.
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Priority claimed from US08/171,281 external-priority patent/US5466771A/en
Priority claimed from US08/171,550 external-priority patent/US6117966A/en
Application filed by 죠세프 씨. 길, 마일즈 인크. filed Critical 죠세프 씨. 길
Publication of KR950018357A publication Critical patent/KR950018357A/ko

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/50—Polyethers having heteroatoms other than oxygen
    • C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
    • C08G18/5024—Polyethers having heteroatoms other than oxygen having nitrogen containing primary and/or secondary amino groups
    • C08G18/503—Polyethers having heteroatoms other than oxygen having nitrogen containing primary and/or secondary amino groups being in latent form
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
    • C07C251/04—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C251/06—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton
    • C07C251/08—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton being acyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
    • C07C251/18—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3225—Polyamines
    • C08G18/3253—Polyamines being in latent form
    • C08G18/3256—Reaction products of polyamines with aldehydes or ketones
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/721—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
    • C08G18/725—Combination of polyisocyanates of C08G18/78 with other polyisocyanates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78—Nitrogen
    • C08G18/7806—Nitrogen containing -N-C=0 groups
    • C08G18/7818—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups
    • C08G18/7837—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups containing allophanate groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/02—Polyureas

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Paints Or Removers (AREA)

Abstract

본 발명은 결합제로서 a) 5 내지 100중량%의 모노알로파네이트 및 ii) 0 내지 95중량%의 다른 폴리이소시아네이트 부가물로 이루어지는 폴리이소시아네이트 성분, 및 b) 2개 이상의 1급 아미노기를 갖는 폴리아민과 하기 일반식의 알데히드의 반응생성물을 기재로 한 알디민
O=CHCH(R1)(R2)
(여기서 R1및 R2는 동일하거나 또는 상이할 수 있고, 임의로 치환된 탄화수소 라디칼을 나타내거나, 또는 R1및 R2가 β-탄소 원자와 함께 시클로지방족 또는 테레로시클릭 고리를 형성함), 및 c) 임의로 성분 a) 및 b)의 중량을 기준으로 5중량% 이하의 이소시아네이트기 및 히드록실기 간의 반응을 위한 촉매인 주석(IV) 화합물(여기서, 성분 a) 및 b)는 이소시아네이트기 대 알디민기의 당량비가 0.5 :1 내지 20:1가 되기에 충분한 양으로 존재함)을 함유하며, 연장된 포트 수명을 가지고 주변 조건 하에서 신속히 경화되어 광학 특성이 개선된 피복물을 제공하는 피복 조성물에 관한 것이다.
또한 본 발명은 디아미노 디시클로헥실 메탄과 상기 일반식에 해당하는 알데히드로부터 제조되는 알디민에 관한 것이다.

Description

알디민 및 알로파네이트기를 함유하는 폴리이소시아네이트를 기재로 한 피복 조성물
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 결합제로서 a) 5 내지 100중량%의 모노알로파네이트 및 ii) 0 내지 95중량%의 다른 폴리이소시아네이트 부가물로 이루어지는 폴리이소시아네이트 성분, 및 b) 2개 이상의 1급 아미노기를 갖는 폴리아민과 하기 일반식의 알데히드의 반응생성물을 기재로 한 알디민
    O=CHCH(R1)(R2)
    (여기서 R1및 R2는 동일하거나 또는 상이할 수 있고, 임의로 치환된 탄화수소 라디칼을 나타내거나, 또는 R1및 R2가 β-탄소 원자와 함께 시클로지방족 또는 테레로시클릭 고리를 형성함), 및 c) 임의로 성분 a) 및 b)의 중량을 기준으로 5중량% 이하의 이소시아네이트기 및 히드록실기 간의 반응을 위한 촉매인 주석(IV) 화합물(여기서, 성분 a) 및 b)는 이소시아네이트기 대 알디민기의 당량비가 0.5 :1 내지 20:1가 되기에 충분한 양으로 존재함)을 함유하며, 연장된 포트 수명을 가지고 주변 조건 하에서 신속히 경화되어 광학 특성이 개선된 피복물을 제공하는 피복 조성물.
  2. 제1항에 있어서, 성분 ai)가 25중량% 이상의 양으로 존재하는 피복 조성물.
  3. 제1항 또는 2항에 있어서, 성분 a)가 모노이소시안우레이트기 및 모노알로파네이트기를 10:1 내지 1:10의 비율로 함유하는 폴리이소시아네이트 블랜드인 피복 조성물.
  4. 제1항 내지 3항 중 어느 한 항에 있어서, 상기 폴리이소시아네이트 블랜드가 1,6-헥사메틸렌 디이소시아네이트로부터 제조되는 것인 피복 조성물.
  5. 제1항 내지 제4항 중 어느 한 항에 있어서, R1및 R2가 동일하거나 또는 상이할 수 있고, 1 내지 6개의 탄소 원자를 함유하는 탄화수소 라디칼을 나타내는 것인 피복 조성물.
  6. 제1항 내지 5항 중 어느 한 항에 있어서, 상기 알데히드가 이소부티르알데히드 또는 2-데틸 헥사날로 이루어지는 것인 피복 조성물.
  7. 제1항 내지 6항 중 어느 한 항에 있어서, 상기 폴리아민디아미노 디시클로헥실 메탄인 피복 조성물.
  8. 제1항 내지 7항 중 어느 한 항에 있어서, 성분 c)가 성분 a) 및 b)의 중량을 기준으로 하여 0.01 내지 5중량%의 양으로 존재하고, 상기 주석(IV) 화합물이 촉매가 부재한 경우의 이소시아네이트 및 히드록실기 간의 반응 속도와 비교했을 때 이들 기 간의 반응 속도를 100배로 증가시키는 것인 피복 조성물.
  9. 디아미노 디시클로헥실 메탄과 하기 일반식에 해당하는 알데히드와의 반응생성물을 기재로 한 알디민.
    O=CHCH(R1)(R2)
    상기 식 중 R1및 R2는 동일하거나 상이할 수 있고, 임의로 치환된 탄화수소 라디칼을 나타내거나, 또는 R1및 R2가 β-탄소 원자와 함께 시클로지방족 또는 헤테로시클릭 고리를 형성한다.
  10. 제9항에 있어서, R1및 R2가 동일하거나 또는 상이할 수 있고, 1 내지 6개의 탄소 원자를 함유한 탄화수소 라디칼을 나타내는 것인 알디민.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019940035312A 1993-12-21 1994-12-20 알디민 및 알로파네이트기를 함유하는 폴리이소시아네이트를 기재로 한 피복 조성물 KR950018357A (ko)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US17130493A 1993-12-21 1993-12-21
US08/171,550 1993-12-21
US08/171,281 US5466771A (en) 1993-12-21 1993-12-21 Coating compositions based on aldimines and polyisocyanates containing allophanate groups
US08/171,550 US6117966A (en) 1993-12-21 1993-12-21 Coating compositions containing aldimines and polyisocyanates
US08/171,304 1993-12-21
US08/171,281 1993-12-21

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KR950018357A true KR950018357A (ko) 1995-07-22

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EP (1) EP0659791B1 (ko)
JP (1) JPH07207226A (ko)
KR (1) KR950018357A (ko)
AT (1) ATE173279T1 (ko)
DE (1) DE69414533T2 (ko)
ES (1) ES2123699T3 (ko)

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US5955199A (en) * 1997-09-26 1999-09-21 Ashland Inc. Imine-containing curative for two component polyurethane structural adhesives
DE10241299A1 (de) 2002-09-04 2004-03-25 Basf Ag Strahlungshärtbare Polyurethane mit verkappten Aminogrupppen
WO2009011694A1 (en) 2007-07-13 2009-01-22 Idea Paint Inc. Coatings having writable-erasable surfaces and methods of making the same
JP5669213B2 (ja) 2008-07-18 2015-02-12 アイデアペイント インコーポレイテッドＩｄｅａｐａｉｎｔ，Ｉｎｃ． 書き込み消去可能表面用の周囲温度で硬化する溶剤系被覆物
JP2012121970A (ja) * 2010-12-07 2012-06-28 Canon Chemicals Inc ポリウレア樹脂組成物及び脂肪族又は脂環族ポリイソシアネート類の硬化剤
US8758862B2 (en) 2012-06-26 2014-06-24 Prc Desoto International, Inc. Coating compositions with an isocyanate-functional prepolymer derived from a tricyclodecane polyol, methods for their use, and related coated substrates
EP2805976A1 (en) 2013-05-24 2014-11-26 Huntsman International Llc Aldehyde comprising compositions suitable for making curable polyisocyanate compositions
EP3015486B1 (en) 2013-06-27 2018-11-07 Asahi Kasei Kabushiki Kaisha Polyisocyanate composition and method for production thereof, block polyisocyanate composition and method for production thereof, resin composition, curable resin composition, and cured article
AU2017268409B2 (en) 2016-05-20 2021-12-16 Ideapaint, Inc. Dry-erase compositions and methods of making and using thereof
EP3594300B1 (en) * 2017-03-07 2022-01-05 Asahi Kasei Kabushiki Kaisha Polyaspartic coating composition, coating film, and coating article

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GB1064841A (en) * 1963-02-04 1967-04-12 Ici Ltd Manufacture of polymers containing biuret and urea groups
GB8819297D0 (en) * 1988-08-12 1988-09-14 Ici Plc Composite materials
GB8821183D0 (en) * 1988-09-09 1988-10-12 Ici America Inc Composition of matter
CA2072167C (en) * 1991-07-22 2001-12-18 Terry A. Potter Polyisocyanates containing allophanate and isocyanurate groups, a process for their production and their use in two-component coating compositions

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ES2123699T3 (es) 1999-01-16
ATE173279T1 (de) 1998-11-15
EP0659791A1 (en) 1995-06-28
DE69414533D1 (de) 1998-12-17
JPH07207226A (ja) 1995-08-08
EP0659791B1 (en) 1998-11-11
DE69414533T2 (de) 1999-04-15

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